1,574 results on '"Sapogenin"'
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2. In vitro antifungal activity of saponins-rich fractions from Enterolobium cyclocarpum and Amphipterygium adstringens against Colletotrichum gloeosporioides.
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Muro-Medina, Carlos V., García-Morales, Soledad, Garza-García, Jorge J., Hernández-Díaz, José A., Peña-Magaña, Carlos S., Morales-García, José L., and León-Morales, Janet M.
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COLLETOTRICHUM gloeosporioides , *AVOCADO , *PATHOGENIC fungi , *MYCOSES , *MEDICINAL plants , *SAPONINS - Abstract
Avocado (Persea americana) crop suffers important economic losses due to fungal diseases. Enterolobium cyclocarpum and Amphipterygium adstringens are saponins-producing species and their crude extracts have shown antimicrobial activity. The aim of this work was to evaluate in vitro antifungal activity of aqueous extracts from E. cyclocarpum (leaves and bark), A. adstringens (branches), and their saponins-rich fractions against Colletotrichum gloeosporioides, an avocado pathogen. The fungus was isolated from avocado fruits from Uruapan Michoacan (Mexico) and its molecular identification was performed by sequencing. Saponins-rich fractions (SRF) were obtained by partitioning infusions with n-butanol followed by precipitation with acetone. Antifungal activity of infusions and SRF was evaluated by the agar diffusion method and the strongest growth inhibition of C. gloeosporioides (33%) was achieved with the SRF of E. cyclocarpum bark. Erythrocyte hemolysis was observed with the three infusions and the sarsasapogenin was putatively identified in the product of Amphipterygium branch aqueous extract (ARA) acid hydrolysis by gas chromatography-flame ionization detector (GC-FID). These results highlight the antifungal potential of saponins from this medicinal plant against avocado pathogenic fungi. [ABSTRACT FROM AUTHOR]
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- 2024
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3. HIV and the Role of Various Medicinal Plants Against Infection in Humans, with Possible Mechanism of Action and Functions of Secondary Metabolites
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Malik, Udita, Pal, Dilipkumar, Mérillon, Jean-Michel, Series Editor, Ramawat, Kishan Gopal, Series Editor, Pavlov, Atanas I., Editorial Board Member, Ekiert, Halina Maria, Editorial Board Member, Aggarwal, Bharat B., Editorial Board Member, Jha, Sumita, Editorial Board Member, Wink, Michael, Editorial Board Member, Waffo-Téguo, Pierre, Editorial Board Member, Riviere, Céline, Editorial Board Member, and Pal, Dilipkumar, editor
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- 2024
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4. R1-barrigenol--a tea sapogenin--suppresses the lipopolysaccharide-induced inflammatory response in microglial cells.
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Ryotaro HAYASHI, Satoshi FUKUMITSU, Kazuhiko AIDA, and Shoko KOBAYASHI
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INFLAMMATION ,MICROGLIA ,TREATMENT effectiveness ,GREEN tea ,GENE expression - Abstract
Certain natural components are effective against inflammation, a hallmark of neurodegenerative disease progression. Although green tea contains sapogenins, their effects on brain function remain unknown. Herein, we focused on R1-barrigenol (R1B)--a major tea sapogenin--and evaluated its antiinflammatory effects on mouse microglia. R1B treatment decreased mRNA and protein expression levels of inflammatory cytokines in lipopolysaccharide (LPS)-treated mouse microglia compared with those in LPS-treated control microglia. R1B reduced the mRNA expression of M1-type microglia markers and phosphorylation levels of nuclear factor of kappa light polypeptide gene enhancer in B-cells inhibitor-alpha. These results suggest that R1B suppresses LPS-induced nuclear factor κ-light-chain-enhancer of activated B signaling, a regulator of M1-type polarization. Therefore, it is suggested that R1B may reduce inflammatory responses by suppressing M1 polarization-type changes, and that R1B may exhibit preventive and therapeutic effects against neurodegenerative diseases. [ABSTRACT FROM AUTHOR]
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- 2024
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5. Potent telomerase activators from a novel sapogenin via biotransformation utilizing Camarosporium laburnicola, an endophytic fungus
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Melis Küçüksolak, Sinem Yılmaz, Petek Ballar-Kırmızıbayrak, and Erdal Bedir
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Biotransformation ,Endophytic Fungi ,Sapogenin ,Telomerase activator ,Anti-aging ,Microbiology ,QR1-502 - Abstract
Abstract Background Cycloartane-type triterpenoids possess important biological activities, including immunostimulant, wound healing, and telomerase activation. Biotransformation is one of the derivatization strategies of natural products to improve their bioactivities. Endophytic fungi have attracted attention in biotransformation studies because of their ability to perform modifications in complex structures with a high degree of stereospecificity. Results This study focuses on biotransformation studies on cyclocephagenol (1), a novel cycloartane-type sapogenin from Astragalus species, and its 12-hydroxy derivatives (2 and 3) to obtain new telomerase activators. Since the hTERT protein levels of cyclocephagenol (1) and its 12-hydroxy derivatives (2 and 3) on HEKn cells were found to be notable, biotransformation studies were carried out on cyclocephagenol and its 12-hydroxy derivatives using Camarosporium laburnicola, an endophytic fungus isolated from Astragalus angustifolius. Later, immunoblotting and PCR-based ELISA assay were used to screen starting compounds and biotransformation products for their effects on hTERT protein levels and telomerase activation. All compounds showed improved telomerase activation compared to the control group. Conclusions As a result of biotransformation studies, seven new metabolites were obtained and characterized, verifying the potential of C. laburnicola as a biocatalyst. Additionally, the bioactivity results showed that this endophytic biocatalyst is unique in transforming the metabolites of its host to afford potent telomerase activators.
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- 2023
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6. Potent telomerase activators from a novel sapogenin via biotransformation utilizing Camarosporium laburnicola, an endophytic fungus.
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Küçüksolak, Melis, Yılmaz, Sinem, Ballar-Kırmızıbayrak, Petek, and Bedir, Erdal
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ENDOPHYTIC fungi , *BIOCONVERSION , *TELOMERASE , *STEREOSPECIFICITY , *ENZYMES , *NATURAL products - Abstract
Background: Cycloartane-type triterpenoids possess important biological activities, including immunostimulant, wound healing, and telomerase activation. Biotransformation is one of the derivatization strategies of natural products to improve their bioactivities. Endophytic fungi have attracted attention in biotransformation studies because of their ability to perform modifications in complex structures with a high degree of stereospecificity. Results: This study focuses on biotransformation studies on cyclocephagenol (1), a novel cycloartane-type sapogenin from Astragalus species, and its 12-hydroxy derivatives (2 and 3) to obtain new telomerase activators. Since the hTERT protein levels of cyclocephagenol (1) and its 12-hydroxy derivatives (2 and 3) on HEKn cells were found to be notable, biotransformation studies were carried out on cyclocephagenol and its 12-hydroxy derivatives using Camarosporium laburnicola, an endophytic fungus isolated from Astragalus angustifolius. Later, immunoblotting and PCR-based ELISA assay were used to screen starting compounds and biotransformation products for their effects on hTERT protein levels and telomerase activation. All compounds showed improved telomerase activation compared to the control group. Conclusions: As a result of biotransformation studies, seven new metabolites were obtained and characterized, verifying the potential of C. laburnicola as a biocatalyst. Additionally, the bioactivity results showed that this endophytic biocatalyst is unique in transforming the metabolites of its host to afford potent telomerase activators. [ABSTRACT FROM AUTHOR]
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- 2023
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7. Potentiation of Antibiotic Action and Efflux Pump Inhibitory Effect on Staphylococcus aureus Strains by Solasodine.
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da Silva, Ana Raquel Pereira, Costa, Maria do Socorro, Araújo, Nara Juliana Santos, de Freitas, Thiago Sampaio, de Almeida, Ray Silva, Barbosa Filho, José Maria, Tavares, Josean Fechine, de Souza, Erlânio Oliveira, de Farias, Pablo Antonio Maia, Pinheiro, Jacqueline Cosmo Andrade, and Coutinho, Henrique Douglas Melo
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ANTIBIOTICS ,STAPHYLOCOCCUS aureus ,ANTIBACTERIAL agents ,DRUG resistance in bacteria ,GRAM-negative bacteria - Abstract
A worrisome fact is the increase in microbial resistance, which has as its main cause the indiscriminate use of antibiotics. Scientific studies have investigated bioactive compounds such as steroidal sapogenins, in the perspective of new beneficial alternatives for the control of bacterial resistance. Therefore, the objective of this work was to verify the antibacterial activity as well as the modifying action of antibiotics associated with solasodine and its ability to inhibit the efflux pump mechanism in strains of Staphylococcus aureus. Tests were performed to verify the minimum inhibitory concentration (MIC). In addition, the action-modifying potential of antibiotics and the inhibitory capacity of the efflux pump NorA and MepA through synergistic effects on the antibiotic and ethidium bromide were evaluated. Solasodine showed significant results for the standard bacteria with an MIC of 512 μg/mL, and when associated with the antibiotics gentamicin and nofloxacin for the multidrug-resistant bacteria S. aureus 10, Escherichia coli 06, and Pseudomonas aeruginosa 24, it showed a 50% reduction in MIC. The association of solasodine with the antibiotic ciprofloxacin against S. aureus K2068 (MepA) showed synergism, with a reduction in the MIC of the antibiotic from 64 μg/mL to 40 μg/mL, and also a reduction in the MIC when the antibiotic was used in conjunction with the efflux pump inhibitors. Solasodine may be acting on the mechanism of action of the antibiotic, as it has shown a potentiating effect when associated with antibiotics, inducing a reduction in the MIC against Gram-positive and Gram-negative bacteria. Therefore, this study demonstrated significant results for the potentiating action of solasodine when associated with antibiotics of clinical importance. [ABSTRACT FROM AUTHOR]
- Published
- 2022
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- View/download PDF
8. In vitro Evaluation of Fungal Susceptibility and Inhibition of Virulence by Diosgenin.
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do Socorro Costa M, da Silva ARP, Santos Araújo J, Dos Santos ATL, Fonseca VJA, Gonçalves Alencar G, Moura TF, Gonçalves SA, Filho JMB, Morais-Braga MFB, Andrade-Pinheiro JC, and Coutinho HDM
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- Virulence drug effects, Candida albicans drug effects, Candida albicans pathogenicity, Diosgenin pharmacology, Diosgenin chemistry, Diosgenin analogs & derivatives, Antifungal Agents pharmacology, Antifungal Agents chemistry, Microbial Sensitivity Tests, Candida drug effects
- Abstract
Fungal infections are a public health problem that mainly affects immunosuppressed people, Candida spp. have been responsible for most sources of contamination and invasive fungal infections described around the world. The need arises to find new therapeutic approaches to combat growing infections. Plants and natural products have been considered a valuable source for discovering new molecules with active ingredients. Diosgenin is a sapogenin found in the families of Leguminosae and Dioscoreaceae, it is obtained mainly from the dioscin saponin through the hydrolysis method, it is a phytochemical that has been highlighted in the treatment of various diseases, as well as in combating microbial resistance. The present study aimed to evaluate the susceptibility of fungal strains to diosgenin, as well as verify the association with the reference drug and evaluate the inhibition of the virulence factor through morphological changes in the yeast state to the filamentous form of hyphae and pseudohyphae in strains of Candida albicans, Candida tropicalis and Candida krusei using the broth microdilution method and microculture technique. Antifungal assays revealed that diosgenin was not able to inhibit the growth of the tested strains. However, it was able to inhibit the fungal dimorphism of the strains evaluated, however further studies are recommended to verify its effectiveness against other virulence factors., (© 2024 Wiley-VHCA AG, Zurich, Switzerland.)
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- 2024
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9. Synthesis and Biological Activities of Diosgenin-Triazole Conjugates with a 1,3-Dipolar Cycloaddition Reaction.
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Liao, Jun, Liao, Guochao, Gao, Yun, Chai, Xiaoyun, Wu, Qiuye, and Zhao, Qingjie
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BIOSYNTHESIS , *ITRACONAZOLE , *ANTIFUNGAL agents , *RING formation (Chemistry) , *CATALYSTS , *PATHOGENIC fungi - Abstract
A novel series of diosgenin-triazole conjugates (10a–d, 11a–c, 12a–c, 13a–c) was designed and synthesized as antifungal agents by using a 1,3-dipolar cycloaddition reaction in the presence of a Cu(I) catalyst. All the title compounds were characterized by 1H NMR, 13C NMR, and Q-TOF-MS. Results of preliminary antifungal tests against seven human pathogenic fungi in vitro revealed that half of the target compounds exhibited moderate or even better antifungal activities against Y0109 and C. albicans SC5314 species. Compound 10d showed excellent antifungal activities toward C. albicans Y0109 and C. albicans SC5314 than itraconazole, with MIC80 value of 1 μg/mL, respectively. [ABSTRACT FROM AUTHOR]
- Published
- 2021
- Full Text
- View/download PDF
10. Potentiation of Antibiotic Action and Efflux Pump Inhibitory Effect on Staphylococcus aureus Strains by Solasodine
- Author
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Ana Raquel Pereira da Silva, Maria do Socorro Costa, Nara Juliana Santos Araújo, Thiago Sampaio de Freitas, Ray Silva de Almeida, José Maria Barbosa Filho, Josean Fechine Tavares, Erlânio Oliveira de Souza, Pablo Antonio Maia de Farias, Jacqueline Cosmo Andrade Pinheiro, and Henrique Douglas Melo Coutinho
- Subjects
antibacterial activity ,bacterial resistance ,sapogenin ,Therapeutics. Pharmacology ,RM1-950 - Abstract
A worrisome fact is the increase in microbial resistance, which has as its main cause the indiscriminate use of antibiotics. Scientific studies have investigated bioactive compounds such as steroidal sapogenins, in the perspective of new beneficial alternatives for the control of bacterial resistance. Therefore, the objective of this work was to verify the antibacterial activity as well as the modifying action of antibiotics associated with solasodine and its ability to inhibit the efflux pump mechanism in strains of Staphylococcus aureus. Tests were performed to verify the minimum inhibitory concentration (MIC). In addition, the action-modifying potential of antibiotics and the inhibitory capacity of the efflux pump NorA and MepA through synergistic effects on the antibiotic and ethidium bromide were evaluated. Solasodine showed significant results for the standard bacteria with an MIC of 512 μg/mL, and when associated with the antibiotics gentamicin and nofloxacin for the multidrug-resistant bacteria S. aureus 10, Escherichia coli 06, and Pseudomonas aeruginosa 24, it showed a 50% reduction in MIC. The association of solasodine with the antibiotic ciprofloxacin against S. aureus K2068 (MepA) showed synergism, with a reduction in the MIC of the antibiotic from 64 μg/mL to 40 μg/mL, and also a reduction in the MIC when the antibiotic was used in conjunction with the efflux pump inhibitors. Solasodine may be acting on the mechanism of action of the antibiotic, as it has shown a potentiating effect when associated with antibiotics, inducing a reduction in the MIC against Gram-positive and Gram-negative bacteria. Therefore, this study demonstrated significant results for the potentiating action of solasodine when associated with antibiotics of clinical importance.
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- 2022
- Full Text
- View/download PDF
11. In vitro evaluation of the susceptibility of bacterial biofilms to hecogenin acetate.
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Araújo, Nara Juliana Santos, Costa, Maria do Socorro, da Silva, Ana Raquel Pereira, Paulo, Cícera Laura Roque, Silva, Camila Aparecida Pereira, Felix, Franceildo Jorge, Oliveira-Tintino, Cicera Datiane de Morais, Filho, José Maria Barbosa, de Freitas, Thiago Sampaio, Braga, Maria Flaviana Bezerra Morais, Coutinho, Henrique Douglas Melo, and Andrade-Pinheiro, Jacqueline Cosmo
- Abstract
• Hecogenin Acetate has a MIC > 1024 μg/mL against planktonic cells. • E. faecalis and S. aureus were those that showed the best biofilm formation. • Hecogenin Acetate demonstrated anti-formation activity against most of the strains studied. • The sapogenin showed relevant activity against almost all strains evaluated. Biofilms are a bacterial resistance strategy through which microorganisms organize themselves in the form of a colony fixed to a surface that is protected by a polymer matrix. Infectious diseases that result in biofilm formation have been considered a relevant public health problem due to the potential to increase patient morbidity and mortality, in addition to increasing the burden on health services. Such pathologies are treated with the use of antimicrobial drugs, the indiscriminate use of which has contributed to the process of bacterial resistance, demanding the need to invest in new alternatives to combat them. Based on this, the present work aimed to evaluate the anti-biofilm formation and eradication capacity of Hecogenin Acetate, a steroidal sapogenin of natural origin with important antibacterial properties. For this, we used strains of Streptococcus mutans INCQS 00,446 (ATCC 25,175), Enterococcus faecalis INCQS 00,018 (ATCC 14,506), Staphylococcus epidermidis INCQS 00,016 (ATCC 12,228), Staphylococcus aureus ATCC 25,923, Pseudomonas aeruginosa ATCC 9027 and Escherichia coli ATCC 259,223. The formation, formation inhibition and treatment assays were carried out in microdilution plates and revealed using the crystal violet method. Readings were carried out using absorbance at wavelengths of 492 nm. All tests were performed in triplicate and statistical analyzes were performed using Graphpad Prism v.5.0 software. It was observed that the bacterial strains used have a relevant capacity for biofilm formation, with the Gram positive ones identified in the present study as the best former. In the results of the analyzes with bacterial biofilm, it was identified that Hecogenin Acetate had a relevant antibiofilm capacity, and could therefore serve as a basis for further research into the development of new antimicrobial drugs. [ABSTRACT FROM AUTHOR]
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- 2024
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12. OPTIMIZATION OF THE ULTRASOUD-ASSISTED EXTRACTION OF SAPONINS FROM QUINOA (CHENOPODIUM QUINOA WILD) USING RESPONSE SURFACE METHODOLOGY.
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Espinoza, Clara Raquel, Ruiz, Carlos Alexander Jaime, Ramos, Omar Pablo Flores, Solano, Miguel Angel Quispe, Quiñonez, Greta Hinostroza, and Mallma, Nancy Elisa Saavedra
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RESPONSE surfaces (Statistics) , *QUINOA , *SAPONINS , *PERICARP , *INDUSTRIAL capacity , *BITTERNESS (Taste) - Abstract
Background. Quinoa grain has a bitter tasting layer in the pericarp called saponin, a triterpenoid glycoside with industrial potential. Traditionally, quinoa saponins are extracted with a large amount of water, which is why ultrasound technology constitutes an emerging technological alternative which is considered efficient and profitable compared to traditional extraction methods. The objective of this research was to determine the amplitude, time, and concentration of ethanol that guarantee a higher content of saponin through extraction assisted by ultrasound. Materials and methods. To find the optimal extraction conditions, the response surface methodology was used using the Box Behnken design with 5 central points, taking as a response the content of saponins (expressed in oleanolic acid as it is the most abundant sapogenin). Results. According to the results obtained, the R2 values were in agreement with the adjusted R2, showing that the data fit the model well. The results showed that ethanol concentration has a significant effect (p < 0.05) on the saponin content in the extract. Optimization showed that the optimal extraction conditions were 70% ethanol, 59% amplitude and an exposure time of 12 min. These values were obtained experimentally to compare theoretical values and found residual error percentages less than 3%. The emulsifying activity was evaluated, reporting a value of 52,495 units of emulsion activity per milliliter (UAE/mL), and the foaming stability indicated that 87.54% of the initial foam was maintained after 5 min, indicating high stability. Conclusion. The parameters of ethanol concentration, amplitude and time were optimized in the extraction of saponins, assisted by ultrasound. Furthermore, the extract obtained had good foaming and emulsifying characteristics, suggesting its suitability for use in industry. [ABSTRACT FROM AUTHOR]
- Published
- 2021
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13. Genetically modified rice produces ginsenoside aglycone (protopanaxadiol).
- Author
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Han, Jung Yeon, Baek, So-Hyeon, Jo, Hye Jeong, Yun, Do Won, and Choi, Yong Eui
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TRANSGENIC rice ,RICE breeding ,CROPS ,GINSENG ,PLANT genes ,RF values (Chromatography) - Abstract
Main conclusion: Protopanaxadiol is dammarane-type tetracyclic triterpene sapogenin found in ginseng and has a high medicinal values. We successfully constructed transgenic rice producing protopanaxadiol by introducing the ginseng PgDDS and CYP716A47 genes in this crop plant. Protopanaxadiol (PPD), an aglycone of ginsenosides, possesses pleiotropic anticarcinogenesis activities in many cancers. Here, we constructed transgenic rice overexpressing the Panax ginseng dammarenediol-II synthase gene (PgDDS) and protopanaxadiol synthase gene (CYP716A47) driven by a rice endosperm-specific α-globulin promoter. Among more than 50 independent lines, five transgenic lines were selected. The introduction of the genes in the T1 generation of the transgenic lines was confirmed by genomic PCR. The expression of the introduced genes in T
2 seeds was confirmed by qPCR. Methanol extracts of transgenic rice grains were analyzed by LC/MS to detect the production of PPD and dammarenediol-II (DD). The production of both PPD and DD was identified not only by comparing the retention times but also mass fraction patterns of authentic PPD and DD standards. The mean concentrations of PPD and DD in rice grains were 16.4 and 4.5 µg/g dry weight, respectively. The invention of genetically engineered rice grains producing PPD and DD can be applied to rice breeding to reinforce new medicinal values. [ABSTRACT FROM AUTHOR]- Published
- 2019
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14. Regulation of cytokinesis and necroptosis pathways by diosgenin inhibits the proliferation of NCI-H460 lung cancer cells.
- Author
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da Silva, Matheus Felipe, de Lima, Luan Vitor Alves, de Oliveira, Liana Martins, Semprebon, Simone Cristine, Silva, Nayane de Oliveira, de Aguiar, Amanda Passuello, and Mantovani, Mário Sérgio
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DIOSGENIN , *CANCER cells , *LUNG cancer , *CYTOKINESIS , *CELL culture , *CELL fusion - Abstract
Aim Overcoming resistance to apoptosis and antimitotic chemotherapy is crucial for effective treatment of lung cancer. Diosgenin (DG), a promising phytochemical, can regulate various molecular pathways implicated in tumor formation and progression. However, the precise biological activity of DG in lung cancer remains unclear. This study aimed to investigate the antiproliferative activity of DG in NCI-H460 lung carcinoma cells to explore the underlying antimitotic mechanisms and alternative cell death pathways. In a 2D culture system, we analyzed cell viability, multinucleated cell frequency, cell concentration, cell cycle changes, cell death induction, intracellular reactive oxygen species (ROS) production, and nuclear DNA damage, particularly in relation to target gene expression. We also evaluated the antiproliferative activity of DG in a 3D culture system of spheroids, assessing volume changes, cell death induction, and inhibition of proliferation recovery and clonogenic growth. DG reduced cell viability and concentration while increasing the frequency of cells with multiple nuclei, particularly binucleated cells resulting from daughter cell fusion. This effect was associated with genes involved in cytokinesis regulation (RAB35 , OCRL , BIRC5 , and AURKB). Additionally, DG-induced cell death was linked to necroptosis, as evidenced by increased intracellular ROS production and RIPK3 , MLKL , TRAF2 , and HSPA5 gene expression. In tumor spheroids, DG increased spheroid volume, induced cell death, and inhibited proliferation recovery and clonogenic growth. Our study provides new insights into the biological activities of DG in lung cancer cells, contributing to the development of novel oncological therapies. [Display omitted] • Diosgenin has antimitotic properties by inhibition of cytokinesis. • Diosgenin induces cell death by necroptosis. • Diosgenin has antiproliferative activity on multicellular spheroids. [ABSTRACT FROM AUTHOR]
- Published
- 2023
- Full Text
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15. Molecular docking and dynamic simulation approach to decipher steroidal sapogenins (genus Trillium) derived agonists for glucocorticoid receptor
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Krishan Gopal Thakur, Patil Shivprasad Suresh, and Upendra Sharma
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Glucocorticoid receptor ,Biochemistry ,Structural Biology ,Genus ,macromolecular substances ,General Medicine ,Sapogenin ,Biology ,biology.organism_classification ,Molecular Biology ,Trillium - Abstract
Steroidal sapogenins (SS) are structural analogues of steroidal drugs, which are frequently used for the treatment of several diseases including reproductive, malignancies, neurological, and inflam...
- Published
- 2021
16. Holothuria triterpene glycosides: a comprehensive guide for their structure elucidation and critical appraisal of reported compounds
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Emmy Tuenter, Nina Hermans, Kenn Foubert, Tess De Bruyne, Luc Pieters, Aulanni'am Aulanni'am, and Yunita Eka Puspitasari
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chemistry.chemical_classification ,biology ,Stereochemistry ,Pharmacology. Therapy ,Glycoside ,Glycosidic bond ,Plant Science ,Sapogenin ,Marine invertebrates ,biology.organism_classification ,Triterpene ,chemistry ,Phylum Echinodermata ,Genus ,Holothuria ,Biology ,Biotechnology - Abstract
Sea cucumbers or holothurians are marine invertebrates, belonging to the phylum Echinodermata (kingdom Animalia). In Asia, they are commonly used as food, while they are applied in traditional medicine as well. A wide range of secondary metabolites from these animals has been reported, but triterpene glycosides are the most predominant and most studied and are considered as valuable chemotaxonomic markers. With respect to this, the genus Holothuria is an important genus of sea cucumbers, given the high number and variety of triterpene glycosides previously reported. Holothuria triterpene glycosides are typically composed of a 3β-hydroxyholost-9(11)-ene aglycon and a glycosidic moiety comprised of one up to six sugar units, connected to position 3 of the sapogenin. In the past decade (2010–2020) as much as 63 saponins were identified for the first time in the Holothuria genus, of which 36 had not been reported before. Identification was mainly carried out by LC–MS (liquid chromatography—mass spectrometry) analysis, while also NMR (nuclear magnetic resonance) spectroscopy is often applied for structure elucidation. However, while carrying out a literature search on these compounds, various inconsistencies were observed. Therefore, this review intends to provide an overview of typical signals that can occur in NMR and MS data, accompanied with an extensive explanation of their interpretation, in order to facilitate any future research on identification/structure elucidation of Holothuria saponins. Moreover, the data published in the past decade were critically reviewed and various questionable results are discussed.
- Published
- 2021
17. Qualitative and quantitative estimation of Diosgenin in coded ayurvedic formulation and its ingredient Trigonella foenum-graecum Linn. seeds used in diabetics
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N Srikanth, R. Ilavarasan, Arjun Singh, Ajay Kumar Meena, Vandana Bharthi, and K. N. Swathi
- Subjects
Trigonella ,biology ,Traditional medicine ,Sapogenin ,Diosgenin ,RM1-950 ,biology.organism_classification ,RS1-441 ,Ingredient ,Digestive problems ,chemistry.chemical_compound ,Pharmacy and materia medica ,chemistry ,Antidiabetic ,Medicine public health ,Coded formulation ,Swollen Glands ,Therapeutics. Pharmacology ,Trigonella foenum-graecum ,Family Fabaceae ,Ayurveda - Abstract
BackgroundTrigonella foenum-graecum(Methi) is a leguminous plant and botanically known asTrigonella foenum-graecumLinn, belong to the family Fabaceae.Trigonella foenum-graecumis used for a variety of health conditions, including digestive problems, bronchitis, tuberculosis, fevers, sore throats, wounds, arthritis, abscesses, swollen glands, skin irritations, diabetes, loss of appetite, ulcers, and menopausal symptoms, as well as in the treatment of cancer.Trigonella foenum-graecumseeds mainly contain Diosgenin [(3β,25R)-spirost-5-en3-ol], a plant-derived steroid sapogenin.ResultsThe identification and quantification results by HPTLC and HPLC studies ofTrigonella foenum-graecumseeds hydrolysedTrigonella foenum-graecumseeds, coded formulation, hydrolysed coded formulation extract with standard Diosgenin biomarker showed a significant highest peak in hydrolysedTrigonella foenum-graecumseeds and hydrolysed coded formulation. The standard Diosgenin is observed in the hydrolysed form of hydrolysedTrigonella foenum-graecumseeds and hydrolysed coded formulation. The literature onTrigonella foenum-graecumconfirms its activity as antidiabetic, and the peak of standard biomarker Diosgenin is seen after derivatization with anisaldehyde sulphuric agent, which possesses medicinal phytoconstituents value. Further related to future scientific aspects, more studies on its potent antidiabetic activity and multipurpose action need to be carried out with medicinal composition and its effects on the human body.ConclusionThis study aims to establish the qualitative and quantitative estimation of standard Diosgenin in reliable with coded ayurvedic formulation andTrigonella foenum-graecumseeds and its activity as antidiabetic by HPTLC and HPLC.
- Published
- 2021
18. Three new steroidal sapogenins derived from the roots of Cynanchum otophyllum and their cytotoxic activities
- Author
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He-Hui Zhan, Tang-Ji Chen, Li Liu, Yi-Chang Ren, Xue-Mei Yang, Xiao-San Li, Rong-Rong Luo, Rui Xing, Jin-Shan Tang, and Meng Zhang
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biology ,Stereochemistry ,Plant Science ,Sapogenin ,Cynanchum ,biology.organism_classification ,Biochemistry ,Hydrolysate ,HeLa ,chemistry.chemical_compound ,chemistry ,Cell culture ,Cardenolide ,Cytotoxic T cell ,Agronomy and Crop Science ,Two-dimensional nuclear magnetic resonance spectroscopy ,Biotechnology - Abstract
Three new steroidal sapogenins, 3β,8β,14β-trihydroxycarda-5,20(22)-dienolide (1), (20R)-12β,20-epoxy-3β,8β,14β-trihydroxy-17α-pregn-5-en-17-yl 4-hydroxy-3-methoxybenzoate (2), and 3,20-dioxo-8β,14β,17β-trihydroxy-17α-pregn-5-en-12β-yl 4-hydroxybenzoate (3), along with four known C21-steroidal sapogenins (4-7) were isolated from the hydrolysate of Cynanchum otophyllum roots. Among them, compound 1 harbouring a rare β-OH at the C-8 position in the cardenolide skeleton, was identified for the first time in the genus Cynanchum. Their structures were elucidated via extensive spectroscopic analysis, including UV, IR, HR-ESI-MS, 1D and 2D NMR. Compounds 1-7 were evaluated for their cytotoxic activities against four cancer cell lines (MCF-7, H1299, HeLa, and HepG2). Compound 1 exhibited significant inhibitory effects on the growth of the four cell lines, exhibiting IC50 values ranging from 6.86 to 22.09 μM.
- Published
- 2021
19. Establishing Sapogenin-Bearing Dioscoreas from Seed
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Herminio Delpín and Franklin W. Martin
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Bearing (mechanical) ,Traditional medicine ,law ,Chemistry ,Animal Science and Zoology ,Sapogenin ,Agronomy and Crop Science ,law.invention - Abstract
The influence of three factors in the survival of seedlings of two sapogeninbearing Dioscorea species were tested: Season of the year to establish the seedbed, age of the plant at transplanting, and the orientation of the tuber in the soil (with orientation and stem, or without orientation and no stem). No strong or consistent differences between treatments could be demonstrated. This indicates that the farmer can develop his plantings under a flexible system, if dry-season irrigation is practiced. The planting can be adapted for mechanization by seeding tubers directly into the soil without stem and with random orientation.
- Published
- 2021
20. In silico identification of new potentially active brassinosteroid analogues.
- Author
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Moreno-Castillo, Elena, Ramírez-Echemendía, Daniel P., Hernández-Campoalegre, Giselle, Mesa-Tejeda, Dayana, Coll-Manchado, Francisco, and Coll-García, Yamilet
- Subjects
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BRASSINOSTEROIDS , *BIOACTIVE compounds , *PLANT development , *PLANT hormones , *RECEPTOR-like kinases - Abstract
Brassinosteroids (BRs) are hormones found in a wide range of plant species, they are synthesized at low concentrations and are essential for normal growth and development. These phytohormones are recognized by the Leucine-rich-repeat ectodomain of the receptor-like-kinase BRI1 which leads to subsequent downstream signaling mediating plant growth/development. In spite of the advantages that BRs offer, their extraction from natural sources is highly expensive, which constitutes one of its major limitations. Thus, the design and synthesis of structural and/or functional analogues of BRs with higher activity and lower cost has a great practical significance in world agriculture. In this matter, in silico methods, such as molecular docking, are valuable tools for the prediction and design of new compounds with improved activity. In this work we performed molecular docking simulations of 20 synthetic steroids in order to identify active compounds. Contact based analysis, level of exposure of polar groups to the solvent and binding affinity were the parameters used to consider if a synthetic steroid was active. Our results suggested that 17 out of a total of 20 of the analyzed steroids can potentially activate BRI1 receptor. [ABSTRACT FROM AUTHOR]
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- 2018
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21. Enhanced production of diosgenin through elicitation in micro-tubers of Chlorophytum borivilianum Sant et Fernand.
- Author
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Chauhan, Ravishankar, Keshavkant, S., and Quraishi, Afaque
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DIOSGENIN , *CHLOROPHYTUM , *METABOLITES , *JASMONIC acid , *ELICITORS (Botany) - Abstract
Diosgenin, one of the steroidal sapogenin, is a chief bioactive compound, commercially known for its pharmaceutical application to treat sexual dysfunction. The biosynthesis of plant secondary metabolites in vitro cultures is usually manipulated by different elicitors that lead to higher production than non-elicited cultures. In the present investigation, in vitro tubers of Chlorophytum borivilianum were produced on semisolid and stationary liquid Murashige and Skoog (MS) medium supplemented with various concentrations of sucrose. To elicit diosgenin contents, these micro-tubers were exposed in vitro to different concentrations of jasmonic acid (JA) and salicylic acid (SA) for 1-month. An optimum number of micro-tuber was obtained on MS semisolid medium containing 60 g/L of sucrose. However, the stationary liquid medium consisting of same sucrose level was found more suitable for increased production of micro-tubers than semisolid medium. Exposure to the lower doses of JA and SA individually induced the improved production of diosgenin in the micro-tubers of C. borivilianum . A 2.1-fold higher production of diosgenin was obtained after the 1-month exposure of micro-tubers to 25 μM of JA; while after the 25 μM of SA elicitation, 1.5-fold higher diosgenin in micro-tubers was obtained in comparison to diosgenin present in tubers of the mother plant. The results suggest that JA and SA have the considerable ability to stimulate the production of valuable diosgenin in the micro-tubers of C. borivilianum . [ABSTRACT FROM AUTHOR]
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- 2018
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22. In vitro ovicidal and larvicidal activities of some saponins and flavonoids against parasitic nematodes of goats.
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Santos, Acidália Carine Vieira, Santos, Francianne Oliveira, Lima, Hélimar Gonçalves, Silva, Gisele Dias Da, Batatinha, Maria José Moreira, Uzêda, Rosangela Soares, Dias, Êuder Reis, Branco, Alexsandro, Cardoso, Klauber Viana, David, Jorge Mauricio, Botura, Mariana Borges, and Costa, Silvia Lima
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FLAVONOIDS , *SAPONINS , *NEMATODES , *ANTHELMINTICS , *GOAT infections , *CYTOTOXINS , *SAPOGENINS - Abstract
This study assessed the anthelmintic activity of plant-derived compounds against gastrointestinal nematodes of goats using the egg hatch and larval motility assays. The compounds tested were saponins (digitonin and aescin) and their respective sapogenins (aglycones), hecogenin acetate and flavonoids (catechin, hesperidin, isocordoin and a mixture of isocordoin and cordoin). Additionally, cytotoxicity of active substances was analysed on Vero cell through 3-4,5-dimethylthiazol-2-yl,2,5diphenyltetrazolium bromide (MTT) and propidium iodide (PI) tests. Significant reduction on the egg hatching (P < 0.05) was seen only in the treatments with aescin (99%/EC50 = 0.67 mg mL−1) and digitonin (45%). The compounds that reduced the larval motility (P < 0.05) were digitonin (EC50 = 0.03 mg mL−1 and EC90 = 0.49 mg mL−1) and the hecogenin acetate (75%). The other sapogenins showed low anthelmintic activity. All the flavonoids showed low ovicidal (4–12%) and larvicidal (10–19%) effects. The aescin and digitonin showed low toxicity in PI test (viable cells >90%). Nevertheless, higher cytotoxicity was observed in the MTT assay, with IC50 of 0.20 mg mL−1 (aescin) and 0.0074 mg mL−1 (digitonin). Aescin and digitonin have a pronounced in vitro anthelmintic effect and the glycone portion of these saponins plays an important role in this activity. [ABSTRACT FROM AUTHOR]
- Published
- 2018
- Full Text
- View/download PDF
23. Mass spectrometry analysis of saponins
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Marie Demeyer, Philippe Savarino, Pascal Gerbaux, Emmanuel Colson, and Corentin Decroo
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chemistry.chemical_classification ,Electrospray ,Glycan ,Natural product ,Chromatography ,biology ,Selected reaction monitoring ,Saponin ,Sapogenin ,Condensed Matter Physics ,Mass spectrometry ,General Biochemistry, Genetics and Molecular Biology ,Analytical Chemistry ,carbohydrates (lipids) ,chemistry.chemical_compound ,Aglycone ,chemistry ,biology.protein ,Spectroscopy - Abstract
Saponins are amphiphilic molecules of pharmaceutical interest and most of their biological activities (i.e., cytotoxic, hemolytic, fungicide, etc.) are associated to their membranolytic properties. These molecules are secondary metabolites present in numerous plants and in some marine animals, such as sea cucumbers and starfishes. Structurally, all saponins correspond to the combination of a hydrophilic glycan, consisting of sugar chain(s), linked to a hydrophobic triterpenoidic or steroidic aglycone, named the sapogenin. Saponins present a high structural diversity and their structural characterization remains extremely challenging. Ideally, saponin structures are best established using nuclear magnetic resonance experiments conducted on isolated molecules. However, the extreme structural diversity of saponins makes them challenging from a structural analysis point of view since, most of the time, saponin extracts consist in a huge number of congeners presenting only subtle structural differences. In the present review, we wish to offer an overview of the literature related to the development of mass spectrometry for the study of saponins. This review will demonstrate that most of the past and current mass spectrometry methods, including electron, electrospray and matrix-assisted laser desorption/ionization ionizations, gas/liquid chromatography coupled to (tandem) mass spectrometry, collision-induced dissociation including MS3 experiments, multiple reaction monitoring based quantification, ion mobility experiments, and so forth, have been used for saponin investigations with great success on enriched extracts but also directly on tissues using imaging methods.
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- 2021
24. GC-FID phytochemical analysis of selected antidiabetic herbal preparations sold in Onitsha metropolis, Anambra state, Nigeria
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Onyegbule Fa, Umeyor Ce, and Stephen Udoka Ojukwu
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chemistry.chemical_classification ,Naringenin ,chemistry.chemical_compound ,Rutin ,chemistry ,Phytochemical ,Traditional medicine ,Flavonoid ,Catechin ,Sapogenin ,Kaempferol ,Naringin - Abstract
Diabetes has become one of the world's most serious public health problems. The importance of plant extracts in diabetes management is widely acknowledged. This study was designed to determine the phytochemical compositions of the selected herbal preparations, which is used for treatment of Diabetes in Nigeria. Standard method was employed and gas chromatography-flame ionization detector (GC-FID) instrument used for the analysis and quantification of phytochemicals present in the samples. The analyses revealed the presence of 23 bioactive compounds and they include; Proanthocyanin, Phytate, Quinine, Naringin, Epihedrine, Anthocyanin, Lunamarin, Phenol, Spartein, Naringenin, Ribalinidine, Catechin, Resveratol, Flavonoid, Steriods, Kaempferol, Flavone, Sapogenin, Oxalate, Rutin, Epicatechin, Tannin and Flava 3 ol in different concentrations. However, tannin and flava 3 ol are absent in all except Blessed father which have oxalate, ribalinidine and phenol absent. Steroids and spartein are absent in colon cleanser, while epicatechin, rutin, oxalate, sapogenin, kaempferol and resveratrol are all absent in Ashietu Adams. Evaking herbal also does not contain epicathechin. The herbal preparations contained pharmacologically active compounds which support its traditional use for the treatment of Diabetes.
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- 2021
25. Variability, association and path analysis of centellosides and agro-morphological characteristics in Iranian Centella asiatica (L.) Urban ecotypes
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Ali Sonboli, Samad Nejad Ebrahimi, Mohammad Hossein Mirjalili, and Shahin Nouri Nav
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0106 biological sciences ,Apiaceae ,Centella ,biology ,Ecotype ,Chemotype ,Plant Science ,Sapogenin ,biology.organism_classification ,01 natural sciences ,Petiole (botany) ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Horticulture ,Cultivar ,Plant breeding ,010606 plant biology & botany - Abstract
Centella asiatica (L.) Urban (Apiaceae) is a commercial medicinal plant, which is rich in pentacyclic triterpenes (PTs) named centellosides including asiaticoside and madecassoside as triterpene saponins in addition to their corresponding sapogenins (asiatic acid and madecassic acid). These are well-known bioactive compounds in C. asiatica due to their extensive applications in medicinal and cosmetic industries. In the present study, variability and association of agro-morphological and phytochemical traits in the three Iranian C. asiatica ecotypes were studied to select the best ecotype for further domestication, breeding, and commercial exploitation programs. Among the studied samples, Aziz-Kian showed the highest content of the total PTs, asiaticoside, and madecassoside. The highest leaf length, leaf width, and content of PTs especially asiatic acid were determined in Abkenar ecotype. The highest correlation (0.99) was obtained between asiaticoside and madecassoside. Internode length, leaf length, petiole diameter, petiole length, root diameter, and root length were significantly correlated with total PTs. Cluster analysis based on phytochemical and phenotypical data allocated ecotypes into three different groups. Principle component analysis revealed that leaf length, leaf width, petiole diameter, petiole length, root per node, and asiatic acid had the highest contribution in classification. The studied samples were divided into two distinct chemotypes including I (asiaticoside and madecassoside) and II (asiatic acid and madecassic acid). Based on path analysis, internode length, root diameter, and leaf length can be highly recommended for the plant breeding purposes. These findings can be considered in further breeding programs to release high-yielding cultivar of C. asiatica rich in centellosides.
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- 2021
26. A review on the pharmaceutical activity of Solanum surattense
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Pradeep Kumar
- Subjects
Solanum surattense ,Phytochemicals ,Pharmaceutics ,Traditional medicinal ,chemistry.chemical_compound ,Solamargine ,Stigmasterol ,chemistry ,Traditional medicine ,Polyphenol ,Solasonine ,food and beverages ,Sapogenin ,Ascorbic acid ,Medicinal plants ,Daucosterol - Abstract
The traditional medicinal plants are believed to be an impotent source of phytochemicals with potential therapeutic effects, and caring for different diseases. The plantSolanum surattensehas active phytochemicals like saponins, alkaloid, phenols, solamargine, solasurine, solasonine, gum, ascorbic acid, sterols, torvoside K, torvoside L, khasianine, glycosides, flavonoids, aculeatiside A, solamargine, glycoalkaloid, steroidal compound, steroidal alkaloids, polyphenol (caffeic acid), coumarins (esculentin and aesculin), steroids (carpesterol, campesterol, daucosterol, stigmasterol, cycloortanol, and cholesterol), triterpinins, and sapogenin. This medicinal plant is widespread in pharmaceutics and still presents a large source of active phytochemicals with different activity such as antimicrobial, anti-larvicidal, anthelmintic, antimalarial, antioxidant, antidiabetic, anti-asthmatic, and anti-cancerous. This review of the literature revealed new researches on the phytochemicals ofS. surattensethat how the active phytochemicals are performed different activities on the molecular level in vital aspects.
- Published
- 2021
27. Surface-active Properties of Extracted Saponin from the Leaves of Nephelium Lappaceum
- Author
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Nuruljannah Janurin, Yasmin Amirah Che Yahaya, and Aini Norhidayah Mohamed
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chemistry.chemical_classification ,Rambutan ,Chromatography ,chemistry ,Pulmonary surfactant ,Extraction (chemistry) ,Saponin ,Maceration (wine) ,Glycoside ,Fraction (chemistry) ,Sapogenin - Abstract
Synthetic surfactants are widely used in a wide array of cleaning products due to their ability in lowering the surface tension of water. These surfactants also come with bad effects on people's health and the environment. Plant-based surfactant, or saponin, is expected to produce the same desired effect of chemical surfactant, minus the negative effect. The purpose of the current research was to discover the surface-active properties of saponin extracted from Nephelium Lappaceum or rambutan leaves, relative to commercial surfactant, Tween 80, and SDS. Rambutan’s leaves were extracted by maceration technique and liquid-liquid extraction to remove proteins and lipids of the plant. The presence of saponin in crude rambutan leaves was verified by foam test, which showed positive results. The crude rambutan leaves extracts were further analyzed by FTIR, GC-MS, and LC-QTOF-MS. The surface-active test consisted of a wetting test and cleaning test. The results from the IR spectrum show the presence of functional groups of saponin; OH, C=O, C-H, C=C, then, C-O which indicates the glycosides linkages to sapogenins. The wetting time for leave extracts, SDS, and Tween 80 were 32.33s, 7.33s, and 17.62s respectively. The cleaning test of saponin fraction, SDS, and Tween 80 showed the percentage of 20.98, 80.40, and 37.3 respectively. Generally, Rambutan leaves extract showed promising, but lower surface activities compared to commercial surfactants. Considering that the saponin fraction was not yet in the purest or isolated form of a single compound, it can be said the potential can be further enhanced by further isolating a pure surface-active compound from the saponin fraction.
- Published
- 2021
28. Two new steroidal sapogenins from Rohdea chinensis (synonym Tupistra chinensis) rhizomes and their antifungal activity
- Author
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Haibo Zhang, Gao Hong, Wang Dan, Yao Shufeng, Zhao-Sheng Cai, and Shang Shibin
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Pharmacology ,Penicillium digitatum ,biology ,Traditional medicine ,Carbendazim ,Organic Chemistry ,Pharmaceutical Science ,General Medicine ,Sapogenin ,biology.organism_classification ,Analytical Chemistry ,Rhizome ,Stolonifera ,chemistry.chemical_compound ,Complementary and alternative medicine ,chemistry ,Rhizopus ,Drug Discovery ,Sodium benzoate ,Molecular Medicine ,Potency - Abstract
Two novel acylated steroidal sapogenins, 3β-acetoxy-1α, 2α, 4β, 5α, 7α-pentahydroxy-spirost-25(27)-en-6-one (1) and (25S)-3α-acetoxy-1α, 2β, 4α, 5α, 7α-pentahydroxyspirostan-6-one (2), together with two known steroidal sapogenins (3 and 4), were isolated from Rohdea chinensis rhizomes. Their structures were elucidated by nuclear magnetic resonance (NMR) and mass spectrometry (MS) data. In addition, the antifungal activities of the isolated compounds against Penicillium digitatum and Rhizopus stolonifera were evaluated. Compound 2 significantly inhibited R. stolonifera growth, which was comparable to the positive control (sodium benzoate and carbendazim). Compound 4 showed the highest potency to inhibit P. digitatum growth compared to other compounds.
- Published
- 2021
29. Synthesis of Solanum Alkaloid Demissidine Stereoisomers and Analogues
- Author
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Agnieszka Wojtkielewicz, Juan A. Rivas-Loaiza, Aneta Baj, Jacek W. Morzycki, Yliana López, and Stanisław Witkowski
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Demissidine ,biology ,Chemistry ,Stereochemistry ,Alkaloid ,Organic Chemistry ,food and beverages ,Indolizidine ,macromolecular substances ,Sapogenin ,biology.organism_classification ,chemistry.chemical_compound ,heterocyclic compounds ,Solanum - Abstract
Demissidine is an indolizidine alkaloid isolated from several potato species. A simple synthesis of demissidine stereoisomers and analogues from a common steroidal sapogenin tigogenin is presented ...
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- 2021
30. Comparative study of saponin for surfactant properties and potential application in personal care products
- Author
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Pawan D. Meshram, Shailesh Shingade, and Chandu S. Madankar
- Subjects
010302 applied physics ,chemistry.chemical_classification ,Chromatography ,integumentary system ,Chemistry ,Sodium ,Saponin ,chemistry.chemical_element ,02 engineering and technology ,Sapogenin ,021001 nanoscience & nanotechnology ,01 natural sciences ,chemistry.chemical_compound ,Aglycone ,Pulmonary surfactant ,Critical micelle concentration ,0103 physical sciences ,Side chain ,0210 nano-technology ,Sugar - Abstract
Surfactants are typically organic compounds containing hydrophobic and hydrophilic groups bearing polar and non-polar classes. Saponin is one of the surfactant classes present in the plant species with steroidal aglycone or triterpenoid and one or more chains of sugar characterized by its structure. Now days, consumers are becoming more aware of natural products associated with their physicochemical properties. Saponin's potential use as surfactant is caused by the combination of a non-polar sapogenin side chain and a water-soluble one, which is close to the structure of most lipophilic and hydrophilic molecular sections of synthetic surfactants. The foaming power of the 0.6% crude saponins solution, 0.6% SLS solution and 0.6% Tween 80 solution were found to be 80%, 93.87% and 97.56% respectively. It showed that 0.6% crude saponins possessed moderate foaming ability. The surface active properties of saponin were also compared with the synthetic surfactants such as sodium lauryl sulfate (SLS) and Tween 80. Surface tension of 0.6% solution of saponin, SLS and Tween 80 was determined as 37.39 mN/m, 26.15 mN/m and 37.18 mN /m respectively. Critical micelle concentration (CMC) values of saponin and Tween 80 was comparable.
- Published
- 2021
31. Gastroprotective effects of diosgenin against HCl/ethanol-induced gastric mucosal injury through suppression of NF-κβ and myeloperoxidase activities
- Author
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Hengfang Zhao, Xiaoyuan Qu, Xiaoyan Zhang, and Bojing Zhang
- Subjects
0301 basic medicine ,antioxidant ,Antioxidant ,QH301-705.5 ,medicine.drug_class ,medicine.medical_treatment ,Sapogenin ,Pharmacology ,medicine.disease_cause ,General Biochemistry, Genetics and Molecular Biology ,Anti-inflammatory ,Nitric oxide ,Lipid peroxidation ,03 medical and health sciences ,chemistry.chemical_compound ,0302 clinical medicine ,nitric oxide ,medicine ,Biology (General) ,anti-inflammatory ,General Immunology and Microbiology ,biology ,General Neuroscience ,Diosgenin ,myeloperoxidase ,030104 developmental biology ,chemistry ,030220 oncology & carcinogenesis ,Myeloperoxidase ,biology.protein ,General Agricultural and Biological Sciences ,Oxidative stress ,Research Article ,gastric injury - Abstract
Gastric mucosal injury is caused by an imbalance between the mucosal defense and gastro-irritants, leading to gastroenteritis. Diosgenin is a steroidal sapogenin found in the wild Yam plant that has been reported with several pharmacological properties. The aim of this study is to explore the gastroprotective role of diosgenin on gastric mucosal damage caused by HCl/ethanol in rats. Male Sprague-Dawley rats were intragastrically administered with diosgenin (20 mg/kg) before HCl/ethanol (0.15 M HCl in 98 % ethanol) administration. Omeprazole was used as a positive control. Diosgenin-attenuated oxidative stress by enhancing (p < 0.05) antioxidant enzymes, reducing lipid peroxidation (MDA), and modulating nitric oxide (NO) levels. Anti-inflammatory effects of diosgenin were observed by a reduction in pro-inflammatory cytokines (p < 0.05), decreased myeloperoxidase (MPO) activities (p < 0.05), and histopathological observation of gastric mucosal damage. Western blot analysis provided evidence on the downregulation of NF-κβ by diosgenin. The findings showed that diosgenin has a significant protective role on gastric injury caused by HCl/ethanol, through its antioxidant, anti-inflammatory role, and suppression of NF-κβ and MPO activities.
- Published
- 2021
32. Phytochemical, purification and spectral analysis of compounds from root tuber extract of Aparagus racemosus (Willd)
- Author
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S. Sivakala and S. Suja
- Subjects
010302 applied physics ,Traditional medicine ,biology ,Habitual Abortions ,02 engineering and technology ,Diosgenin ,Sapogenin ,021001 nanoscience & nanotechnology ,During menstruation ,biology.organism_classification ,01 natural sciences ,Semisynthesis ,chemistry.chemical_compound ,chemistry ,Phytochemical ,0103 physical sciences ,Asparagus racemosus ,Spectral analysis ,0210 nano-technology - Abstract
Asparagus racemosus the queen of herbs is an important medicinal plant regarded as a ayurvedic rasayana, a plant drug which prevent ageing, increase longevity, impart immunity, improve mental function, vigour and add vitality to the body. It recommended for female health in habitual abortions, weakness of the uterus, excessive bleeding during menstruation etc. Based on the fragmentary information an investigation of the crude methanolic extract of the roots for the presence of bioactive components was done adopting Harborne method. The phytochemical screening revealed the presence of chemical constituents such as alkaloids, flavonoids, steroidal saponins and carbohydrates. The TLC profiling of the methanolic extract showed four active spots for flavonoids, saponins and other secondary metabolites. The spectral analysis using Gas Chromatography-Mass Spectrometry identified about 13 major and 5 minor active constituents. Identification of steroidal sapogenin from the GC/MS spectra was the highlight of this present study. Diosgenin, the steroidal sapogenin is the precursor for the semisynthesis of progesterone.
- Published
- 2021
33. In-vitro Cytotoxic Activity of Oleanolic & Cincholic acids isolated from Lotus glaber-mill herb (Family, Fabaceae)
- Author
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Ahmed Bilal Mehany, Hala Sh Mohammed, Mona A. Mohamed, and Aya Ragab Mohamed
- Subjects
chemistry.chemical_classification ,Cell cycle checkpoint ,Traditional medicine ,Chemistry ,Sapogenin ,In vitro ,chemistry.chemical_compound ,Triterpene ,Cell culture ,Apoptosis ,General Earth and Planetary Sciences ,IC50 ,Oleanolic acid ,General Environmental Science - Abstract
In the current study, antiproliferative effects of 3 s- hydroxyl- Olean - 12 - en - 28 - oic acid (Oleanolic acid ; OA) & 3-s-hydroxyolean - 12-en–27, 28 dioic acid (Cincholic acid; CA); triterpene sapogenins isolated from the ethyl-acetate fraction of Lotus glaber-mill herb were evaluated against three human cancer cell lines, the liver cancer cell line( HepG-2), the colon cancer cell line (HCT-116), & the breast cancer cell line (MCF-7). The structures of isolated phytoconstituents were identified by careful analysis of 1D NMR spectra and negative ESI-MS data. Oleanolic acid & Cincholic acid displayed cytotoxic activities against the tested cell lines. Oleanolic acid has lower IC50 than Cincholic acid for both MCF-7 & HCT-116 at 27.99 & 18.66µg/ml respectively.While Cincholic acid has a lower IC50 in HEPG-2 than Oleanolic acid at 22.81µg/ml. Further investigations have shown that Oleanolic acid & Cincholic acid- induce apoptosis and cause cell cycle arrest at the G2/M phase.
- Published
- 2021
34. Standardization of P. ginseng and P. quinquefolius Root Extracts by HPLC-MS
- Author
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Andrey Stavrianidi, Elena Stekolshchikova, Oleg A. Shpigun, Igor Rodin, and E. S. Fedorova
- Subjects
010302 applied physics ,Detection limit ,chemistry.chemical_classification ,Chromatography ,General Chemical Engineering ,Metals and Alloys ,Glycoside ,02 engineering and technology ,Sapogenin ,021001 nanoscience & nanotechnology ,Mass spectrometry ,01 natural sciences ,High-performance liquid chromatography ,Inorganic Chemistry ,chemistry.chemical_compound ,Ginseng ,chemistry ,Triterpene ,Ginsenoside ,0103 physical sciences ,Materials Chemistry ,0210 nano-technology - Abstract
We develop a method on the basis of high-performance liquid phase chromatography–mass spectrometry (HPLC-MS) for determination of triterpene glycosides in ginseng extracts. In contrast to procedures based on HPLC with ultraviolet detection (HPLC-UV), commonly used for extract standardization, superior selectivity afforded by the developed method enables identification and quantitation of 23 major and minor ginsenosides. For this, in addition to using MS for highly selective detection of adduct ions composed of ginsenoside molecules and sodium and fragment sapogenin ions, we identify the conditions for chromatographic separation on a sorbent with grafted pentafluorophenyl groups. The effects that the temperature and mobile phase composition have on the selectivity of glycoside determination receive special attention here. For some pairs of compounds (F4/Rg6 and Rk3/Rh4), complete separation of chromatographic peaks is not achieved; nevertheless, even if present simultaneously, they can be determined owing to their different m/z ratios. The linearity ranges, equations for calibration curves, and analytical parameters (i.e., the limit of detection and reproducibility) are established for all analytes. The developed method is tested for standardization of reference extracts of Asian (P. ginseng) and American (P. quinquefolius) ginseng roots. For some ginsenosides, the content claimed by the manufacturer is at variance with the actual values, while for others the determined concentrations proved to be close to the claimed values. Additionally, we succeed in expanding the range of determinable ginsenosides, which is important for medical application of such extracts.
- Published
- 2020
35. Spray drying of sisal liquids extracts (Furcraea spp.): Overall performance of the drying process.
- Author
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Rojas Salas, Myriam C., Ciro Velásquez, Héctor J., and Gil Gonzalez, Jesús H.
- Subjects
- *
SISAL (Fiber) , *EXTRACTS , *SPRAY drying , *LIQUID waste , *QUALITY control , *ATOMIZERS - Abstract
Hecogenin is a product with high potential in the pharmaceutical industry, which may be extracted from the liquid waste of sisal ( Furcraea spp.). A powder product from the liquid extract was obtained using spray drying, and the process was optimized according to the operating conditions of the dryer and quality properties of the final product. The results indicate that the best conditions are achieved at the inlet and outlet air-drying temperatures of 160 °C and 82.6 °C, respectively, and an atomizer disc speed of 26,800 rpm. For these conditions, we obtained a powder yield of 62.2%, stickiness of 14%, a moisture content of 3.98% w.b, a solubility of 98.86%, a water activity of 0.26 and a hecogenin content 2924 mg/kg. Additionally, the effect of the moisture content on the glass transition temperature (T g ) of the powder was evaluated. [ABSTRACT FROM AUTHOR]
- Published
- 2017
- Full Text
- View/download PDF
36. Ultra-high-performance liquid chromatography – high-resolution mass spectrometry profiling and hepatoprotective activity of purified saponin and flavonoid fractions from the aerial parts of wild spinach (Chenopodium bonus-henricus L.)
- Author
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Magdalena Kondeva-Burdina, Paraskev Nedialkov, and Zlatina Kokanova-Nedialkova
- Subjects
chemistry.chemical_classification ,Antioxidant ,Chromatography ,biology ,medicine.medical_treatment ,Flavonoid ,Saponin ,Glycoside ,Sapogenin ,biology.organism_classification ,General Biochemistry, Genetics and Molecular Biology ,chemistry.chemical_compound ,chemistry ,Patuletin ,medicine ,Spinach ,Isorhamnetin - Abstract
An ultra-high-performance liquid chromatography – high-resolution mass spectrometry profiling method was used for a comprehensive study of flavonoid and saponin-rich fractions from the aerial parts of wild spinach (Chenopodium bonus-henricus L.). Thirty-six compounds, respectively, 22 saponins of eight sapogenins (phytolaccagenin, bayogenin, medicagenic acid, 2β-hydroxygypsogenin, 2β-hydroxyoleanoic acid, 2-hydroxy-30-nor-gypsogenin, 2-hydroxyakebonic acid, and akebonic acid) together with 12 flavonoid glycosides of 6-methoxykaempferol, isorhamnetin, patuletin, spinacetin as well as two ecdysteroids (20-hydroxyecdysone and polypodine B) were detected. The occurrence of sapogenins 2-hydroxy-30-nor-gypsogenin, 2-hydroxyakebonic acid, and akebonic acid in the Chenopodium genus is reported here for the first time. The flavonoid and saponin-rich fractions showed in vitro hepatoprotective and antioxidant activity comparable to those of flavonoid complex silymarin (60 μg/mL) in a model of metabolic bioactivation, induced by CCl4. All tested fractions, compared to silymarin, significantly reduced the cellular damage caused by CCl4 in rat hepatocytes, preserved cell viability and GSH level, decreased LDH leakage, and reduced lipid damage. The results showed that saponin-rich fractions F3A and F3B possessed better hepatoprotective activity than flavonoid-rich fractions (F2A and F2B). The most active was fraction F3B and this is probably due to the synergism between the saponins and some acylated flavonol glycosides found there.
- Published
- 2020
37. Validation of the HPLC-UV Method for Quantitative Determination of Steroid Sapogenin Diosgenin from Hay Fenugreek Seeds, Trigonella Foenum-graecum L
- Author
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A. E. Sukhanov, A. N. Stavrianidi, E. D. Kubasova, A. S. Panasyuk, and O. V. Buyuklinskaya
- Subjects
validation ,Traditional medicine ,Fenugreek seed ,SAGE ,Pharmaceutical Science ,food and beverages ,Sapogenin ,Diosgenin ,Raw material ,Quantitative determination ,fenugreek seeds ,chemistry.chemical_compound ,Validation Characteristics ,chemistry ,diosgenin ,Drug Discovery ,Release date ,HD9665-9675 ,hplc-uv ,Pharmaceutical industry ,Mathematics - Abstract
Introduction. Modern pharmacognostic research is aimed at searching for plant biologically active individual compounds (hereinafter referred to as RBAIS) isolated from plant extracts.Aim. Validation of HPLC-UV quantitative determination of sapogenin diosgenin in plant extracts from fenugreek seeds.Materials and methods. The object of study was raw materials-fenugreek seeds produced as medicinal plant raw materials by LLC «Sage» (Irkutsk). Validation of the method was carried out according to the parameters: specificity, linearity, correctness, precision in accordance with the requirements of SP XIV. One series of medicinal plant raw materials was used for the analysis, such as serial number – 010117, release date – 15 february 2017.Results and discussion. Validation characteristics were determined and their compliance with the necessary acceptance criteria was experimentally confirmed.Conclusion. It is established that the developed method of identification and quantitative determination of diosgenin in fenugreek seed extracts by HPLC-UV is correct, precise, specific and linear in the analytical field.
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- 2020
38. Method Development for Quantitative Determination of Diosgenin from the Seeds of Fenugreek, Trigonella foenum-graecum L
- Author
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A. S. Panasyuk, Andrey Stavrianidi, E. D. Kubasova, O. V. Buyuklinskaya, and A. E. Sukhanov
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Trigonella ,Chromatography ,biology ,Chemistry ,Elution ,Extraction (chemistry) ,Pharmaceutical Science ,Sapogenin ,Diosgenin ,Raw material ,biology.organism_classification ,chemistry.chemical_compound ,Drug Discovery ,Acid hydrolysis ,Sand bath - Abstract
Introduction . Modern pharmacognostic research is aimed at searching for plant biologically active individual compounds (RBAIS) isolated from plant extracts. Aim . Study of the content of the steroid sapogenin diosgenin in fenugreek seeds in plant extracts by HPLC-UV method. Materials and methods . The object of study was raw materials-fenugreek seeds produced as medicinal plant raw materials by LLC «Sage» (Irkutsk). Series of extraction and chromatographic separation by HPLC-UV method were performed. Results and discussion . In this work, the method of diosgenin extraction was successfully optimized (after acid hydrolysis of dioscin with a 5 % aqueous solution of hydrochloric acid when heated for at least 4 hours in a sand bath at a power of 150 W) from raw fenugreek seeds using a 50 % aqueous solution of isopropanol, h.h. A simplified technique for chromatographic separation of diosgenin from fenugreek seed extracts using an isocratic mode of 99.9 % acetonitrile elution (h.h.) was proposed. Conclusion . The average content of diosgenin (after acid hydrolysis of dioscin) in fenugreek seeds, taking into account the humidity of raw materials, is (M ± σ ) 5,3 ± 0,05 mg/g (95 % CI: 5,1-5,4 mg/g; n = 6).
- Published
- 2020
39. An investigation of the antileishmanial properties of semi-synthetic saponins† †Electronic supplementary information (ESI) available. See DOI: 10.1039/d0md00123f
- Author
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Jack H Owen, Martina Lahmann, Carla C Briggs, Liam A Natrass, Rhodri Mir Williams, Paul W. Denny, Mark S. Baird, Angelos Loukaidis, Deiniol Pritchard, Charles F Cranston, Joseph Beckett, Elizabeth J. Wilkinson, Orlagh Anderson, and Marc E. Bouillon
- Subjects
Phenotypic screening ,Saponin ,Pharmaceutical Science ,Sapogenin ,Biochemistry ,complex mixtures ,Leishmania mexicana ,chemistry.chemical_compound ,Cutaneous leishmaniasis ,Drug Discovery ,parasitic diseases ,medicine ,Pharmacology ,chemistry.chemical_classification ,Traditional medicine ,biology ,Organic Chemistry ,Leishmaniasis ,medicine.disease ,biology.organism_classification ,musculoskeletal system ,Small molecule ,carbohydrates (lipids) ,Hederagenin ,Chemistry ,chemistry ,Molecular Medicine - Abstract
Hit anti-leishmanial saponin structures selected following primary and secondary screening., Leishmaniasis is a neglected tropical disease caused by insect-vector borne protozoan parasites of the, Leishmania species. Whilst infection threatens and affects millions of the global poor, vaccines are absent and drug therapy limited. Extensive efforts have recently been made to discover new leads from small molecule synthetic compound libraries held by industry; however, the number of new chemical entities identified and entering development as anti-leishmanials has been very low. This has led to increased interest in the possibility of discovering naturally derived compounds with potent antileishmanial activity which may be developed towards clinical applications. Plant-derived triterpenoid and steroidal saponins have long been considered as anti-microbials and here we describe an investigation of a library of 137 natural (9) and semi-synthetic saponins (128) for activity against Leishmania mexicana, a causative agent of cutaneous leishmaniasis. The triterpenoid sapogenin, hederagenin, readily obtained in large quantities from Hedera helix (common ivy), was converted into a range of 128 derivatives. These semi-synthetic compounds, as well as saponins isolated from ivy, were examined with a phenotypic screening approach to identify potent and selective anti-leishmanial hits. This led to the identification of 12 compounds, including the natural saponin gypsogenin, demonstrating high potency (ED50 < 10.5 μM) against axenic L. mexicana amastigotes, the mammalian pathogenic form. One of these, hederagenin disuccinate, was sufficiently non-toxic to the macrophage host cell to facilitate further analyses, selectivity index (SI) > 10. Whilst this was not active in an infected cell model, the anti-leishmanial properties of hederagenin-derivatives have been demonstrated, and the possibility of improving the selectivity of natural hederagenin through chemical modification has been established.
- Published
- 2020
40. BF3·OEt2-Catalyzed Aldol Condensation of Steroid Sapogenins and 2-Oxoacids: A Single Step Conversion of Steroid Spiroketals into Branched α,β-Unsaturated Spirolactones
- Author
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Martín A. Iglesias-Arteaga and Juan E. Hernández-Martínez
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chemistry.chemical_classification ,010405 organic chemistry ,Chemistry ,Stereochemistry ,medicine.medical_treatment ,Organic Chemistry ,Sapogenin ,010402 general chemistry ,01 natural sciences ,Catalysis ,0104 chemical sciences ,Steroid ,chemistry.chemical_compound ,Spirolactone ,Aldol reaction ,medicine ,Side chain ,Aldol condensation ,Glyoxylic acid ,Lactone - Abstract
BF3·OEt2-catalyzed aldol reaction of steroid sapogenins with glyoxylic acid or pyruvic acid led to compounds in which the novel spirocyclic side chain bears an α,β-unsaturated lactone. The structures of the new spirolactones were established with the aid of combined 1D and 2D NMR techniques. A plausible mechanism is described.
- Published
- 2020
41. Enzymatic Bioconversion of Cycloastragenol-6-O-β-D-glucoside into Cycloastragenol by a Novel Recombinant β-Glucosidase from Phycicoccus sp. Soil748
- Author
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Tae-mun Kim, Myong-su Kang, Jia Wang, Leiyu Cheng, Liang Hao, Hyon-il Ri, Wenya Wang, Xiaolin Shen, Robert J. Linhardt, Qipeng Yuan, Han Zhang, and Xinxiao Sun
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chemistry.chemical_classification ,Stereochemistry ,Bioconversion ,Bioengineering ,Sapogenin ,Applied Microbiology and Biotechnology ,Biochemistry ,chemistry.chemical_compound ,Enzyme ,Astragaloside ,Glucoside ,chemistry ,Biotransformation ,Glycosyl ,Cycloastragenol - Abstract
Cycloastragenol (CA), the genuine sapogenin of astragaloside from Astragalus membranaceus, exhibits diverse pharmaceutical activities. Recently, the efficient production of CA has received considerable attention due to rapidly increasing market demands. In this study, enzyme mining was conducted, based on skeleton and glycosyl similarity, to explore an efficient β-glucosidase for CA preparation. A novel β-glucosidase from Phycicoccus sp. Soil748 (Bgps) was discovered, possessing the efficient conversion rate for cycloastragenol-6-O-β-D-glucoside (CMG) into CA. The optimum temperature and pH value of Bgps were determined as 45 °C and 7.0. The results of kinetic analysis suggested that Bgps catalyzed deglycosylation of CMG more efficiently than other substrates. Furthermore, the optimal substrate concentration of Bgps was up to 80 mg/mL with the conversion rate as 99.2%, suggesting its potential application in CA industrial production by biotransformation.
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- 2020
42. Potent therapeutic effects of ruscogenin on gastric ulcer established by acetic acid
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Gulcin Ercan, Rumeysa İlbar Tartar, Serhat Meric, Ali Solmaz, Onur Olgac Karagulle, Huseyin Cayoren, Şule Çetinel, Atilla Çelik, Damla Gokceoglu Kayali, Ramazan Kusaslan, Osman Bilgin Gülçiçek, Ahu Sarbay Kemik, Ercan, Gulcin, Tartar, Rumeysa Ilbar, Solmaz, Ali, Gulcicek, Osman Bilgin, Karagulle, Onur Olgac, Meric, Serhat, Cayoren, Huseyin, Kusaslan, Ramazan, Kemik, Ahu, Kayali, Damla Gokceoglu, Cetinel, Sule, Celik, Atilla, and İÜC, Florence Nightingale Hemşirelik Fakültesi, Hemşirelik Bölümü
- Subjects
PATHOGENESIS ,Sapogenin ,ADHESION ,Pharmacology ,DISEASE ,Rats, Sprague-Dawley ,chemistry.chemical_compound ,0302 clinical medicine ,HISTORY ,Medicine ,Prostaglandin E2 ,Ruscogenin ,chemistry.chemical_classification ,biology ,Gastric ulcer ,Glutathione peroxidase ,EXTRACT ,Gastric chief cell ,Peroxidases ,Ultrastructure ,030220 oncology & carcinogenesis ,Myeloperoxidase ,Cytokines ,Female ,030211 gastroenterology & hepatology ,Collagen ,CURCUMIN ,Peroxidase ,medicine.drug ,lcsh:Surgery ,DIETARY POLYPHENOLS ,Dinoprostone ,03 medical and health sciences ,Microscopy, Electron, Transmission ,Parietal Cells, Gastric ,Spirostans ,INJURY ,MANAGEMENT ,Animals ,Stomach Ulcer ,Inflammation ,Epidermal Growth Factor ,Tumor Necrosis Factor-alpha ,business.industry ,Ophiopogon ,Therapeutic effect ,RUSCUS-ACULEATUS ,lcsh:RD1-811 ,Glutathione ,Disease Models, Animal ,chemistry ,Chronic Disease ,biology.protein ,Surgery ,business ,Phytotherapy - Abstract
karagulle, onur olgac/0000-0002-1575-5751 WOS:000509485100002 PubMed ID: 31345657 Background/Objective: The present study investigated the potent therapeutic effects of Ruscogenin, main steroid sapogenin of traditional Chinese plant called 'Ophiopogon japonicas', on chronic ulcer model established with acetic acid in rats. Methods: 24 rats were attenuated to the sham (2 ml/kg/day isotonic solution), control (untreated ulcer) and treatment (3 ml/kg/day ruscogenin) groups. After treatment for 2 weeks, gastric tissues were collected and prepared for light microscopic (H&E), immunohistochemical (Collagen I, III and IV) and biochemical analysis [Epidermal growth factor (EGF), Prostaglandin E2 (PGE2), Tumor Necrosis Factor alpha (TNF-alpha), Interleukin 6 and 8 (IL-6 and IL-8), Lipid Peroxidase (LPO), Myeloperoxidase (MPO), Glutathione (GSH) and Glutathione Peroxidase (GSH-Px)] and transmission electron microscopy (TEM). Results: Macroscopic scoring showed that the ulceration area of ruscogenin-treated group decreased compared with control group. Immunohistochemical analysis revealed ruscogenin ameliorated and restored the levels of Collagen I and IV to the levels of sham group. Tissue levels of EGF and PGE2 enhanced significantly in untreated ulcer group while were higher in treated ulcer group than the control group. TNF-alpha, IL-6, IL-8, LPO, MPO levels increased significantly in control group whereas decreased in treated rats after ruscogenin treatment. However, levels of GSH and GSH-Px increased significantly in treatment group. TEM showed chief cells and parietal cells of ulcer group having degenerated organelles while ruscogenin group had normal ultrastructure of cells. Conclusion: There are potent anti-inflammatory and anti-oxidant effects of ruscogenin on gastric ulcer and may be successfully used as a safe and therapeutic agent in treatment of peptic ulcer. (C) 2019 Asian Surgical Association and Taiwan Robotic Surgery Association. Publishing services by Elsevier B.V. Research and Development Expenses Account under Circulating Capital Budget of University of Health Science Bagcilar Training and Research Hospital, Istanbul, Turkey [2016/12] The present project was supported by Research and Development Expenses Account under Circulating Capital Budget of University of Health Science Bagcilar Training and Research Hospital, Istanbul, Turkey (Project No: 2016/12).
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- 2020
43. Antioxidative enzymes activities and accumulation of steroids in hairy roots of Trigonella
- Author
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Vahid Niknam, Somayeh Kohsari, Masoud Mirmasoumi, and Maryam Rezayian
- Subjects
0106 biological sciences ,0301 basic medicine ,Trigonella ,Physiology ,Agrobacterium ,fungi ,food and beverages ,Plant physiology ,Plant Science ,Sapogenin ,Biology ,biology.organism_classification ,01 natural sciences ,Superoxide dismutase ,03 medical and health sciences ,030104 developmental biology ,Shoot ,Botany ,biology.protein ,Molecular Biology ,010606 plant biology & botany ,Explant culture ,Peroxidase - Abstract
Steroidal sapogenins and phytosterols are a group of secondary metabolites which are very considerable in the pharmaceutical industry. Fenugreek (Trigonella foenum-graecum L.) is the good source of these compounds. In recent decades, there is a great interest to production of these compounds by cultivation of transformed roots. In present study, hairy roots induction in two Trigonella species (T. foenum-graeceum, T. monantha) with three strains of Agrobacterium rhizogenes (15,834, A4 and wt) was investigated. Transgenic status of roots was confirmed by PCR using rolB specific primers. Virulence of these strains was examined on explants of leaf, leaf cotyledone and hypocotyle in both species. The best strain was wt for hairy root induction in hypocotyle and leaf explants of T. foenum-graeceum and T. monantha. Significant quantitative differences were showed between shoot, root and hairy roots in both species. Protein content in root and hairy root of both species was significantly lower in comparison with shoot. Superoxide dismutase (SOD) and peroxidase (POX) activities in hairy roots of both species were higher as compared to other organs. The hairy roots of both species showed an ability to synthesize steroidal sapogenins. These results presented that hairy roots could be a suitable procedure for producing sapogenins compounds that have medicinal value in Trigonella.
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- 2020
44. Stability study of nanoemulsions of diosgenin
- Author
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Ronaldo Gonçalves Leiria, Ana Júlia Figueiró Dalcin, Priscila Eismann, Patrícia Gomes, and Sérgio Roberto Mortari
- Subjects
High energy ,chemistry.chemical_compound ,biology ,chemistry ,Stability study ,Dioscorea villosa ,New materials ,Food science ,Sapogenin ,Scientific field ,Diosgenin ,Nanocarriers ,biology.organism_classification - Abstract
Nanotechnology is an interdisciplinary scientific field where it is possible to manipulate, alter and develop new materials at the nanoscale, changing their properties. In the pharmaceutical and cosmetic areas there is the production of nanocarriers for pharmaceuticals, which can protect, encapsulate and release pharmacologically active compounds. In our study we chose the nanoemulsion as carrier, since it is widely used as a vehicle for drugs, by the cosmetic and pharmaceutical industry. The drug used was Diosgenin, a steroidal sapogenin, found in roots of the wild yam (Dioscorea villosa). Diosgenin has a structure similar to progesterone and estradiol and is used as a chemical precursor in the industrial preparation of oral contraceptive pills and steroid hormones. The use of nanoemulsified diosgenin topically can bring a great number of benefits to the skin, considering its antioxidant properties and stimulating the production of collagen, thus being able to be incorporated into cosmetic anti-aging formulations. Thus, nanoemulsions can be a vehicle for diosgenin, encapsulating them, protecting them from possible degradation of the active substance and providing better permeation on the skin. The general objective was to produce and evaluate diosgenin containing nanoemulsions, aiming at the choice of a stable formulation. Nanoemulsions at concentrations 1mg.mL-1, 3 mg.mL-1 and 5 mg.mL-1 were produced using the high energy emulsification method. All formulations were submitted to different forms of storage. The characterization of the formulations allowed to evaluate the formulations of diosgenin nanoemulsions in concentrations 1 mg.mL-1, 3 mg.mL-1 and 5 mg.mL-1. The best condition for storing 1mg.mL-1 nanoemulsions without losing their physical-chemical characteristics during the 90-day period was under refrigeration. With this, there is a guarantee of the quality and stability of the diosgenin nanoemulsion, compatibility for topical use and the possibility of reaching the deeper layers of the skin, enhancing the effects of diosgenin. It was also possible to co-validate an analytical method by spectrophotometry in the visible region to identify diosgenin in nanoemulsions, ensuring the presence of the active substance in the nanoemulsion.
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- 2020
45. Supercritical CO2 extraction of steroidal sapogenins from fenugreek (Trigonella foenum-graecum L.)seed
- Author
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Aleksandra Bogdanovic, Slobodan D. Petrović, Vanja Tadić, and Dejan Skala
- Subjects
Chromatography ,Trigonella ,Supercritical carbon dioxide ,biology ,General Chemical Engineering ,Protodioscin ,Extraction (chemistry) ,lcsh:TP155-156 ,Sapogenin ,Diosgenin ,biology.organism_classification ,sapogenins ,chemistry.chemical_compound ,fenugreek ,chemistry ,Ursolic acid ,Response surface methodology ,lcsh:Chemical engineering ,lcsh:HD9650-9663 ,optimization ,lcsh:Chemical industries - Abstract
Supercritical CO2 extraction was applied on fenugreek (Trigonella foenum-graecum L., Fabaceae) seeds with the aim to define optimal process conditions to obtain the maximal extract yields content of steroidal sapogenins. Central composite rotatable design (CCRD) combined with response surface methodology (RSM) was applied to determine optimal process conditions defined by the influence and interaction of pressure, temperature and time of extraction through consumption of SC CO2. Optimization experiments revealed that the pressure of 24.73 MPa, the temperature of 38.°C and the consumption of SC CO2 of 19.24 g/gDM were the best process conditions enabling the maximal yield of extract and gain of the highest content of sapogenins. The optimal values of pressure and temperature defined SC CO2 density of 885.47 kg/m3, which provided the maximal yield of the extract with the highest content of steroidal sapogenins. The achieved yield of extract at these conditions was 0.073g/gDM, with 0.774 mg/gDM diosgenin, 0.477 mg/gDM protodioscin, 0.713 mg/gDM sarsapogenin and 0.205 mg/gDM oleanolic and ursolic acid with a significant quantity of 2.475 mg/gDM in the obtained extract. [Project of the Serbian Ministry of Education, Science and Technological Development, Grant no. III45017]
- Published
- 2020
46. Analysis of saponin composition and comparison of the antioxidant activity of various parts of the quinoa plant ( Chenopodium quinoa Willd.)
- Author
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Jeong Gyu Lim, Ki Sun Yoon, and Hyun-Mee Park
- Subjects
0106 biological sciences ,Flavonoid ,Saponin ,lcsh:TX341-641 ,antioxidant capacity ,Sapogenin ,Biology ,sprout ,saponins ,sapogenins ,quinoa plant ,root ,01 natural sciences ,Chenopodium quinoa ,Ingredient ,0404 agricultural biotechnology ,Nutraceutical ,010608 biotechnology ,chemistry.chemical_classification ,Bran ,food and beverages ,04 agricultural and veterinary sciences ,040401 food science ,Horticulture ,chemistry ,Polyphenol ,lcsh:Nutrition. Foods and food supply ,Food Science - Abstract
Quinoa plant is a valuable food crop because of its high nutritional and functional values. Total saponin content, sapogenins, polyphenol, and flavonoid contents and antioxidant activities were analyzed in various parts of quinoa plants, including sprout, seeds, bran, pericarp, leave, stem, and root. Quinoa seeds (QS) had significantly higher sapogenin content than quinoa stem (QT), quinoa leaves (QL), and quinoa roots (QR). Quinoa saponin was mainly composed of phytolaccagenic acid. Quinoa root (QR) had the highest amount of total saponin (13.39 g 100 g−1), followed by quinoa bran. The highest total phenolic content (30.96 mg GAE 100 g−1) and total flavonoid content (61.68 mg RE 100 g−1) were observed in quinoa root extract and 1‐month‐old sprout extract, respectively. Quinoa sprouts showed better antioxidant activity than fully grown parts of the quinoa plant. Overall, root and sprout had a higher antioxidant capacity compared to other parts of the quinoa plant, suggesting the potential use of quinoa root and sprout as a nutraceutical ingredient in the health food industry.
- Published
- 2019
47. Saponin synthesis in Medicago truncatula plants: <scp>CYP450</scp> ‐mediated formation of sapogenins in the different plant organs
- Author
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Maria Carelli, Ornella Calderini, Elisa Biazzi, Aldo Tava, Carla Scotti, Maria Cammareri, Pamela Abbruscato, and Massimo Confalonieri
- Subjects
Metabolic engineering ,biology ,Botany ,Sapogenin ,biology.organism_classification ,Medicago truncatula ,Saponin synthesis - Published
- 2019
48. Cytotoxicity of the Roots of Trillium govanianum Against Breast (MCF7), Liver (HepG2), Lung (A549) and Urinary Bladder (EJ138) Carcinoma Cells.
- Author
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Khan, Kashif M., Nahar, Lutfun, Al ‐ Groshi, Afaf, Zavoianu, Alexandra G., Evans, Andrew, Dempster, Nicola M., Wansi, Jean D., Ismail, Fyaz M. D., Mannan, Abdul, and Sarker, Satyajit D.
- Abstract
Trillium govanianum Wall. (Melanthiaceae alt. Trilliaceae), commonly known as 'nag chhatri' or 'teen patra', is a native species of the Himalayas. It is used in various traditional medicines containing both steroids and sex hormones. In folk medicine, the rhizomes of T. govanianum are used to treat boils, dysentery, inflammation, menstrual and sexual disorders, as an antiseptic and in wound healing. With the only exception of the recent report on the isolation of a new steroidal saponin, govanoside A, together with three known steroidal compounds with antifungal property from this plant, there has been no systematic pharmacological and phytochemical work performed on T. govanianum. This paper reports, for the first time, on the cytotoxicity of the methanol extract of the roots of T. govanianum and its solid-phase extraction (SPE) fractions against four human carcinoma cell lines: breast (MCF7), liver (HEPG2), lung (A549) and urinary bladder (EJ138), using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazoliumbromide cytotoxicity assay and liquid chromatography and electrospray ionization quadrupole time-of-flight mass spectrometry analysis of the SPE fractions. The methanol extract and all SPE fractions exhibited considerable levels of cytotoxicity against all cell lines, with the IC50 values ranging between 5 and 16 µg/mL. Like other Trillium species, presence of saponins and sapogenins in the SPE fractions was evident in the liquid chromatography mass spectrometry data. Copyright © 2016 John Wiley & Sons, Ltd. [ABSTRACT FROM AUTHOR]
- Published
- 2016
- Full Text
- View/download PDF
49. Comparison of the Wound-Healing Effects of Ginsenosides, their Metabolites, and Aglycones.
- Author
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Park, Jun Yeon, You, Hwan, Lee, Dahae, Huh, Wonsang, Hwang, Gwi Seo, No, Kyoung Tai, Kim, Ki Hyun, Ham, Jungyeob, Yamabe, Noriko, Kim, Younghoon, and Kang, Ki Sung
- Subjects
- *
GINSENOSIDES , *AGLYCONES , *UMBILICAL veins , *ENDOTHELIAL cells , *WOUND healing - Abstract
The effect of ginsenosides, their metabolites, and aglycones on tube formation in human umbilical vein vascular endothelial cells ( HUVEC) was investigated to identify ways to potentially enhance wound healing. Of the tested compounds, sapogenins, aglycones of ginsenosides, promoted tube formation, whereas ginsenosides and their metabolites had no effect or inhibitory effects on tube formation. Treatment of HUVEC at concentrations of 6.25 and 12.5 μM 20( S)-protopanaxadiol ( PPD) significantly increased tube formation by 34 and 35%, respectively. PPD also had a pronounced effect on the speed of wound closure in mouse dermal wounds. [ABSTRACT FROM AUTHOR]
- Published
- 2016
- Full Text
- View/download PDF
50. A Review Article on Pharmacologic Evaluation, Botanical report and Calming uses of Dioscorea bulbifera Linn. and Dioscorea pentaphylla Linn
- Author
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Aakash Raut
- Subjects
chemistry.chemical_compound ,chemistry ,biology ,Traditional medicine ,Dioscorea bulbifera ,Genus ,Dioscoreaceae ,Contraceptive drugs ,Dioscorea ,Diosgenin ,Sapogenin ,Dioscorea pentaphylla ,biology.organism_classification - Abstract
The present-day investigation focuses on the Pharmacologic revision of the climbers of D. bulbifera L &. D. pentaphylla L. (Dioscoreaceae). Climbers have been deliberate from diverse angles of morphological and, residue scrutiny, and extractive standards. Morphological analysis discovered nature, dimensions, aroma and flavour of tubers. The genus Dioscorea have its place to the family Dioscoreaceae, universally recognized as yam, consist of nearly 600 sps. Scattered all over the earth realm, but customarily in steamy section. Most sps. encompass steroid saponins and correspondingly sapogenins, such as diosgenin, which is preparatory quantifiable for blend of various steroidal hormones castoff as anti-inflammatory, androgenic estrogenic and contraceptive drugs. Associates of the genre Dioscorea are one of ancient tuber crop cultured or garnered from uninhabited in steamy constituency all over earth realm and set up one of the key food element for various indigenous groups. Genus is reflected to be amid the most primeval angiosperms and was recognized to occur and broaden the horizons nearly 75 M. Yrs. past in segments of southern celestial-sphere at the termination of the cretaceous period
- Published
- 2021
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