18 results on '"Sinularia"'
Search Results
2. Nanolobatone A, An Unprecedented Diterpenoid and Related New Casbanoids from the Hainan Soft Coral Sinularia nanolobata.
- Author
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Liu J, Li SW, Zhao QM, Zhang ZY, Yao LG, Gu YC, Lan LF, and Guo YW
- Subjects
- Animals, Molecular Structure, Circular Dichroism, Crystallography, X-Ray, Anthozoa chemistry, Diterpenes chemistry
- Abstract
Nanolobatone A, featuring an unprecedented tricyclo[10.3.0.0
1,2 ]pentadecane carbon skeleton, along with four new polyoxygenated and four unusual endoperoxide-bridged casbane-type diterpenoids were isolated from the Hainan soft coral Sinularia nanolobata. The structures of the new compounds were established by extensive spectroscopic analysis, X-ray diffraction analysis, and time-dependent density functional theory/electronic circular dichroism calculations. A plausible biosynthetic pathway of new isolates was proposed. Bioassays revealed that nanolobatone A showed weak antibacterial activity against the Gram-positive bacteria Streptococcus pyogenes., (© 2023 Wiley-VCH GmbH.)- Published
- 2023
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3. The complete mitochondrial genome of Indo-Pacific soft coral Sinularia acuta Manuputty and van Ofwegen, 2007 (Octocorallia: Alcyonacea).
- Author
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Yang C, Shikhsarmast FM, Fu C, and Shen CY
- Abstract
The complete mitochondrial genome (mitogenome) of the soft coral Sinularia acuta Manuputty and van Ofwegen, 2007 was sequenced and annotated using Illumina next-generation sequencing (NGS). The mitogenome of S. acuta was 18,730 bp in length and consisted of 14 protein-coding genes (PCGs), two ribosomal RNA genes (rRNA), and only one transfer RNA gene ( tRNA-Met ). The base composition was 30.18% A, 16.46% C, 19.35% G, and 34.00% T, with a total A + T content of 64.19%. The phylogenetic analysis demonstrated a close evolutionary relationship among Sinularia acuta , Sinularia penghuensis , and Sinularia maxima ., Competing Interests: No potential conflict of interest was reported by the author(s)., (© 2023 The Author(s). Published by Informa UK Limited, trading as Taylor & Francis Group.)
- Published
- 2023
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4. Recent Updates on Sinularia Soft Coral.
- Author
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Elkhouly HB, Attia EZ, Khedr AIM, Samy MN, and Fouad MA
- Subjects
- Animals, Prospective Studies, Terpenes, Anthozoa chemistry, Biological Products chemistry, Diterpenes chemistry
- Abstract
Marine organisms are recognized as a rich source of bioactive secondary metabolites. The remarkable abundance and diversity of bioactive small molecules isolated from soft corals displayed their essential role in drug discovery for human diseases. Sterols and terpenes, particularly cembranolides, 14-membered cyclic diterpene, demonstrated numerous biological activities, such as antitumor, antimicrobial, antiviral, antidiabetic, anti-osteoporosis and anti-inflammatory. Accordingly, continuous investigation of marine soft corals leads the way to discover a plentiful number of chemical diverse natural products with various biological potentials for prospective pharmaceutical industrial applications. Such review affords plenary inspection of the total secondary metabolites isolated from the Sinularia, from 2008 until 2020, besides their natural sources as well as bioactivities whenever possible., (Copyright© Bentham Science Publishers; For any queries, please email at epub@benthamscience.net.)
- Published
- 2022
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5. Physiological processes and lipidome dynamics in the soft coral Sinularia heterospiculata under experimental bleaching.
- Author
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Sikorskaya TV, Ermolenko EV, Boroda AV, and Ginanova TT
- Subjects
- Animals, Anthozoa immunology, Dinoflagellida immunology, Lipidomics, Anthozoa metabolism, Dinoflagellida metabolism, Heat-Shock Response, Lipid Metabolism
- Abstract
Coral polyps host intracellular symbiotic dinoflagellates (SD). The loss of SD (referred as bleaching) under stressful environmental conditions is the main reason of coral reef destruction, and therefore, intensively studied over the world. Lipids are the structural base of biomembranes and energy reserve of corals and are directly involved in the coral bleaching. In order to establish a relationship between coral tissue morphology, physiological processes and lipidome dynamics during bleaching, the soft coral Sinularia heterospiculata was exposed to experimental heat stress (33 °C) for 72 h. A chlorophyll content, structure of cells, the level of reactive oxygen species (ROS), and molecular species of storage and structural lipids were analyzed. After 24 h of heat exposure, the level of ROS-positive SD cells did not increase, but the host tissues lost a significant part of SD. The removal of SD cells by exocytosis were suggested. Exocytosis was presumed to prevail at earlier stages of the soft coral bleaching. Symbiophagosomes with degenerative SD were observed in the stressed coral host cells. After 24 h, the content of phosphatidylinositols, which involved in apoptosis and autophagy, was significantly decreased. The innate immune response was triggered, and SD were digested by the coral host. After 48 h, a degradation of SD chloroplasts and a decrease in the specific monogalactosyldiacylglycerol molecular species were detected that confirmed a disruption of lipid biosynthesis in chloroplasts. At the end of coral bleaching, the appearance of oxidized phosphatidylethanolamines, indicating damage to the host membranes, and the degradation of the coral tissues were simultaneously observed. Thus, a switch between dominant mechanisms of the SD loss during bleaching of S. heterospiculata was found and proved by certain variations of the lipidomic profile. Lipidomic parameters may become indicators of physiological processes occurring in the symbiotic coral organism and may be used for assessing anthropogenic or natural destructive effects on coral reefs., (Copyright © 2021. Published by Elsevier Inc.)
- Published
- 2021
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6. Chemical Diversity and Biological Activity of Secondary Metabolites from Soft Coral Genus Sinularia since 2013.
- Author
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Yan X, Liu J, Leng X, and Ouyang H
- Subjects
- Animals, Anthozoa chemistry, Drug Development, Drug Discovery, Anthozoa metabolism, Biological Factors chemistry, Biological Factors isolation & purification, Biological Factors metabolism, Biological Factors pharmacology, Secondary Metabolism, Steroids chemistry, Steroids isolation & purification, Steroids metabolism, Steroids pharmacology, Terpenes chemistry, Terpenes isolation & purification, Terpenes metabolism, Terpenes pharmacology
- Abstract
Sinularia is one of the conspicuous soft coral species widely distributed in the world's oceans at a depth of about 12 m. Secondary metabolites from the genus Sinularia show great chemical diversity. More than 700 secondary metabolites have been reported to date, including terpenoids, norterpenoids, steroids/steroidal glycosides, and other types. They showed a broad range of potent biological activities. There were detailed reviews on the terpenoids from Sinularia in 2013, and now, it still plays a vital role in the innovation of lead compounds for drug development. The structures, names, and pharmacological activities of compounds isolated from the genus Sinularia from 2013 to March 2021 are summarized in this review.
- Published
- 2021
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7. Cembranoids of Soft Corals: Recent Updates and Their Biological Activities.
- Author
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Nurrachma MY, Sakaraga D, Nugraha AY, Rahmawati SI, Bayu A, Sukmarini L, Atikana A, Prasetyoputri A, Izzati F, Warsito MF, and Putra MY
- Abstract
Soft corals are well-known as excellent sources of marine-derived natural products. Among them, members of the genera Sarcophyton, Sinularia, and Lobophytum are especially attractive targets for marine natural product research. In this review, we reported the marine-derived natural products called cembranoids isolated from soft corals, including the genera Sarcophyton, Sinularia, and Lobophytum. Here, we reviewed 72 reports published between 2016 and 2020, comprising 360 compounds, of which 260 are new compounds and 100 are previously known compounds with newly recognized activities. The novelty of the organic molecules and their relevant biological activities, delivered by the year of publication, are presented. Among the genera presented in this report, Sarcophyton spp. produce the most cembranoid diterpenes; thus, they are considered as the most important soft corals for marine natural product research. Cembranoids display diverse biological activities, including anti-cancer, anti-bacterial, and anti-inflammatory. As cembranoids have been credited with a broad range of biological activities, they present a huge potential for the development of various drugs with potential health and ecological benefits.
- Published
- 2021
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8. The complete mitochondrial genome of soft coral Sinularia penghuensis Ofwegen and Benayahu, 2012 (Octocorallia: Alcyonacea): the analysis of mitogenome organization and phylogeny.
- Author
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Shen CY, Wang PZ, Xue W, Liu ZH, Zhao JY, Tong XB, Liu C, Wu XF, Mao X, Tian S, and Fu C
- Abstract
The complete mitochondrial genome of Sinularia penghuensis was sequenced and analyzed using next-generation sequencing. The present mitochondrial genome was 18730 bp in length, containing 14 protein-coding genes (PCGs) ( cox1 - cox3 . nad1 - nad6 , nad4L , atp6 , atp8 , cytb , and MutS ), two ribosomal RNA genes ( rRNA s) ( 12S and 16S ), and one transfer RNA gene ( Met-tRNA ). The phylogenetic analysis of family Alcyoniidae revealed that S . penghuensis and Sinularia maxima cluster together. Five species in Sinularia reveals high identity in mitogenome sequences that the lowest variable sites (SNPs) were found between S . penghuensis and S . maxima ., Competing Interests: No potential conflict of interest was reported by the author(s)., (© 2021 The Author(s). Published by Informa UK Limited, trading as Taylor & Francis Group.)
- Published
- 2021
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9. Sinulasterols A-C, three new bioactive oxygenated steroids from the South China Sea soft coral Sinularia depressa.
- Author
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Yang M, Cui WX, Li H, Li SW, Yao LG, Tang W, Mudianta IW, and Guo YW
- Subjects
- Animals, Molecular Conformation, Oxygen metabolism, Stereoisomerism, Steroids chemistry, Steroids metabolism, Anthozoa chemistry, Steroids isolation & purification
- Abstract
Three new oxygenated steroids, sinulasterols A-C (1-3), along with seven known related steroids 4-10, were isolated from the Chinese soft coral Sinularia depressa. The structures of the new compounds were established from extensive spectroscopic data analyses and by comparison of their spectral data with those reported in the literature. Among the new compounds, metabolites 1 and 2 featured on unusual C-18 oxygenated pattern. In the TNF-α bioassay, compound 4 exhibited a potent inhibitory activity (IC
50 = 12.1 μM), which was analogous to the positive control dexamethasone (IC50 = 8.7 μM), metabolites 1 and 2 displayed a moderate inhibitory activity (IC50 51.1 μM and 22.7 μM respectively)., Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2020 Elsevier Inc. All rights reserved.)- Published
- 2020
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10. Polycyclic furanobutenolide-derived norditerpenoids from the South China Sea soft corals Sinularia scabra and Sinularia polydactyla with immunosuppressive activity.
- Author
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Cui WX, Yang M, Li H, Li SW, Yao LG, Li G, Tang W, Wang CH, Liang LF, and Guo YW
- Subjects
- Animals, Anthozoa classification, Cells, Cultured, Crystallography, X-Ray, Diterpenes chemistry, Diterpenes isolation & purification, Furans chemistry, Furans isolation & purification, Lactones chemistry, Lactones isolation & purification, Nuclear Magnetic Resonance, Biomolecular, Species Specificity, Anthozoa chemistry, Diterpenes pharmacology, Furans pharmacology, Immunosuppressive Agents pharmacology, Lactones pharmacology
- Abstract
One new polycyclic furanobutenolide-derived norcembranoid, xiguscabrolide H (1), together with eleven known related norditerpenoids 2-12 were isolated from South China Sea soft corals Sinularia scabra and S. polydactyla, respectively. Among them, compounds 1, 6, 8, and 12 were discovered from the former species, while compounds 2-5, 7, and 9-11 were obtained from the latter species. The structure of new compound 1 was elucidated by extensive spectroscopic analysis and by the comparison with the reported data. With the assistance of time-dependent density functional theory electronic circular dichroism (TDDFT-ECD) calculations, its absolute configuration was determined. Moreover, the absolute stereostructures of the known compounds 3, 4, and 9-12, of which only relative configurations were assigned, were established for the first time by X-Ray diffraction analysis and TDDFT-ECD calculations, respectively. In bioassay, several isolates exhibited potent inhibitory effects on the ConA-induced T lymphocytes and/or LPS-induced B lymphocytes proliferation., (Copyright © 2019 Elsevier Inc. All rights reserved.)
- Published
- 2020
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11. A Brief Review on New Naturally Occurring Cembranoid Diterpene Derivatives from the Soft Corals of the Genera Sarcophyton , Sinularia , and Lobophytum Since 2016.
- Author
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Rodrigues IG, Miguel MG, and Mnif W
- Subjects
- Animals, Anthozoa metabolism, Anti-Bacterial Agents classification, Anti-Bacterial Agents isolation & purification, Anti-Bacterial Agents pharmacology, Anti-Inflammatory Agents classification, Anti-Inflammatory Agents isolation & purification, Anti-Inflammatory Agents pharmacology, Antifungal Agents classification, Antifungal Agents isolation & purification, Antifungal Agents pharmacology, Antineoplastic Agents classification, Antineoplastic Agents isolation & purification, Antineoplastic Agents pharmacology, Bacteria drug effects, Bacteria growth & development, Cell Line, Tumor, Cell Survival drug effects, Diterpenes classification, Diterpenes isolation & purification, Diterpenes pharmacology, Fungi drug effects, Fungi growth & development, Humans, Inhibitory Concentration 50, Microbial Sensitivity Tests, Structure-Activity Relationship, Anthozoa chemistry, Anti-Bacterial Agents chemistry, Anti-Inflammatory Agents chemistry, Antifungal Agents chemistry, Antineoplastic Agents chemistry, Diterpenes chemistry
- Abstract
This work reviews the new isolated cembranoid derivatives from species of the genera Sarcophyton , Sinularia , and Lobophytum as well as their biological properties, during 2016⁻2018. The compilation permitted to conclude that much more new cembranoid diterpenes were found in the soft corals of the genus Sarcophyton than in those belonging to the genera Lobophytum or Sinularia . Beyond the chemical composition, the biological properties were also reviewed, namely anti-microbial against several Gram-positive and Gram-negative bacteria and fungi, anti-inflammatory and anti-tumoral against several types of cancer cells. In spite of the biological activities detected in almost all samples, there is a remarkable diversity in the results which may be attributed to the chemical variability that needs to be deepened in order to develop new molecules with potential application in medicine.
- Published
- 2019
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12. Screening of NO Inhibitor Release Activity from Soft Coral Extracts Origin Palu Bay, Central Sulawesi, Indonesia.
- Author
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Tanod WA, Yanuhar U, Maftuch, Putra MY, and Risjani Y
- Subjects
- Alkanes, Animals, Anthozoa chemistry, Cell Extracts, Cyclohexenes, Drug Evaluation, Preclinical, Free Radical Scavengers chemistry, Indonesia, Anthozoa immunology, Anti-Inflammatory Agents pharmacology, Biological Therapy trends, Free Radical Scavengers pharmacology, Nitric Oxide metabolism
- Abstract
Background: As a marine organism, soft corals can be utilized to be various bioactive substances, especially terpenoids and steroids. The soft corals family which produces bioactive generally come from clavulariidae, alcyoniidae, nephtheidae and xeniidae family., Objective: To investigate the bioactivity of Nitric Oxide (NO) inhibitor release from soft coral crude extracts of Sinularia sp. (SCA), Nephthea sp. (SCB), Sarcophyton sp. (SCC), Sarcophyton sp. (SCD), Sinularia sp. (SCE) and Sinularia sp. (SCF)., Materials and Methods: Soft coral is collected from Palu Bay (Central Sulawesi). NO inhibitory release activity measured according to the Griess reaction. Soft corals sample macerated with 1:2 (w/v). Then, Soft coral extracts with the best NO Inhibitor activity partitioned with Dichloromethane, Ethyl acetate, and n-butanol. The bioactive of all crude extracts were identified by GC-MS to find compounds with anti-inflammatory potential., Results: Sarcophyton sp. (SCC) and Sinularia sp. (SCF) are able to inhibit NO concentrations of 0.22 ± 0.04 and 0.20 ± 0.04 µM at 20 mg/mL, respectively. The chemical constituents determined and showed the potential as anti-inflammatory in the crude of Sinularia sp. (SCA) were Octacosane (3.25%). In Nephthea sp., (SCB) were Cyclohexene, 6-ethenyl-6- methyl-1-(1-methylethyl)-3-(1-methylethylidene)-,(S)- (0.55%); Azulene, 1,2,3,4,5,6,7,8- octahydro-1,4-dimethyl-7-(1-methylethylidene)-, (1S-cis)- (0.53%); and 1,7,7-Trimethyl- 2-vinylbicyclo[2.2.1]hept-2-ene (4.72%). In Sarcophyton sp, (SCC) were Eicosane (0.12%); Nonacosane (10.7%); 14(β)-Pregnane (0.87%); Octacosane 6.39%); and Tricosane (1.53%). In Sarcophyton sp. (SCD) were 14(β)-Pregnane (2.69%); and Octadecane (27.43%). In crude of Sinularia sp. (SCE) were Oleic Acid (0.63%); 7,10-Hexadecadienoic acid, methyl ester (0.54%); 14(β)-Pregnane (1.07%); 5,8,11,14-Eicosatetraenoic acid, ethyl ester, (all-Z)- (4.60%); Octacosane (7.75%); and 1,2-Benzisothiazole, 3-(hexahydro-1Hazepin- 1-yl)-, 1,1-dioxide (1.23%). In the crude of Sinularia sp., (SCF) were Oxirane, decyl- (1.38%); Nonacosane (0.57%); Cyclohexanol, 5-methyl-2-(1-methylethenyl)- (0.61%); 14B-Pregnane (0.76%); and Tetratriacontane (1.02%)., Conclusion: The extract of Sarcophyton sp. (SCC) and Sinularia sp. (SCF) showed the best NO inhibitory release activity. This study is making soft corals from Central Sulawesi, Indonesia can become a potential organism in the discovery and development of bioactive substances anti-inflammatory., (Copyright© Bentham Science Publishers; For any queries, please email at epub@benthamscience.net.)
- Published
- 2019
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13. Metabolites from the Paracel Islands Soft Coral Sinularia cf. molesta .
- Author
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Chu MJ, Tang XL, Han X, Li T, Luo XC, Jiang MM, van Ofwegen L, Luo LZ, Zhang G, Li PL, and Li GQ
- Subjects
- 4-Butyrolactone analogs & derivatives, 4-Butyrolactone chemistry, 4-Butyrolactone isolation & purification, 4-Butyrolactone pharmacology, Animals, Cell Line, Tumor, Cyclopentanes chemistry, Cyclopentanes isolation & purification, Cyclopentanes pharmacology, HCT116 Cells, HeLa Cells, Humans, Molecular Conformation, Protein Tyrosine Phosphatase, Non-Receptor Type 1 antagonists & inhibitors, Sesquiterpenes isolation & purification, Sesquiterpenes pharmacology, Anthozoa chemistry, Cytotoxins chemistry, Sesquiterpenes chemistry
- Abstract
Five new oxygenated sesquiterpenes, molestins A⁻D ( 1 , 3 ⁻ 5 ) and epi -gibberodione ( 2 ), three new cyclopentenone derivatives, ent -sinulolides C, D, and F ((+)- 9 ⁻(+)- 11 ), one new butenolide derivative, ent -sinulolide H ((+)- 13 ), and one new cembranolide, molestin E ( 14 ), together with 14 known related metabolites ( 6 ⁻ 8 , (⁻)- 9 ⁻(⁻)- 11 , (±)- 12 , (⁻)- 13 , 15 ⁻ 19 ) were isolated from the Paracel Islands soft coral Sinularia cf. molesta . The structures and absolute configurations were elucidated based on comprehensive spectroscopic analyses, quantum chemical calculations, and comparison with the literature data. Compound 5 is the first example of a norsesquiterpene with a de-isopropyl guaiane skeleton isolated from the genus Sinularia . Molestin E ( 14 ) exhibited cytotoxicities against HeLa and HCT-116 cell lines with IC
50 values of 5.26 and 8.37 μM, respectively. Compounds 4 , 5 , and 8 showed significant inhibitory activities against protein tyrosine phosphatase 1B (PTP1B) with IC50 values of 218, 344, and 1.24 μM, respectively.- Published
- 2018
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14. Two new cytotoxic steroids from the Chinese soft coral Sinularia sp.
- Author
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Li SW, Chen WT, Yao LG, and Guo YW
- Subjects
- Animals, Antineoplastic Agents isolation & purification, HL-60 Cells, Humans, Inhibitory Concentration 50, Steroids isolation & purification, Anthozoa chemistry, Antineoplastic Agents chemistry, Antineoplastic Agents pharmacology, Steroids chemistry, Steroids pharmacology
- Abstract
Two new steroids, ximaosteroid E (1) and ximaosteroid F (2), along with two known related compounds (3 and 4), were isolated from the Chinese soft coral Sinularia sp. Notably, 1 possesses an uncommon dihydrofuran group. Their structures were established from extensive spectroscopic analyses and comparisons of their spectral data with those reported in the literature. The absolute configuration of 2 was determined by applying the modified Mosher's method. In bioassay, compounds 1, 2, and 4 showed significant cytotoxicity against the HL-60 tumor cell line with IC
50 values of 1.79, 4.03 and 0.69 μM, respectively., (Copyright © 2018 Elsevier Inc. All rights reserved.)- Published
- 2018
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15. Bioactive Cembranoids from the Soft Coral Genus Sinularia sp. in Borneo.
- Author
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Kamada T, Kang MC, Phan CS, Zanil II, Jeon YJ, and Vairappan CS
- Subjects
- Animals, Anthozoa metabolism, Anti-Inflammatory Agents chemistry, Anti-Inflammatory Agents metabolism, Diterpenes chemistry, Diterpenes pharmacology, Mice, Molecular Structure, RAW 264.7 Cells, Anthozoa chemistry, Anti-Inflammatory Agents pharmacology
- Abstract
Soft corals are known to be prolific producers of a wide spectrum of biologically active cembranoids. One new cembranoid, sinularolide F ( 2 ), along with three known compounds, cembranolide ( 1 ), ( E , E , E )-6,10,14-trimethyl-3-methylene- cis -3α,4,5,8,9,12,13,15α-octahydrocyclo tetradeca[β]furan-2( 3H )-one ( 3 ), and denticulatolide ( 4 ), were isolated from the Bornean soft coral Sinularia sp. Compounds 2 and 4 showed potential anti-inflammatory activities against lipopolysaccharide-stimulated RAW 264.7 with IC
50 values less than 6.25 µg/mL and anticancer activity against HL60 cell lines. The compounds' mechanisms of action were investigated via the Western blot evaluation of their protein markers. These activities could be attributed to the presence of tertiary methyl at C-8 and the compounds' 3D configurations., Competing Interests: The authors declare no conflict of interest. The funding sponsors had no role in the design of the study; in the collection, analyses, or interpretation of data; in the writing of the manuscript, and in the decision to publish the results.- Published
- 2018
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16. Cubitanoids and Cembranoids from the Soft Coral Sinularia nanolobata.
- Author
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Chao CH, Wu CY, Huang CY, Wang HC, Dai CF, Wu YC, and Sheu JH
- Subjects
- Animals, Antineoplastic Agents isolation & purification, Diterpenes chemistry, Diterpenes isolation & purification, Drug Screening Assays, Antitumor, HT29 Cells, Humans, K562 Cells, Lipopolysaccharides metabolism, Mice, Molecular Structure, RAW 264.7 Cells, Anthozoa chemistry, Antineoplastic Agents chemistry, Antineoplastic Agents pharmacology, Diterpenes pharmacology, Nitric Oxide metabolism
- Abstract
Two new cubitanoids, nanoculones A and B (1 and 2), and three new cembranoids, nanolobols A-C (3-5), as well as six known compounds, calyculone I (6), sinulariuol A (7), sinulariols C, D, H, and J (8-11), were isolated from the soft coral Sinularia nanolobata, collected off the coast of the eastern region of Taiwan. Their structures were elucidated on the basis of extensive spectroscopic analysis. Cytotoxicity of compounds 1-11 was evaluated. The nitric oxide (NO) inhibitory activity of selected compounds was further measured by assay of lipopolysaccharide (LPS)-stimulated NO production in activated RAW264.7 cells. The results showed that none of 1-11 exhibited cytotoxicity against the tested cancer cell lines, whereas compound 8 was found to significantly reduce NO production.
- Published
- 2016
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17. Endoperoxy and hydroperoxy cadinane-type sesquiterpenoids from an Okinawan soft coral, Sinularia sp.
- Author
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Roy PK, Ashimine R, Miyazato H, Taira J, and Ueda K
- Subjects
- Animals, Anti-Bacterial Agents pharmacology, Anti-Inflammatory Agents pharmacology, Antineoplastic Agents pharmacology, Cell Survival drug effects, Dose-Response Relationship, Drug, Escherichia coli drug effects, HCT116 Cells, Humans, Inhibitory Concentration 50, Macrophages drug effects, Macrophages immunology, Mice, Molecular Structure, Nitric Oxide biosynthesis, Polycyclic Sesquiterpenes, Salmonella enterica drug effects, Sesquiterpenes pharmacology, Staphylococcus aureus drug effects, Anthozoa chemistry, Anti-Bacterial Agents isolation & purification, Anti-Inflammatory Agents isolation & purification, Antineoplastic Agents isolation & purification, Drug Discovery methods, Sesquiterpenes isolation & purification
- Abstract
Three cadinane-type sesquiterpenoids, endoperoxide (1) and hydroperoxides (2, 3) together with three known sesquiterpenoids (4-6) were isolated from an Okinawan soft coral, Sinularia species. Structures of these isolates were elucidated by spectroscopic analyses (NMR, IR and MS) and molecular modeling. In addition, the isolates 1-3 as new compounds were examined for biological activities, resulting that they have antibacterial activity and weak cytotoxicity against HCT116 cells as well as anti-inflammatory effect on LPS/IFN-γ-stimulated RAW 264.7 macrophage cells.
- Published
- 2016
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18. A great barrier reef Sinularia sp. yields two new cytotoxic diterpenes.
- Author
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Wright AD, Nielson JL, Tapiolas DM, Liptrot CH, and Motti CA
- Subjects
- Animals, Antineoplastic Agents chemistry, Antineoplastic Agents isolation & purification, Cell Line, Tumor, Coral Reefs, Diterpenes chemistry, Diterpenes isolation & purification, Humans, Magnetic Resonance Spectroscopy, Mass Spectrometry, Neoplasms pathology, Queensland, Anthozoa chemistry, Antineoplastic Agents pharmacology, Diterpenes pharmacology, Neoplasms drug therapy
- Abstract
The methanol extract of a Sinularia sp., collected from Bowden Reef, Queensland, Australia, yielded ten natural products. These included the new nitrogenous diterpene (4R*,5R*,9S*,10R*,11Z)-4-methoxy-9-((dimethylamino)-methyl)-12,15-epoxy-11(13)-en-decahydronaphthalen-16-ol (1), and the new lobane, (1R*,2R*,4S*,15E)-loba-8,10,13(14),15(16)-tetraen-17,18-diol-17-acetate (2). Also isolated were two known cembranes, sarcophytol-B and (1E,3E,7E)-11,12-epoxycembratrien-15-ol, and six known lobanes, loba-8,10,13(15)-triene-16,17,18-triol, 14,18-epoxyloba-8,10,13(15)-trien-17-ol, lobatrientriol, lobatrienolide, 14,17-epoxyloba-8,10,13(15)-trien-18-ol-18-acetate and (17R)-loba-8,10,13(15)-trien-17,18-diol. Structures of the new compounds were elucidated through interpretation of spectra obtained after extensive NMR and MS investigations and comparison with literature values. The tumour cell growth inhibition potential of 1 and 2 along with loba-8,10,13(15)-triene-16,17,18-triol, 14,17-epoxyloba-8,10,13(15)-trien-18-ol-18-acetate, lobatrienolide, (1E,3E,7E)-11,12-epoxycembratrien-15-ol and sarcophytol-B were assessed against three human tumour cell lines (SF-268, MCF-7 and H460). The lobanes and cembranes tested demonstrated 50% growth inhibition in the range 6.8-18.5 µM, with no selectivity, whilst 1 was less active (GI₅₀ 70-175 µM).
- Published
- 2012
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