660 results on '"p-Coumaric acid"'
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2. Biochemical composition of the pericarp cell wall of popcorn inbred lines with different popping expansion
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Clério Valentin Damasceno Junior, Samantha Godoy, Adriana Gonela, Carlos Alberto Scapim, Adriana Grandis, Wanderley D. dos Santos, Claudete Aparecida Mangolin, Marcos S. Buckeridge, and Maria de Fátima P.S. Machado
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MILHO ,Nutrition. Foods and food supply ,Cell wall ,Monosaccharides ,Ferulic acid ,TP368-456 ,Lignin ,Applied Microbiology and Biotechnology ,Food processing and manufacture ,P-coumaric acid ,Zea mays var. everta ,TX341-641 ,Research Article ,Food Science ,Biotechnology - Abstract
The popping expansion is a characteristic that is positively related with the quality of popcorn. A positive correlation between the volume of expansion and the thickness of the pericarp, and between the proportion of the opaque/shiny endosperm and the grain weight and volume, were postulated. However, there are no reports in the literature that address the importance of cell wall components in the popping expansion. Here, we investigate the biochemical composition of the pericarp cell walls of three inbred lines of popcorn with different popping expansion. Inbred lines GP12 (expansion volume >40 mL g−1), P11 (expansion volume 30 mL g−1) and P16 (expansion volume 14 mL g−1) were used for the analysis and quantification of monosaccharides by HPAEC-PAD, and ferulic and p-coumaric acids and lignin by HPLC. Our hypothesis is that the biochemical composition of the pericarp cell walls may be related to greater or lesser popping expansion. Our data suggest that the lignin content and composition contribute to popping expansion. The highest concentration of lignin (129.74 μg mg−1; 12.97%) was detected in the pericarp cell wall of the GP12 inbred line with extremely high popping expansion, and the lowest concentration (113.52 μg mg−1; 11.35%) was observed in the P16 inbred line with low popping expansion. These findings may contribute to indicating the quantitative trait locus for breeding programs and to developing other methods to improve the popping expansion of popcorn., Graphical abstract Image 1, Highlights • Biochemical composition of the pericarp cell wall was related to popcorn expansion. •Three lineages of popcorn with different expansion capacities were analyzed. •Monosaccharides, ferulic and p-coumaric acids and lignin were quantified. •Xylose was detected in the highest concentration in the three lineages of popcorn. •The lignin content and composition contributed to popcorn grain expansion capacity.
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- 2022
3. An Updated Review of Various Medicinal Applications of p-Co umaric Acid: From Antioxidative and Anti-Inflammatory Properties to Effects on Cell Cycle and Proliferation
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Leila Estakhr, Shohreh Zare Karizi, Hassan Askari, Nima Sanadgol, Sara Norouzi, Karim Daliri, Navid Nasiri, Mohammad Foad Abazari, Fatemeh Nejati, Peyman Piri, Davood Rabiei Faradonbeh, Mina Kohandani, and Hamed Haghi-Aminjan
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Coumaric Acids ,medicine.drug_class ,Anti-Inflammatory Agents ,Biology ,01 natural sciences ,Antioxidants ,Cinnamic acid ,p-Coumaric acid ,Anti-inflammatory ,chemistry.chemical_compound ,Drug Discovery ,medicine ,Animals ,Humans ,Beneficial effects ,Cell Proliferation ,Pharmacology ,chemistry.chemical_classification ,Traditional medicine ,010405 organic chemistry ,Cell Cycle ,food and beverages ,General Medicine ,Cell cycle ,Hydroxycinnamic acid ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,chemistry ,Molecular mechanism ,Edible plants - Abstract
P-Coumaric acid (p-CA) is a hydroxycinnamic acid, an organic compound that is a hydroxyl derivative of cinnamic acid. P-CA is the most abundant isomer in nature and can be found in a wide variety of edible plants such as fungi, peanuts, navy beans, tomatoes, carrots, basil, and garlic. Recently, the therapeutic properties of p-CA have received a great deal of attention from scientific society. Here, we described the medicinal effects of p-CA on various pathological conditions. This review was performed via evaluating PubMed reported studies from January 2010 to January 2020. Also, reference lists were checked to find additional studies. All intermediation or complementarity of animal models, case-control and cohort studies, in vitro studies, and controlled trials (CTs) on p-CA were acceptable. However plant extract studies without indication of main active substances were excluded due to the considerable diversities and heterogeneities. According to recent evidence regarding the beneficial effects of p-CA, numerous diseases such as nephropathies, cardiovascular diseases, neuroinflammatory diseases, liver diseases, cancers, and some metabolic disorders could potentially be controlled by this natural herb. Interestingly, autophagy is a novel molecular mechanism involved in the crosstalk between classic effects of p-CA and introduces alternative therapeutic pathways for this compound. Much work remains in clarifying the main therapeutic properties among the various p-CA effects; these will be the subject of forthcoming work, resulting in presenting further mechanism of action.
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- 2021
4. Whole-cell biocatalyst of recombinant tyrosine ammonia lyase with fusion protein and integrative chaperone in Escherichia coli for high-level p-Coumaric acid production
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Shih-I Tan, Chengfeng Xue, I-Son Ng, and Sefli Sri Wahyu Effendi
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Chemistry ,General Chemical Engineering ,General Chemistry ,medicine.disease_cause ,Fusion protein ,p-Coumaric acid ,law.invention ,chemistry.chemical_compound ,Biochemistry ,Biotransformation ,Biosynthesis ,law ,medicine ,Recombinant DNA ,Tyrosine ,Tyrosine ammonia-lyase ,Escherichia coli - Abstract
Background p-Coumaric acid (pCA) is an essential bioactive compound for nutraceutical and pharmaceutical purposes; however, high-level pCA biosynthesis via in vivo is challenging due to the complexity of pathways and genetic designs. Hence, to produce pCA in a one-step reaction, it is crucial to establish whole-cell (WC) biocatalyst of recombinant tyrosine ammonia lyase (EC 4.3.1.23) with high activity, stability, and robustness properties. Methods Three different tyrosine ammonia lyase (TAL) genes were cloned and overexpressed under T7 promoter in Escherichia coli BL21(DE3). First, a copy GroELS was integrated in E. coli chromosome using a phage attack approach while rare codons and fusion TrxA-tag were cloned in a plasmid with the best TAL (Rhodotorula toluroides; RtTAL) for pCA production. Further optimization was conducted to the effect of temperature, medium, inducer, and metal ions, as well as biotransformation parameters. Significant findings Optimal pCA biotransformation was first explored using recombinant RtTAL in a low-cost medium with glycerol and lactose. Integrating a single copy of GroELS in E. coli chromosome and inserting the TrxA-tag, p32a-RtTAL/BD::7G, exhibited markedly elevated specific enzymatic activity of 16.14 μM mg−1 min−1 and conversion up to 94.8%. Moreover, RtTAL showed a 50% increase in the presence Mn2+ metal ions, while the whole-cell biocatalyst converted tyrosine to high-level of pCA up to 2.1 g/L by summation of 5-repeated batch reaction.
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- 2021
5. P- coumaric acid prevents fructose induced dyslipedemia and hypertension
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Akef A Khowailed, Marwa Mohammed, and Ahmed Abdelhakam
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medicine.medical_specialty ,Antioxidant ,Adult male ,Chemistry ,General Chemical Engineering ,medicine.medical_treatment ,Fructose ,Plasma levels ,medicine.disease ,p-Coumaric acid ,chemistry.chemical_compound ,High-density lipoprotein ,Insulin resistance ,Blood pressure ,Endocrinology ,Internal medicine ,medicine - Abstract
In recent decades, rates of insulin resistance and hypertension increase dramatically due to many factors. One of them is excessive fructose consumption. P-coumaric acid has potent antioxidant and anti hyperglycemic properties. Aim of the work: In this study, we examined the ability of p-coumaric acid to prevent high fructose induced hypertension and the possible underlying mechanisms. Material and methods: 24 adult male albino rats were divided randomly into 3 groups; control group, fructose group received fructose 60% dissolved in water for 5 weeks and P-coumaric acid + fructose group received P-coumaric acid dissolved in carboxy methyl cellulose 100ml/kg/day orally for 2 weeks then fructose 60% dissolved in water for 5 weeks. For each rat, blood pressure was measured and a blood sample was taken by retro orbital method under ether anesthesia for measurement of plasma level of glucose,triglycerides (TG) and high density lipoprotein (HDL), then triglycerides glucose (TYG) index and atherogenic index were calculated. Results: Fructose group showed significant increases of blood pressure, plasma glucose, TG, TYG index and atherogenic index while showed a significant decrease of plasma HDL when compared to control group (p < 0.01). P-coumaric acid reversed these results. Conclusion: P-coumaric acid protects against hypertension induced by high fructose diet.
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- 2021
6. Effects of Hydroxycinnamates and Exogenous Yeast Assimilable Nitrogen on Cider Aroma and Fermentation Performance
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Jacob Lahne, Amanda C. Stewart, Amy Moore, Leah M. Hamilton, Haibo Huang, Sihui Ma, Paulette Cairns, Katherine Phetxumphou, Daniel L. Gallagher, and Kathryn C. Racine
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biology ,biology.organism_classification ,Applied Microbiology and Biotechnology ,p-Coumaric acid ,Ferulic acid ,chemistry.chemical_compound ,Chlorogenic acid ,chemistry ,White Wine ,Fermentation ,Cultivar ,Food science ,Aroma ,Food Science ,Biotechnology ,Yeast assimilable nitrogen - Abstract
Cider apple cultivars typically contain high concentrations of tannins (phenolic compounds) and/or acids. The phenolic content of some cider apples far exceeds that of white wine grapes, yet modern...
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- 2021
7. Cellular uptake of anthocyanins extracted from black soybean, grape, and purple sweet potato using INT-407 cells
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Yunkyung Sung, Jungil Hong, Dayeon Ryu, and Eun-Mi Koh
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Antioxidant ,medicine.medical_treatment ,Chemical structure ,fungi ,Cell ,food and beverages ,Applied Microbiology and Biotechnology ,In vitro ,p-Coumaric acid ,chemistry.chemical_compound ,medicine.anatomical_structure ,chemistry ,Anthocyanin ,medicine ,Composition (visual arts) ,Food science ,Sugar ,Research Article ,Food Science ,Biotechnology - Abstract
This study combined in vitro digestion and INT-407 cells to evaluate the bioaccessibility of anthocyanins in the small intestinal epithelial cells. Black soybean, grape, and purple sweet potato were chosen as they have a different anthocyanin composition. After the aqueous extract was digested under in vitro gastric and intestinal conditions, the digested mixture was incubated in the media of INT-407 for 2 h at 37 °C. Low proportion (
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- 2021
8. Ferulic Acid and P-Coumaric Acid Synergistically Attenuate Non-Alcoholic Fatty Liver Disease through HDAC1/PPARG-Mediated Free Fatty Acid Uptake
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Kaili Cui, Lichao Zhang, Xiaoqin La, Haili Wu, Ruipeng Yang, Hanqing Li, and Zhuoyu Li
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CD36 Antigens ,Organic Chemistry ,Polyphenols ,Histone Deacetylase 1 ,General Medicine ,Fatty Acids, Nonesterified ,Diet, High-Fat ,Lipid Metabolism ,Catalysis ,Computer Science Applications ,Inorganic Chemistry ,PPAR gamma ,Mice, Inbred C57BL ,Mice ,Liver ,Non-alcoholic Fatty Liver Disease ,Animals ,ferulic acid ,p-coumaric acid ,NAFLD ,free fatty acid uptake ,Physical and Theoretical Chemistry ,Molecular Biology ,Spectroscopy - Abstract
Non-alcoholic fatty liver disease (NAFLD) is the most common liver disease and has become a growing public health concern worldwide. Polyphenols may improve high-fat diet (HFD)-related NAFLD. Our previous study found that ferulic acid (FA) and p-coumaric acid (p-CA) were the polyphenols with the highest content in foxtail millet. In this study, we investigated the mechanism underlying the impact of ferulic acid and p-coumaric acid (FA/p-CA) on non-alcoholic fatty liver (NAFLD). The association of FA and p-CA with fatty liver was first analyzed by network pharmacology. Synergistic ameliorating of NAFLD by FA and p-CA was verified in oleic acid (OA) and palmitic acid (PA) (FFA)-treated hepatocytes. Meanwhile, FA/p-CA suppressed final body weight and TG content and improved liver dysfunction in HFD-induced NAFLD mice. Mechanistically, our data indicated that FA and p-CA bind to histone deacetylase 1 (HDAC1) to inhibit its expression. The results showed that peroxisome proliferator activated receptor gamma (PPARG), which is positively related to HDAC1, was inhibited by FA/p-CA, and further suppressed fatty acid binding protein (FABP) and fatty acid translocase (CD36). It suggests that FA/p-CA ameliorate NAFLD by inhibiting free fatty acid uptake via the HDAC1/PPARG axis, which may provide potential dietary supplements and drugs for prevention of NAFLD.
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- 2022
9. Inhibiting effect of p-Coumaric acid on U87MG human glioblastoma cell growth
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Maria Antonietta Oliva, Rossella Rotondo, Sabrina Staffieri, Salvatore Castaldo, Massimo Sanchez, and Antonietta Arcella
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Pharmacology ,chemistry.chemical_classification ,Glioblastoma cell ,Hydroxycinnamic acid ,medicine.disease ,p-Coumaric acid ,chemistry.chemical_compound ,Infectious Diseases ,Oncology ,chemistry ,Biochemistry ,Cell culture ,Glioma ,medicine ,Pharmacology (medical) ,Derivative (chemistry) - Abstract
p-Coumaric acid (pCA) is a hydroxycinnamic acid derivative commonly found in many natural products that has been extensively studied for its anticancer activity in multiple cell lines. In this repo...
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- 2021
10. Efficacy of P-Coumaric acid and Ellagic acid added to preservation solutions in transplantation
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Mehmet Gül, Ertan Bulbuloglu, Aykut Urfalioğlu, Fatma Inanç Tolun, Fatih Mehmet Yazar, Ömer Faruk Boran, Hasan Dağli, Abdulkadir Yasir Bahar, and BÜLBÜLOĞLU, ERTAN
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Transplantation ,chemistry.chemical_compound ,Health Care Sciences and Services ,Chemistry ,General Engineering ,Preservation solutions ,karaciğer nakli,koruma solüsyonları,histidin-triptofan-ketoglutarat,Wisconsin Üniversitesi solüsyonu,antioksidan,ellagik asit,p-kumarik asit ,Food science ,Sağlık Bilimleri ve Hizmetleri ,YAZAR F. M. , URFALIOĞLU A., BORAN Ö. F. , BAHAR A., DAĞLI H., GÜL M., İNANÇ TOLUN F., BULBULOGLU E., -Efficacy of P-Coumaric acid and Ellagic acid added to preservation solutions in transplantation-, Kahramanmaraş Sütçü İmam Üniversitesi Tıp Fakültesi Dergisi, 2021 ,p-Coumaric acid ,liver transplantation,preservation solution,antioxidant,histidine-tryptophan-ketoglutarate,P-coumaric acid,ellagic acid,solution of university of Wisconsin ,Ellagic acid - Abstract
OBJECTIVE: In this study, it was aimed to evaluate the protective efficacy of the University of Wisconsin (UW) and histidine-tryptophan-ketoglutarate (HTK) preservation solutions enriched with P-coumaric acid and ellagic acid.MATERIAL AND METHODThirty-six Wistar albino male rats were divided into equal 6ng groups: (Group 1) UW; (Group 2) UW + P-coumaric; (Group 3) UW + Elagic; (Group 4) HTK ;. (Group 5) HTK + P-Coumaric; (Group 6) HTK + Elagic. After the liver perfusion was performed, samples were taken from the liver tissue and perfusion fluid at 0, 6 and 12 hours. At the sixth hour, liver biopsies were performed for histopathological and electron microscopic examination.RESULTSIn groups enriched with p-coumaric acid (group 2 and group 5), antioxidant enzyme activities, which were higher than the control groups, were decreased at the 0th hour and the difference disappeared at the 6th and 12th hour. In the groups enriched with Ellagic acid, the highest antioxidant enzyme activity was in group 6, when the groups were evaluated in terms of cytokine activity, which are inflammatory parameters, the group with the highest anti-inflammatory cytokines IL4 and IL10 was found to be in group 6, and in group 3, the results were found with group 6. it was found to be similar. In group 2 and group 5, although the results were lower than the control group, the difference was not significant (P> 0.05). It was observed that the results in group 6, in which the lowest values in terms of inflammatory cytokines TNF-α, IL1 and IL6 were in group 3, were higher than in group 3, but significantly lower than the control group, especially in terms of IL6 values (P, AMAÇ: Bu çalışmada, P-kumarik asit ve ellagik asit ile zenginleştirilmiş Wisconsin Üniversitesi (UW) ve histidin-triptofan-ketoglutarat (HTK) koruma solüsyonlarının koruyucu etkinliğininin değerlendirilmesi amaçlanmıştır.MATERYAL ve METOD: Otuz altı Wistar albino erkek sıçan eşit 6ngruba ayrıldı: (Grup 1) UW; (Grup 2) UW + P-coumaric; (Grup 3) UW+Elagic; (Grup 4) HTK;. (Grup 5) HTK + P-Coumaric; (Grup 6) HTK + Elagic. Karaciğer perfüzyonu yapıldıktan sonra 0, 6 ve 12. saatte karaciğer dokusundan ve perfüzyon sıvısından örnekler alındı. Altıncı saatte histopatolojik ve elektron mikroskopik inceleme için KC biyopsileri yapıldı.BULGULAR: P-coumaric asit ile zenginleştirilmiş gruplarda (grup 2 ve grup5) 0. saatte kontrol gruplarına göre yüksek olan antioksidan enzim aktivitelerinin azaldığı ve 6 ve 12. saatte farkın ortadan kalktığı görüldü. Ellagic asit ile zenginleştirilen gruplarda ise en yüksek en yüksek antioksidan enzim aktivitesinin grup 6’da olduğu, gruplar inflamatuar parametreler olan sitokin aktivitesi açısından değerlendirildiğinde antiinflamatuar sitokinler olan IL4 ve IL10 değerinin en yüksek olduğu grubun grup 6 olduğu, grup 3 de de sonuçların grup 6 ile benzer olduğu görüldü. Grup 2 ve grup 5’de ise sonuçların kontrol grubuna göre düşük olmasına rağmen farkın anlamlı olmadığı tespit edildi (P>0.05). İnflamatuar sitokinler olan TNF- α, IL1 ve IL6 açısından en düşük değerlerin grup 3’de olduğu grup 6 daki sonuçların ise grup 3’e göre yüksek olmakla birlikte özellikle IL6 değerleri açısından kontrol grubuna göre anlamlı oranda düşük olduğu görüldü (P
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- 2021
11. Effects of p-coumaric acid on the structure and abundance of soil Pseudomonas spp. community
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Y.Y. Xing, J.F. Li, L.Y. Ran, J.Y. Zhang, and X.G. Zhou
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chemistry.chemical_compound ,chemistry ,Abundance (ecology) ,Pseudomonas ,Botany ,Plant Science ,Biology ,biology.organism_classification ,Agronomy and Crop Science ,Allelopathy ,p-Coumaric acid - Published
- 2021
12. Differential Effects of p-Coumaric Acid in relieving Doxorubicin induced Cardiotoxicity in Solid Tumour Bearing and Non-tumor Bearing Mice
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Sunitha Mary Chacko, Kottayath Govindan Nevin, and Radhakrishnan Dhanyakrishnan
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Pharmacology ,Solid tumour ,Cardiotoxicity ,Non tumor bearing ,Bearing (mechanical) ,010405 organic chemistry ,Chemistry ,Plant Science ,Toxicology ,01 natural sciences ,Agricultural and Biological Sciences (miscellaneous) ,Differential effects ,p-Coumaric acid ,0104 chemical sciences ,law.invention ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,Complementary and alternative medicine ,law ,Drug Discovery ,polycyclic compounds ,medicine ,Cancer research ,Doxorubicin ,medicine.drug - Abstract
The cardioprotective potential of p-coumaric acid (pCA) against Doxorubicin (Dox)-mediated cardiotoxicity in normal animals has been previously documented. The present study sought to examine the e...
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- 2021
13. Effects of Three Different Brazilian Green Propolis Extract Formulations on Pro- and Anti-Inflammatory Cytokine Secretion by Macrophages
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Luana Gonçalves Zamarrenho, Mikhael Haruo Fernandes de Lima, Juliana Issa Hori, Jéssica Aparecida Lima, Sérgio Ricardo Ambrósio, Jairo Kenupp Bastos, David De Jong, and Andresa Aparecida Berretta
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Fluid Flow and Transfer Processes ,Process Chemistry and Technology ,General Engineering ,EPP-AF® ,microencapsulated extract ,caffeic acid ,p-coumaric acid ,artepillin C ,baccharin ,anti-inflammatory ,IL-6 ,IL-10 ,TNF-α ,General Materials Science ,Instrumentation ,Computer Science Applications - Abstract
Propolis is known for its immunomodulatory properties. We investigated the effects of three recently developed propolis extract formulations: polar propolis fraction (PPF), soluble propolis dry extract (PSDE), and microencapsulated propolis extract (MPE), and some of their components, on pro- and anti-inflammatory cytokine production in a macrophage model. Bone marrow cell-derived macrophages (BMDM) in cell culture were E. coli lipopolysaccharide (500 ng/mL) stimulated for two hours and subsequently incubated for 20 hours with one of the three propolis extract formulations (1, 10, 25, 50, 100 and 300 µg/mL) or with isolated propolis components (caffeic acid, p-coumaric acid, artepillin C, or baccharin) (10, 25, 50 and 100 µg/mL) to determine how they affected secretion of the pro-inflammatory cytokines IL-6 and TNF-α, and the anti-inflammatory cytokine, IL-10. PPF increased IL-6 and IL-10 levels. PSDE increased IL-6 and IL-10 at lower concentrations, while at higher concentrations it increased TNF-α and decreased IL-10. MPE increased IL-10. Caffeic acid and PPF increased both IL-6 and IL-10. Artepillin C and PSDE decreased IL-10. Baccharin and MPE increased IL-10. Baccharin also decreased IL-6. p-coumaric acid did not affect secretion of these cytokines. Pro- and anti-inflammatory cytokine production by the different propolis extracts differed; however, all three propolis extract formulations have potential as immunomodulatory agents in food supplement and pharmaceutical products.
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- 2023
14. Extraction of Antioxidant Compounds from Brazilian Green Propolis Using Ultrasound-Assisted Associated with Low- and High-Pressure Extraction Methods
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Thiago Dantas Teixeira, Bruna Aparecida Souza Machado, Gabriele de Abreu Barreto, Jeancarlo Pereira dos Anjos, Ingrid Lessa Leal, Renata Quartieri Nascimento, Katharine Valéria Saraiva Hodel, and Marcelo Andrés Umsza-Guez
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PCA ,alcoholic extraction ,rutin ,Organic Chemistry ,Pharmaceutical Science ,p-coumaric acid ,antioxidant capacity ,formononetin ,Analytical Chemistry ,Chemistry (miscellaneous) ,Drug Discovery ,Molecular Medicine ,Physical and Theoretical Chemistry ,supercritical extraction - Abstract
The demand for bee products has been growing, especially regarding their application in complementary medicine. Apis mellifera bees using Baccharis dracunculifolia D.C. (Asteraceae) as substrate produce green propolis. Among the examples of bioactivity of this matrix are antioxidant, antimicrobial, and antiviral actions. This work aimed to verify the impact of the experimental conditions applied in low- and high-pressure extractions of green propolis, using sonication (60 kHz) as pretreatment to determine the antioxidant profile in the extracts. Total flavonoid content (18.82 ± 1.15–50.47 ± 0.77 mgQE·g−1), total phenolic compounds (194.12 ± 3.40–439.05 ± 0.90 mgGAE·g−1) and antioxidant capacity by DPPH (33.86 ± 1.99–201.29 ± 0.31 µg·mL−1) of the twelve green propolis extracts were determined. By means of HPLC-DAD, it was possible to quantify nine of the fifteen compounds analyzed. The results highlighted formononetin (4.76 ± 0.16–14.80 ± 0.02 mg·g−1) and p-coumaric acid (
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- 2023
15. Anti-fungal activity of phenolic sweet orange peel extract for controlling fungi responsible for post-harvest fruit decay
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Alberto Martín, Ana Isabel Galván, Santiago Ruiz-Moyano, Manuel Joaquín Serradilla, Francisco Pérez Nevado, Alejandro Hernández, María de Guía Córdoba, Almudena V. Merchán, and Emilio Aranda
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0106 biological sciences ,Orange (colour) ,01 natural sciences ,Alternaria alternata ,p-Coumaric acid ,Ferulic acid ,03 medical and health sciences ,chemistry.chemical_compound ,Ascomycota ,Genetics ,Food science ,Naringin ,Ecology, Evolution, Behavior and Systematics ,030304 developmental biology ,Botrytis cinerea ,0303 health sciences ,Phenol ,biology ,Plant Extracts ,Fungi ,Alternaria ,biology.organism_classification ,Infectious Diseases ,chemistry ,Monilinia fructicola ,Polyphenol ,Fruit ,Food Microbiology ,Botrytis ,Citrus sinensis ,010606 plant biology & botany - Abstract
There is a growing interest in finding safe and natural anti-microbial compounds as a valid alternative to conventional chemical treatments for managing post-harvest fruit diseases. This study investigated the anti-fungal capacity of orange peel polyphenolic extract (OPE) against three relevant post-harvest fungal pathogens, Monilinia fructicola, Botrytis cinerea and Alternaria alternata. OPE extract at 1.5 g/L inhibited (100%) the mycelial growth and conidial germination of the three target fungi. At lower concentration, the effect varied, depending on the dose applied and target fungi. When the anti-fungal activity of the main phenolic compounds in sweet orange peel, namely, the flavonoids (naringin, hesperidin and neohesperidin) and phenolic acids (ferulic and p-coumaric), were evaluated, ferulic acid and p-coumaric acid displayed significantly higher inhibitory capacity in synthetic medium, while the activity of flavonoids was limited. Synergism between compounds was not detected, and the inhibitory activity of OPE may be attributed to an additive effect of phenolic acids. Interestingly, in peach-based medium, ferulic acid remained active against M. fructicola and A. alternata and was more efficient than p-coumaric to control B. cinerea. These results highlight peel orange waste as an excellent source of anti-fungal compounds, suggesting the possibility of using ferulic acid or ferulic acid-rich extracts, either alone or in combination with other post-harvest treatment, as a natural alternative to reduce post-harvest losses and, also, enhance the shelf-life of fruit.
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- 2021
16. Effects of dietary p ‐coumaric acid on the growth performance, digestive enzyme activity, humoral immunity and immune‐related gene expression in common carp, Cyprinus carpio
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Mehdi Ahmadifar, Ehsan Ahmadifar, Mohsen Shahriari Moghadam, Mahmoud A.O. Dawood, Naser Kalhor, and Morteza Yousefi
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Aquatic Science ,Biology ,biology.organism_classification ,Immune related genes ,p-Coumaric acid ,Cyprinus ,Microbiology ,chemistry.chemical_compound ,Common carp ,Immune system ,chemistry ,Humoral immunity ,Digestive enzyme ,biology.protein - Published
- 2021
17. Somatic embryogenesis in Leptadenia reticulata (Retz.) Wight and Arn along with assessment of shoot and callus cultures for HPTLC fingerprint and quantification of p-coumaric acid
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Neeta Shrivastava, Ashutosh R. Pathak, Swati R. Patel, Sonal Sharma, and Aruna G. Joshi
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0106 biological sciences ,chemistry.chemical_classification ,Somatic embryogenesis ,fungi ,food and beverages ,Horticulture ,Biology ,01 natural sciences ,p-Coumaric acid ,chemistry.chemical_compound ,chemistry ,Auxin ,Callus ,Shoot ,Kinetin ,Gibberellic acid ,010606 plant biology & botany ,Explant culture - Abstract
Leptadenia reticulata (Retz.) Wight and Arn is an important medicinal plant of Asclepiadaceae family. In the present study regeneration was attempted using leaf and nodal explants in Murashige and Skoog’s (MS) medium fortified with sucrose (3%) and different cytokinins like 6-benzyladenine (BA), kinetin (Kn) and adenine sulphate (AdSO4) in 5–20 µM concentration range and auxins like indole-3-acetic acid (IAA), 1-naphthaleneacetic acid (NAA), 2,4-dichlorophenoxyacetic acid (2,4-D) in 0.1–1.0 µM concentration range. Through leaf explants total 21.70 ± 2.06 somatic embryos were recorded in 100% cultures in BA (15 µM) with AdSO4 (15 µM). Further these embryos were transferred to static medium augmented with gibberellic acid (GA3, 1 µM) facilitated development of plantlets within 8 weeks. Inoculating nodal explants in BA (10 µM) with AdSO4 (10 µM) formed total 5.10 ± 0.33 shoots (100% response). Callus and shoot cultures derived through leaf and nodal explants respectively were further qualitatively and quantitatively analyzed for their biosynthetic potential. High-performance thin layer chromatography (HPTLC) fingerprints of the samples confirmed that the in vitro shoots showed almost similar banding patterns in comparison with in vivo shoots in terms of number of peaks and band on TLC plate, whereas in callus samples the banding pattern was differed. Further quantification of p-coumaric acid revealed that in in vivo and in vitro shoots it was in LOD (10 µg) range but out of LOQ (100 µg). Whereas it was quantified 78.08 ± 2.20 mg g−1 of dry weight (DW) in 6 weeks old callus cultures obtained from BA (20 µM) + NAA (0.5 µM) fortified medium, which indicate that it can become a chemical marker for L. reticulata. This protocol can be utilized for true-to-type plant regeneration as well as conservation of this threatened medicinal plant. Chemical fingerprint can be utilized for authentication of L. reticulata and callus cultures as an alternative source to wild plants for production of p-coumaric acid. SEs were efficiently developed in L. reticulata. In vitro cultures were able to synthesize metabolites but callus is prominent source for p-coumaric acid. Hence it can be alternative to wild plants.
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- 2021
18. Computationally designed p-coumaric acid analogs: searching for neuroprotective antioxidants
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Annia Galano, Nino Russo, Miguel Reina, Isabella Romeo, Eduardo Gabriel Guzman-Lopez, and Tiziana Marino
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Antioxidant ,010405 organic chemistry ,Chemistry ,medicine.medical_treatment ,General Chemistry ,010402 general chemistry ,01 natural sciences ,Combinatorial chemistry ,Bond-dissociation energy ,Neuroprotection ,Catalysis ,p-Coumaric acid ,0104 chemical sciences ,chemistry.chemical_compound ,Electron transfer ,Materials Chemistry ,medicine ,Molecule ,Reactivity (chemistry) - Abstract
p-Coumaric acid is a ubiquitous molecule, widely distributed in the vegetal kingdom and often found in the human diet. A systematic, rational search for new p-coumaric acid derivatives was performed using a computer-assisted protocol based on chemical properties. A total of 156 derivatives were generated by adding functional groups to the initial structure and employing a selection score (SS) developed for that purpose. A reduced subset of 10 p-coumaric acid derivatives was selected, which have the best drug-like behavior and lower toxicity. Reactivity indexes, pKa values, and bond dissociation energies were computed to estimate the antioxidant capability. According to the obtained results, three p-coumaric acid derivatives have been classified as the most promising candidates to act as chemical antioxidants. These derivatives are predicted to be better for that purpose than p-coumaric acid itself, through the electron transfer and/or H transfer mechanisms. In addition, they may act as new scaffolds of non-nitrocatechol inhibitors against COMT for the treatment of Parkinson's disease without the side effects of the known inhibitors. The presented results are expected to encourage additional inquiries on these molecules, using both theoretical and experimental approaches.
- Published
- 2021
19. Peanut sprout rich in p-coumaric acid ameliorates obesity and lipopolysaccharide-induced inflammation and the inhibition of browning in adipocytes via mitochondrial activation
- Author
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Yunkyoung Lee, Guiguo Zhang, Inhae Kang, Tien Thi My Truong, Seok Hee Seo, Sang-Mi Jo, Myoungsook Lee, and Dong-Shin Kim
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0301 basic medicine ,medicine.medical_specialty ,Lipopolysaccharide ,Triglyceride ,Adipose tissue ,Inflammation ,General Medicine ,p-Coumaric acid ,03 medical and health sciences ,chemistry.chemical_compound ,030104 developmental biology ,0302 clinical medicine ,Endocrinology ,chemistry ,030220 oncology & carcinogenesis ,Internal medicine ,Adipocyte ,Browning ,medicine ,medicine.symptom ,Beta oxidation ,Food Science - Abstract
Obesity is accompanied by adipose tissue inflammation that subsequently reduces thermogenic potential in brown and beige (brown-like) adipocytes. We previously reported that peanut sprout (PS) inhibited triglyceride accumulation via fatty acid oxidation in adipocytes. However, it is unknown whether PS reverses diet-induced obesity/inflammation and protects against the inflammation-induced inhibition of browning. To investigate this, C57BL/6 male mice, as an in vivo model, were randomly assigned to three different diets and fed for 8 weeks: (i) low-fat diet (LF, 11% kcal from fat), (ii) high-fat diet (HF, 61% kcal from fat), or (iii) HF diet with PS (4% PS in diet, HF + PS). As an in vitro model, lipopolysaccharides (LPS)-induced macrophages and 3T3-L1 adipocytes in the absence (white adipocytes) or presence of dibutyryl-cAMP (Bt-cAMP, beige adipocytes) were used. The supplementation of PS improved HF-diet-mediated body weight gain, dyslipidemia, and hyperglycemia as compared to the HF group. Although there was a marginal impact on visceral hypertrophy, PS reversed the adipocyte inflammation. In parallel, LPS-mediated induction of inflammation was impeded by PS extract (PSE) in macrophages and adipocytes. PSE also protected against LPS-induced suppression of adipocyte browning in Bt-cAMP-treated adipocytes with mitochondrial activation. The phenolic acid analysis showed that among the constituent of PSE, p-coumaric acid (PCA) was identified as a polyphenol that showed a similar effect to PSE. PCA treatment was also able to maintain a higher temperature than the control group upon cold exposure. Taken together, PCA-enriched PS attenuated HF-diet-induced obesity and protected against LPS-induced inflammation and the inhibition of browning via mitochondrial activation.
- Published
- 2021
20. Tyrosinase inhibition by p ‐coumaric acid ethyl ester identified from camellia pollen
- Author
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Du Xiping, Zedong Jiang, Feng Chen, Sun Xu, Hui Ni, Lijun Li, Yuchen Cai, and Yuanfan Yang
- Subjects
Conformational change ,inhibition ,molecular docking ,tyrosinase ,p‐coumaric acid ethyl ester ,camellia pollen ,Tyrosinase ,lcsh:TX341-641 ,01 natural sciences ,p-Coumaric acid ,Fluorescence spectroscopy ,03 medical and health sciences ,chemistry.chemical_compound ,Countercurrent chromatography ,Original Research ,030304 developmental biology ,chemistry.chemical_classification ,0303 health sciences ,Chromatography ,010405 organic chemistry ,Arbutin ,0104 chemical sciences ,Solvent ,Enzyme ,chemistry ,lcsh:Nutrition. Foods and food supply ,Food Science - Abstract
A tyrosinase inhibitor was separated from camellia pollen with the aid of solvent fraction, macroporous adsorptive resin chromatography, and high‐speed countercurrent chromatography. The inhibitor was identified to be p‐coumaric acid ethyl ester (p‐CAEE) by nuclear magnetic resonance and mass spectrum. Its inhibitory activity (IC50 = 4.89 μg/ml) was about 10‐fold stronger than arbutin (IC50 = 51.54 μg/ml). The p‐CAEE inhibited tyrosinase in a noncompetitive model with the K I and K m of 1.83 μg/ml and 0.52 mM, respectively. Fluorescence spectroscopy analysis showed the p‐CAEE quenched an intrinsic fluorescence tyrosinase. UV‐Vis spectroscopy analysis showed the p‐CAEE did not interact with copper ions of the enzyme. Docking simulation implied the p‐CAEE induced a conformational change in the catalytic region and thus changed binding forces of L‐tyrosine. Our findings suggest that p‐CAEE plays an important role in inhibiting tyrosinase and provides a reference for developing pharmaceutical, cosmetic, and fruit preservation products using pollen., p‐Coumaric acid ethyl ester was first found in camellia pollen. The inhibition is reversible and dose‐dependent. p‐Coumaric acid ethyl ester altered the structure of tyrosinase. p‐Coumaric acid ethyl ester and pollen had potential applications for pharmaceutical, cosmetic, and fruit preservation. p‐Coumaric acid ethyl ester (p‐CAEE) can inhibit the activity of tyrosinase in a noncompetitive manner and can cause the transformation of tyrosinase.
- Published
- 2020
21. P-Coumaric Acid Reverses Depression-Like Behavior and Memory Deficit Via Inhibiting AGE-RAGE-Mediated Neuroinflammation
- Author
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Xu-Dong Yu, Dan Zhang, Chu-Li Xiao, Yu Zhou, Xing Li, Le Wang, Zhiming He, James Reilly, Zhi-Yong Xiao, and Xinhua Shu
- Subjects
Glycation End Products, Advanced ,Inflammation ,depression ,p-coumaric acid ,inflammation ,AGE-RAGE signaling pathway ,network pharmacology ,Memory Disorders ,Mice ,Coumaric Acids ,Depression ,Tumor Necrosis Factor-alpha ,Neuroinflammatory Diseases ,Receptor for Advanced Glycation End Products ,Animals ,Humans ,General Medicine - Abstract
Depression, a mood disorder, affects one in fifteen adults, has multiple risk factors and is associated with complicated underlying pathological mechanisms. P-coumaric acid (p-CA), a phenolic acid, is widely distributed in vegetables, fruits and mushrooms. P-CA has demonstrated a protective role against oxidative stress and inflammation in various diseases, including cardiovascular disease, diabetes and cancer. In the current study, we investigated the protection of p-CA against depression and memory impairment in a corticosterone (CORT)-induced chronic depressive mouse model. CORT administration resulted in depression-like behaviors and memory impairment. P-CA treatment alleviated CORT-induced depression-related behaviors and memory impairment. Network pharmacology predicted that p-CA had multiple targets and mediated various signaling pathways, of which inflammation-associated targets and signaling pathways are predominant. Western blotting showed CORT-induced activation of the advanced glycation end product (AGE)-receptor of AGE (RAGE) (AGE-RAGE) signaling and increased expression of the proinflammatory cytokines interleukin-1 beta (IL-1β) and tumor necrosis factor-alpha (TNFα) in the hippocampus, while p-CA treatment inactivated AGE-RAGE signaling and decreased the levels of IL-1β and TNFα, suggesting that protection against depression and memory impairment by p-CA is mediated by the inhibition of inflammation, mainly via the AGE-RAGE signaling pathway. Our data suggest that p-CA treatment will benefit patients with depression.
- Published
- 2022
22. Production of p-Coumaric Acid from Corn GVL-Lignin
- Author
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Ali Hussain Motagamwala, Vitaliy I. Timokhin, Matthew R. Regner, Canan Sener, James A. Dumesic, John Ralph, and Steven D. Karlen
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Renewable Energy, Sustainability and the Environment ,Chemistry ,General Chemical Engineering ,food and beverages ,Biomass ,02 engineering and technology ,General Chemistry ,Fractionation ,010402 general chemistry ,021001 nanoscience & nanotechnology ,Biorefinery ,complex mixtures ,01 natural sciences ,p-Coumaric acid ,0104 chemical sciences ,Hydrolysis ,chemistry.chemical_compound ,Corn stover ,Environmental Chemistry ,Lignin ,Food science ,0210 nano-technology ,Saponification - Abstract
Following biomass fractionation of corn stover using γ-valerolactone (GVL) pretreatment, the resulting lignin stream was subjected to base hydrolysis reactions to achieve the isolation of p-coumari...
- Published
- 2020
23. Engineering the oleaginous yeast Yarrowia lipolytica for high-level resveratrol production
- Author
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Suresh Sudarsan, Eko Roy Marella, Guokun Wang, Irina Borodina, Javier Sáez-Sáez, and Marc Cernuda Pastor
- Subjects
0106 biological sciences ,Muconic acid ,p-coumaric acid ,Yarrowia ,Heterologous ,Shikimic Acid ,Bioengineering ,Secondary metabolite ,Resveratrol ,01 natural sciences ,Applied Microbiology and Biotechnology ,Article ,03 medical and health sciences ,chemistry.chemical_compound ,Bioreactors ,010608 biotechnology ,medicine ,Phenylpropanoids ,Shikimate pathway ,030304 developmental biology ,0303 health sciences ,biology ,biology.organism_classification ,Yeast ,Metabolic Engineering ,chemistry ,Biochemistry ,Aromatics ,Salicylic acid ,Biotechnology ,medicine.drug - Abstract
Resveratrol is a plant secondary metabolite with multiple health-beneficial properties. Microbial production of resveratrol in model microorganisms requires extensive engineering to reach commercially viable levels. Here, we explored the potential of the non-conventional yeast Yarrowia lipolytica to produce resveratrol and several other shikimate pathway-derived metabolites (p-coumaric acid, cis,cis-muconic acid, and salicylic acid). The Y. lipolytica strain expressing a heterologous pathway produced 52.1 ± 1.2 mg/L resveratrol in a small-scale cultivation. The titer increased to 409.0 ± 1.2 mg/L when the strain was further engineered with feedback-insensitive alleles of the key genes in the shikimate pathway and with five additional copies of the heterologous biosynthetic genes. In controlled fed-batch bioreactor, the strain produced 12.4 ± 0.3 g/L resveratrol, the highest reported titer to date for de novo resveratrol production, with a yield on glucose of 54.4 ± 1.6 mg/g and a productivity of 0.14 ± 0.01 g/L/h. The study showed that Y. lipolytica is an attractive host organism for the production of resveratrol and possibly other shikimate-pathway derived metabolites., Highlights • Oleaginous yeast Y. lipolytica was engineered for production of aromatic compounds. • High resveratrol production required increased activities of Aro4p and Aro7p. • Multiple integration of resveratrol biosynthetic genes improved production. • Fed-batch fermentation enabled de novo production of 12.4 g/L resveratrol.
- Published
- 2020
24. The blood and mRNA levels of antioxidant-related factors in common carp (Cyprinus carpio) fed p-Coumaric acid
- Author
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Mehdi Ahmadifar, Naser Kalhor, Morteza Yousefi, Ehsan Ahmadifar, Mahmoud A.O. Dawood, and Mohsen Shahriari Moghadam
- Subjects
Fish Proteins ,Carps ,Antioxidant ,Coumaric Acids ,Physiology ,medicine.drug_class ,medicine.medical_treatment ,Antibiotics ,Aquatic Science ,Biology ,Biochemistry ,p-Coumaric acid ,Cyprinus ,chemistry.chemical_compound ,Common carp ,Basal (phylogenetics) ,medicine ,Animals ,RNA, Messenger ,Food science ,Intestinal Mucosa ,Glutathione Transferase ,Related factors ,General Medicine ,biology.organism_classification ,Diet ,Up-Regulation ,Liver ,chemistry ,Mrna level ,Dietary Supplements ,Oxidoreductases - Abstract
The natural antioxidants are well known for their antioxidative activity without side effects when compared to antibiotics. Hence, the present study aimed at evaluating p-Coumaric acid as an antioxidant additive on the blood and mRNA levels of antioxidant-related factors in common carp (Cyprinus carpio). Fish fed the basal diet supplemented with p-Coumaric at 0, 0.5, 1, and 1.5 g/kg for 56 days, then the serum, intestine, and liver samples were collected. The growth performance of fish fed with CA showed significantly (P0.05) improved FW, WG, and SGR compared to those of the control one. However, the feed conversion ratio was significantly (P0.05) reduced in fish fed 1 and 1.5 g/kg diet levels. SOD was not significantly differed among the groups fed with varied p-Coumaric acid (P0.05). Serum GPX and TAC were enhanced considerably by p-Coumaric acid regarding the control with the highest being in fish fed 1.5 g/kg diet (P0.05). Serum CAT was more elevated in fish provided p-Coumaric acid at 1 or 1.5 g/kg than the control while fish fed 0.5 g/kg did not display significant changes. MDA level significantly decreased by all p-Coumaric acid groups compared to the control one, and the lowest level was observed in 1.5 g/kg (P0.05). The mRNA level of CAT was significantly upregulated in the liver by p-Coumaric acid at 1 or 1.5 g/kg (P0.05), while the intestine CAT did not influence by p-Coumaric acid (P0.05). The measured SOD in the liver and intestine samples revealed no changes in common carp fed p-Coumaric acid (P0.05). GPX was significantly upregulated in the intestine by p-Coumaric acid at 1 or 1.5 g/kg (P0.05), whereas the liver GPX was upregulated by p-Coumaric acid at 1.5 g/kg. The mRNA level of the GST gene in the intestine of common carp was upregulated by p-Coumaric acid at 1.5 g/kg, whereas the liver displayed upregulated GST in fish fed 1 g/kg diet. The present study approved the application of p-Coumaric acid as a natural antioxidant for friendly, sustainable aquaculture.
- Published
- 2020
25. Variation in Lignin, Cell Wall-Bound p-Coumaric, and Ferulic Acid in the Nodes and Internodes of Cereals and Their Impact on Lodging
- Author
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D. Jo Heuschele, George Amponsah Annor, and Kevin P. Smith
- Subjects
0106 biological sciences ,010401 analytical chemistry ,food and beverages ,General Chemistry ,Biology ,01 natural sciences ,p-Coumaric acid ,0104 chemical sciences ,Cell wall ,Ferulic acid ,chemistry.chemical_compound ,Horticulture ,chemistry ,Stalk ,Lignin ,General Agricultural and Biological Sciences ,010606 plant biology & botany ,Plant stem - Abstract
Understanding the contribution of stem cell wall components to lodging is important in developing breeding programs aimed at reducing lodging in cereal crops. This study is one of the first to investigate the correlation between the amounts of cell wall-bound ferulic acid, p-coumaric acid, and lignin in the nodes and internodes of cereals (oat, wheat, and barley) and their lodging susceptibility during grain fill. All samples, except two-row barley, were susceptible to lodging and expressed a significantly lower stalk strength. Lignin and phenolic contents between nodes and internodes of all samples were significantly different, with internodes having higher amounts (5.5-7.0 and 10.9-16.2 μg/g p-coumaric acid, and 2.5-3.2 and 3.9-7.1 μg/g ferulic acid in nodes and internodes, respectively). The acid-soluble lignin content was different between nodes and internodes but not between crops. This data set did not correlate with lodging classification, possibly due to sample size and type.
- Published
- 2020
26. Exogenously applied ferulic acid and p-coumaric acid differentially affect cucumber rhizosphere Trichoderma spp. community structure and abundance
- Author
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Changli Ma, Shengcheng Tan, Fengzhi Wu, Xingang Zhou, and Muhammad Khashi u Rahman
- Subjects
Rhizosphere ,fungi ,Community structure ,food and beverages ,Soil Science ,Soil fungi ,Trichoderma spp ,complex mixtures ,p-Coumaric acid ,Ferulic acid ,chemistry.chemical_compound ,chemistry ,Abundance (ecology) ,Botany - Published
- 2020
27. Fast, Simple and Sensitive Determination of Coumaric Acid in Fruit Juice Samples by Magnetite Nanoparticles‐zeolitic Imidazolate Framework Material
- Author
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Ahmet Şenocak
- Subjects
Magnetite Nanoparticles ,chemistry.chemical_compound ,Chemistry ,Electrochemistry ,Magnetic nanoparticles ,Fruit juice ,Coumaric acid ,p-Coumaric acid ,Analytical Chemistry ,Zeolitic imidazolate framework ,Electrochemical gas sensor ,Nuclear chemistry - Published
- 2020
28. Application of p-coumaric acid for extraordinary lipid production in Tetradesmus obliquus: A sustainable approach towards enhanced biodiesel production
- Author
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K. Swaminathan, Abd El-Fatah Abomohra, Shuang Wang, Xun Hu, Sivakumar Esakkimuthu, and Venkatesan Krishnamurthy
- Subjects
chemistry.chemical_classification ,Biodiesel ,060102 archaeology ,Renewable Energy, Sustainability and the Environment ,020209 energy ,Jasmonic acid ,Biomass ,Fatty acid ,06 humanities and the arts ,02 engineering and technology ,p-Coumaric acid ,chemistry.chemical_compound ,Oleic acid ,chemistry ,Biodiesel production ,0202 electrical engineering, electronic engineering, information engineering ,0601 history and archaeology ,Food science ,Salicylic acid - Abstract
In the present study, biomass and lipid production of the biodiesel promising green microalga Tetradesmus obliquus BPL16 were studied by application of p-coumaric acid as a suggested novel growth regulator found predominantly in phenolics-rich streams. It was used in its pure form along with two phytohormones (jasmonic acid and salicylic acid). Using 100 μM jasmonic acid, 10 μM salicylic acid and 1 mM p-coumaric acid improved biomass production by 85.4%, 54.9% and 34.1%, respectively, over the control. In addition, significant increments in lipid content by 22%, 105.6%, and 145.4%, respectively, over the control were obtained at the aformentioned concentrations. Neutral lipids were significantly improved under elicitor-supplemented conditions. Moreover, fatty acid methyl esters (FAMEs) profile was also vitally influenced with drastic increase in oleic acid (C18:1) proportion by 81.7% and 73.6% over the control at 10 μM of jasmonic acid and 1 mM of p-coumaric acid, respectively. Application of p-coumaric acid resulted in estimated biodiesel energy output of 10.8 MJ kg−1 which represented 141% and 9.4% higher than the control and jasmonic acid, respectively. In conclusion, the present study suggested p-coumaric acid as a novel growth regulator for instant synchronized growth and lipid accumulation in microalgae for enhanced biodiesel production.
- Published
- 2020
29. Carbohydrase Complexes Rich in Xylanases and Arabinofuranosidases Affect the Autofluorescence Signal and Liberate Phenolic Acids from the Cell Wall Matrix in Wheat, Maize, and Rice Bran: An In Vitro Digestion Study
- Author
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Cecilie Toft Vangsøe, K. E. Bach Knudsen, Marie-Françoise Devaux, Natalja P. Nørskov, Estelle Bonnin, Aarhus University [Aarhus], Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE), GSST, Aarhus University, and Adisseo France S.A.S.
- Subjects
0106 biological sciences ,p-coumaric acid ,bran ,Carbohydrase ,01 natural sciences ,p-Coumaric acid ,Cell wall ,Ferulic acid ,chemistry.chemical_compound ,Aleurone ,[SDV.IDA]Life Sciences [q-bio]/Food engineering ,Arabinoxylan ,Food science ,cereals ,2. Zero hunger ,biology ,Bran ,010401 analytical chemistry ,nonstarch polysaccharides ,food and beverages ,General Chemistry ,Phenolic acid ,arabinoxylan ,0104 chemical sciences ,enzyme treatment ,chemistry ,biology.protein ,aleurone ,General Agricultural and Biological Sciences ,[SDV.AEN]Life Sciences [q-bio]/Food and Nutrition ,ferulic acid ,010606 plant biology & botany - Abstract
International audience; The high fiber content of cereal coproducts used in animal feed reduces the digestibility and nutrient availability. Therefore, the aim of this study was to elucidate the ability of two carbohydrase complexes to degrade the cell wall of wheat, maize, and rice during in vitro digestion. One complex was rich in cell-wall-degrading enzymes (NSPase 1), and the other was similar but additionally enriched with xylanases and arabinofuranosidases (NSPase 2). Degradation of arabinoxylan, the main cereal cell wall polysaccharide, was followed directly by gas-liquid chromatography (GLC) and indirectly through phenolic acid liberation as quantified by liquid chromatography-tandem mass spectrometry (LC-MS/MS). The effect was additionally visualized using a unique multispectral autofluorescence approach. Wheat fractions, in particular aleurone, were susceptible to degradation as judged from the redistribution of arabinoxylan (25% reduction in insoluble arabinoxylan), whereas the highest relative liberation of ferulic acid was observed in rice bran (6%). All cereal fractions, except for maize, had a higher release of ferulic acid with NSPase 2 than NSPase 1 (38% in rice and wheat bran, 30% in wheat whole grain, and 28% in wheat aleurone). Thus, the carbohydrase complexes were able to degrade important cell wall components during in vitro digestion but apparently through different mechanisms in wheat, maize, and rice.
- Published
- 2020
30. Effect of trans-cinnamic acid and p-coumaric acid on fibroblast motility: a pilot comparative study of in silico lipophilicity measure
- Author
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Fernanda Lima Torres de Aquino, Emiliano Barreto, and Rodrigo da Silva Viana
- Subjects
010405 organic chemistry ,In silico ,Organic Chemistry ,food and beverages ,Motility ,Plant Science ,01 natural sciences ,Biochemistry ,Cinnamic acid ,p-Coumaric acid ,0104 chemical sciences ,Analytical Chemistry ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,medicine.anatomical_structure ,chemistry ,Food products ,Lipophilicity ,medicine ,Fibroblast - Abstract
Cinnamic acids and their derivatives are found in abundance in fruits, vegetables, and other food products of plant origin. The trans-cinnamic and p-coumaric acids in particular have been a subject...
- Published
- 2020
31. Pretreatment with p-coumaric acid protect rat’s liver against ischemia-reperfusion injury
- Author
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Samireh Ghafouri, Razieh Kazemzadeh, Maryam Radan, Layasadat Khorsandi, and Seyyed Ali Mard
- Subjects
Pharmacology ,chemistry.chemical_compound ,chemistry ,Physiology ,business.industry ,Ischemia ,Medicine ,business ,medicine.disease ,Reperfusion injury ,p-Coumaric acid - Abstract
Introduction: Many physiological, biochemical and toxicological reactions are occurred in liver. Therefore, healthy function of this organ is vital for the whole body. In spite of having potent endogenous antioxidant system, lots of reactions in liver make it more susceptible to stressors. It is established that improving the potency of liver antioxidants can increase its ability to resist against different kinds of oxidative stressors. Therefore, this study designed to determine whether p-coumaric alleviate ischemia-reperfusion-induced hepatic injury (IRI) in rats. Methods: Thirty-two rats were randomly assigned in sham, p-coumaric acid (PC), ischemia-reperfusion (IR) and p-coumaric acid pretreated IR (PC+IR) groups (n=8 in each group). Animals in sham group underwent laparotomy but not IR injury; rats in PC group did not experience any surgical procedures; IR and PC+IR groups underwent hepatic IR injury. P-coumaric acid at 100mg/kg were given for 7 consecutive days to PC and PC+IR groups. The last dose of p-coumaric acid was injected just before surgery on 7th days of experiment. The levels of malondialdehyde, TAC, ALT and AST were determined. A molecular evaluation to quantify the gene expression of SOD and GPx was done in liver homogenate. Results: P-coumaric mitigated the hepatic injuries induced by IR and improved TAC, ALT, AST, SOD and GPx. This pretreatment was also decreased MDA level. Conclusion: The current outcomes showed that PC via improving the endogenous level of antioxidants in liver tissues and inhibiting IR-induced inflammation maintain the liver structure and function of liver against IR.
- Published
- 2020
32. The validation of HPLC analytical method for Allium hookeri Thwaites and Curcuma longa complex extract as functional ingredients
- Author
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Kyeo-nyeo Oh, Cho-een Kim, Ji-Ae Hong, Changsik Jeong, Eun-Jin Choi, Seulgi Lee, Chulyung Choi, and Sojeng Im
- Subjects
chemistry.chemical_compound ,Chromatography ,biology ,Chemistry ,Allium hookeri ,Curcuma ,biology.organism_classification ,High-performance liquid chromatography ,p-Coumaric acid ,Food Science - Abstract
This study was preformed to establish a simple and reliable HPLC/UV analytical method to determine p-coumaric acid contents for the standardization of water extracts of Allium hookeri and Curcuma longa complex as functional health food ingredients. The quantitative HPLC method was optimized using a reversed-phase C18 column at 35°C with methanol and H2O (30:70, v/v) as the gradient mobile phase at a flow rate of 1.0 mL/min and along with detection wavelength of UV 300 nm. This HPLC/UV analytical method exhibited good specificity and high linearity in the tested range of 1.0–10.0 mg/mL with excellent coefficient of determination (R2) of 1.0. The limit of detection and limit of quantification were 0.08 and 0.24 μg/mL, respectively. In addition, the relative standard deviation values from the intra and inter-day precision measurements were 0.4 and 0.1%, respectively. These results indicate that the established HPLC/UV analytical method is simple, specific, precise, accurate, and reproducible and so could be employed in the quantitative analysis of p-coumaric acid as a functional compound in Allium hookeri Thwaites and Curcuma longa complex.
- Published
- 2020
33. New insights into the in vitro, in situ and in vivo antihyperglycemic mechanisms of gallic acid and p-coumaric acid
- Author
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Adel Abdel-Moneim, Sanaa M. Abd El-Twab, Mohamed B. Ashour, Ahmed I. Yousef, Mennat Allah A Hamed, and Eman S. Abdel Reheim
- Subjects
In situ ,Glycogen ,Physiology ,Chemistry ,Glucose uptake ,030209 endocrinology & metabolism ,General Medicine ,Pharmacology ,p-Coumaric acid ,In vitro ,03 medical and health sciences ,chemistry.chemical_compound ,0302 clinical medicine ,In vivo ,030220 oncology & carcinogenesis ,Physiology (medical) ,Secretion ,Gallic acid - Abstract
Objective: To explore the probable in vitro, in situ and in vivo mechanisms of gallic acid (GA) and p-coumaric acid (PCA) as anti-hyperglycemic agents.Animals and methods: Male albino rats were allocated into four groups, group1 was used as normal control. Group 2 was established as a diabetic control and group3 and 4 were treated with an oral dose of GA and PCA, respectively.Results: GA and PCA revealed a significant decrease in the activity of α-amylase, a noticeable rise in glucose induced-insulin secretion and glucose-uptake in peripheral glucose-uptake in vitro, increase also liver glycogen and serum insulin levels in vivo. Further, GA and PCA exhibited a significant reduction in intestinal glucose absorption in situ compared to blank.Conclusion: The antihyperglycemic activities of GA and PCA can be mediated through delaying intestinal glucose absorption, enhancing β-cell activity and promoting glucose uptake by peripheral tissue via enhancing insulin sensitivity.
- Published
- 2020
34. Distinct deposition of ester-linked ferulic and p-coumaric acids to the cell wall of developing sorghum internodes
- Author
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Hiroshi Ezura, Takashi Matsumoto, Shinya Kajita, Shin-ichi Nakamura, Kanna Sato-Izawa, Miyuki Ito, and Nuoendagula
- Subjects
0106 biological sciences ,0303 health sciences ,food and beverages ,Plant Science ,Biology ,Coumaric acid ,Sorghum ,biology.organism_classification ,01 natural sciences ,p-Coumaric acid ,Ferulic acid ,Cell wall ,03 medical and health sciences ,chemistry.chemical_compound ,chemistry ,Acyltransferase ,Food science ,Agronomy and Crop Science ,Sweet sorghum ,030304 developmental biology ,010606 plant biology & botany ,Biotechnology ,Plant stem - Abstract
Sorghum is important as a cereal crop, and also as livestock feed and a renewable energy crop because it produces a large amount of biomass. In grass plants like sorghum, hydroxycinnamates such as ferulic acids (FA) and p-coumaric acids (pCA) are characteristically ester-linked to the cell wall, and are believed to affect cell wall digestibility. Genetic manipulation of the esterification of FA and pCA to the cell wall appears to be one of the solutions to increase the digestibility of the cell wall so as to utilize sorghum biomass effectively. In this study, we measured esterified FA and pCA in each stage of internode elongation and determined the accumulation pattern of each hydroxycinnamate. The results revealed that FA were mainly accumulated during the cell elongation stage, and that pCA accumulation was increased after the cell elongation stage. Furthermore, 6 of the 12 sorghum BAHD acyltransferase genes were significantly expressed in the elongating internodes, suggesting that these genes might be involved in the feruloylation and/or p-coumaroylation of the cell wall in sorghum internodes.
- Published
- 2020
35. Characterization of two new aromatic amino acid lyases from actinomycetes for highly efficient production of p-coumaric acid
- Author
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Wei Wang, Yong Qin, Fuping Tao, Jixun Zhan, Peiwu Cui, and Weihong Zhong
- Subjects
0106 biological sciences ,Ammonia-Lyases ,Coumaric Acids ,Stereochemistry ,Deamination ,Bioengineering ,Phenylalanine ammonia-lyase ,01 natural sciences ,Streptomyces ,p-Coumaric acid ,Substrate Specificity ,chemistry.chemical_compound ,010608 biotechnology ,Escherichia coli ,Aromatic amino acids ,Amino Acid Sequence ,Phenylalanine ammonia-lyase activity ,Tyrosine ammonia-lyase ,Phylogeny ,Sequence Homology, Amino Acid ,biology ,010405 organic chemistry ,Temperature ,General Medicine ,Hydrogen-Ion Concentration ,Lyase ,biology.organism_classification ,Recombinant Proteins ,0104 chemical sciences ,Actinobacteria ,Kinetics ,chemistry ,Biocatalysis ,Tyrosine ,Electrophoresis, Polyacrylamide Gel ,Biotechnology - Abstract
p-Coumaric acid (p-CA) is a bioactive natural product and an important industrial material for pharmaceuticals and nutraceuticals. It can be synthesized from deamination of l-tyrosine by tyrosine ammonia lyase (TAL). In this work, we discovered two aromatic amino acid lyase genes, Sas-tal and Sts-tal, from Saccharothrix sp. NRRL B-16348 and Streptomyces sp. NRRL F-4489, respectively, and expressed them in Escherichia coli BL21(DE3). The two enzymes were functionally characterized as TAL. The optimum reaction temperature for Sas-TAL and Sts-TAL is 55 °C and 50 °C, respectively; while, the optimum pH for both TALs is 11. Sas-TAL had a kcat/Km value of 6.2 μM−1 min−1, while Sts-TAL had a much higher efficiency with a kcat/Km value of 78.3 μM−1 min−1. Both Sts-TAL and Sas-TAL can also take l-phenylalanine as the substrate to yield trans-cinnamic acid, and Sas-TAL showed much higher phenylalanine ammonia lyase activity than Sts-TAL. Using E. coli/Sts-TAL as a whole-cell biocatalyst, the productivity of p-CA reached 2.88 ± 0.12 g (L h)−1, which represents the highest efficiency for microbial production of p-CA. Therefore, this work not only reports the identification of two new TALs from actinomycetes, but also provides an efficient way to produce the industrially valuable material p-CA.
- Published
- 2020
36. Assessing the Viability of Recovery of Hydroxycinnamic Acids from Lignocellulosic Biorefinery Alkaline Pretreatment Waste Streams
- Author
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Mick McGee, Cynthia L. Cass, Mona Mazaheri, Sarah Liu, Vitaliy I. Tymokhin, Shawn M. Kaeppler, Christos T. Maravelias, Rebecca A. Smith, Yaoping Zhang, Steven D. Karlen, Troy Runge, Jose Serate, John C. Sedbrook, John Ralph, Natalia de Leon, Peyman Fasahati, Jason D. Russell, Heidi F. Kaeppler, Sirisha Sirobhushanam, Joshua J. Coon, Dharshana Padmakshan, Mingjie Chen, and Dan Xie
- Subjects
industrial chemistry ,General Chemical Engineering ,Biomass ,02 engineering and technology ,010402 general chemistry ,01 natural sciences ,p-Coumaric acid ,Ferulic acid ,chemistry.chemical_compound ,synthesis design ,Environmental Chemistry ,General Materials Science ,acids ,chemistry.chemical_classification ,Full Paper ,biomass ,Chemistry ,Extraction (chemistry) ,food and beverages ,protein engineering ,Full Papers ,021001 nanoscience & nanotechnology ,Biorefinery ,Hydroxycinnamic acid ,Pulp and paper industry ,0104 chemical sciences ,General Energy ,Monolignol ,0210 nano-technology ,Plant design - Abstract
The hydroxycinnamic acids p‐coumaric acid (pCA) and ferulic acid (FA) add diversity to the portfolio of products produced by using grass‐fed lignocellulosic biorefineries. The level of lignin‐bound pCA in Zea mays was modified by the alteration of p‐coumaroyl‐CoA monolignol transferase expression. The biomass was processed in a lab‐scale alkaline‐pretreatment biorefinery process and the data were used for a baseline technoeconomic analysis to determine where to direct future research efforts to couple plant design to biomass utilization processes. It is concluded that future plant engineering efforts should focus on strategies that ramp up accumulation of one type of hydroxycinnamate (pCA or FA) predominantly and suppress that of the other. Technoeconomic analysis indicates that target extraction titers of one hydroxycinnamic acid need to be >50 g kg−1 biomass, at least five times higher than observed titers for the impure pCA/FA product mixture from wild‐type maize. The technical challenge for process engineers is to develop a viable process that requires more than 80 % reduction of the isolation costs., Stream on: A competitive lignocellulosic biorefinery will need to produce multiple product streams that include liquid fuel, solid fuel, and commodity chemicals. In this study, some key parameters are identified for the extraction of the valuable commodity chemicals p‐coumaric acid and ferulic acid from one of the waste streams in an alkaline‐pretreatment‐based biorefinery.
- Published
- 2020
37. Mechanism Underlying p-Coumaric Acid Alleviation of Lipid Accumulation in Palmitic Acid-Treated Human Hepatoma Cells
- Author
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Weimin Zhao, Xiuci Yan, Jianzeng Liu, Xiaohao Xu, Rui Ma, Daqing Zhao, Xuenan Chen, Chunge Fu, and Liwei Sun
- Subjects
0106 biological sciences ,chemistry.chemical_classification ,biology ,Triglyceride ,010401 analytical chemistry ,Fatty acid ,General Chemistry ,Glutathione ,01 natural sciences ,Molecular biology ,p-Coumaric acid ,0104 chemical sciences ,Palmitic acid ,Fatty acid synthase ,chemistry.chemical_compound ,chemistry ,biology.protein ,Viability assay ,General Agricultural and Biological Sciences ,Intracellular ,010606 plant biology & botany - Abstract
The protective effect and mechanism of action of p-coumaric acid for alleviating palmitic acid (PA)-induced hepatocyte injury were investigated using a PA-induced human hepatoma cell (HepG2)-based hepatocellular injury model and MTT cell viability determinations. Additionally, reduced glutathione content and catalase activity were detected using commercial kits, while intracellular lipid accumulation and total triglyceride content were measured using Oil Red O staining and a triglyceride quantification kit, respectively. Meanwhile, levels of proteins (fatty acid synthase, sterol regulatory element-binding protein-1, stearoyl-CoA desaturase-1) and proliferator-activated receptor-α mRNA were determined using western blotting and real-time quantitative polymerase chain reaction, respectively. After p-coumaric acid targets were identified using network pharmacological analysis, cyclooxygenase-2 (COX-2) expression was assessed via western blotting, while prostaglandin E2 accumulation was measured via an enzyme-linked immunosorbent assay. Notably, PA-treated hepatocytes exhibited increased viability (87.3 ± 2.2% vs 65.5 ± 2.5% for untreated cells), with reduced intracellular lipid accumulation reflecting promotion of lipolysis and fatty acid β-oxidation; this protective effect may depend on inhibition of both PA-induced HepG2 cell COX-2 expression and PGE2 accumulation.
- Published
- 2020
38. Phenolic acids in kernels of different coloured-grain wheat genotypes
- Author
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Zora Kotíková, Luboš Paznocht, Petr Martinek, Jaromír Lachman, and Barbora Burešová
- Subjects
Ferulic acid ,chemistry.chemical_compound ,4-Hydroxybenzoic acid ,Chemistry ,Sinapic acid ,Genotype ,Vanillic acid ,food and beverages ,Soil Science ,Crop quality ,Food science ,p-Coumaric acid - Published
- 2020
39. The inhibitory activity of p-coumaric acid on quorum sensing and its enhancement effect on meat preservation
- Author
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Zaixiang Lou, Fuhao Yu, Xiaohua Chen, Samba Lamine Toure, Hongxin Wang, and Li Yaqin
- Subjects
p-coumaric acid ,Inhibition zone ,030309 nutrition & dietetics ,General Chemical Engineering ,meat preservation ,lcsh:TX341-641 ,urologic and male genital diseases ,Inhibitory postsynaptic potential ,Industrial and Manufacturing Engineering ,p-Coumaric acid ,03 medical and health sciences ,chemistry.chemical_compound ,0404 agricultural biotechnology ,Food science ,Inhibitory effect ,0303 health sciences ,potassium sorbate ,lcsh:TP368-456 ,Potassium sorbate ,food and beverages ,quorum sensing ,04 agricultural and veterinary sciences ,General Chemistry ,040401 food science ,lcsh:Food processing and manufacture ,Quorum sensing ,chemistry ,lcsh:Nutrition. Foods and food supply ,Food Science - Abstract
The transparent inhibition zone by p-coumaric acid (pCA) proving its inhibitory effect on quorum sensing. The treatment with a mixture of 0.1% Potassium Sorbate (PS)+0.01% pCA resulted in gradual inhibition of the viable counts of meat. In addition, the microbial counts of the samples treated with the mixture of pCA and PS were significantly lower than that treated with PS alone, which indicated that the effect of the mixture on bacteria and protein decomposition was stronger than that of PS alone, which can better delay the spoilage of meat. P-coumaric acid reduced the generation of biogenic amines, mitigating the spoilage of chilled pork meat. During sensory evaluation, pork meat treated with the mixture of pCA and PS scored higher than the control group. P-coumaric acid could be used to reduce the amount of PS, and the application of the mixture greatly enhanced the preservation efficiency and the quality of pork.
- Published
- 2020
40. p-Coumaric acid quantum dots inhibit beta lactam resistant foodborne microorganisms
- Author
-
Chean Ring Leong, Fahmi Asyadi Bin Md Yusof, Siti Zubaidah, Woei Yenn Tong, Nur Rifqah Attifah, Mohammad Zulhazim Zulkarnain, Suzana Wahidin, and Wen-Nee Tan
- Subjects
010302 applied physics ,Gram-negative bacteria ,biology ,02 engineering and technology ,Bacterial growth ,021001 nanoscience & nanotechnology ,biology.organism_classification ,Antimicrobial ,01 natural sciences ,Proteus mirabilis ,Combinatorial chemistry ,Yeast ,p-Coumaric acid ,chemistry.chemical_compound ,chemistry ,Quantum dot ,0103 physical sciences ,0210 nano-technology ,Bacteria - Abstract
Foodborne diarrhoeal diseases are linked to the deaths of over 1.8 million people annually. The antimicrobial activity of p-coumaric acid was reported, however the application was limited due to poor water solubility. Quantum dot technology can be applied to overcome these limitations. Thus, we aimed to synthesize and characterize p-coumaric acid quantum dot by wet milling technique. Besides, the antimicrobial efficiency of the quantum dots was also tested on foodborne pathogens. The spherical shaped quantum dots were successfully synthesized. The average size of the quantum dots was 8.9 ± 3.7 nm with a zeta potential of −3.73 mV. The synthesis of quantum dot also increased the water solubility of p-coumaric acid to 1.98%. On disc diffusion assay, p-coumaric acid quantum dot exhibited significant inhibitory on various beta-lactam resistant test bacteria. The quantum dots inhibited the growth of all Gram- positive test bacteria, 5 Gram negative bacteria and 1 yeast. The antimicrobial performance was significantly better compared to free p-coumaric acid. The activity of p-coumaric acid quantum dot was microbicidal with a wide range of minimal inhibitory concentrations (31.25–500.00 µg/ml). On time kill analysis, p-coumaric acid quantum dots displayed concentration dependent killing capacity on Staphylococcus aureus and Proteus mirabilis. At concentration of minimal lethality concentration, 99.9% killing of bacterial cells were observed throughout the experimental period. A significantly lower bacterial growth was observed relative to control. In conclusion, p-coumaric acid quantum dots were successfully synthesized. The quantum dots exhibited significant antimicrobial activity on wide spectrum of foodborne microorganisms. The study suggested that the application of p-coumaric acid quantum dots in food system may be effective in inhibiting the growth of foodborne microorganisms.
- Published
- 2020
41. Template Assisted Synthesis of Molecularly Imprinted Polymer for the Extraction of p-Coumaric Acid
- Author
-
Mohammad Nasir Mohammad Ibrahim, Khalid M. Alotaibi, Rachel Marcella Roland, Salma Bakhtiar, Showkat Ahmad Bhawani, and Nursuhailah Binti Suhaili
- Subjects
chemistry.chemical_compound ,Chromatography ,Chemistry ,010401 analytical chemistry ,Extraction (chemistry) ,Molecularly imprinted polymer ,02 engineering and technology ,General Chemistry ,021001 nanoscience & nanotechnology ,0210 nano-technology ,01 natural sciences ,p-Coumaric acid ,0104 chemical sciences - Abstract
In present study, the molecular imprinting polymer (MIP) of p-coumaric acid was synthesized by using p-coumaric acid as a template, acetonitrile as solvent, 1,4-butanediol dimethacrylate as cross-linker, acrylic acid as monomer and 2,2-azobisisobutironitrile (AIBN) as the initiator. The synthesized polymers were characterized by FTIR and SEM. The results from SEM revealed that the polymer was in spherical shape with size in micro-range. The binding efficiency of polymers was analyzed by adsorption study. The highest rebinding efficiency for MIP was ~ 80% while for non-imprinted polymer (NIP) it was only 24%.
- Published
- 2020
42. Expression of phenylalanine ammonia lyases in Synechocystis sp. PCC 6803 and subsequent improvements of sustainable production of phenylpropanoids
- Author
-
Pia Lindberg and Kateryna Kukil
- Subjects
Ammonia-Lyases ,p-coumaric acid ,Coumaric Acids ,High-density cultivation ,Arabidopsis ,Gene Expression ,Phenylalanine ,Bioengineering ,Microbiology ,Applied Microbiology and Biotechnology ,Photosynthesis ,Phenylalanine Ammonia-Lyase ,Synechocystis sp. PCC 6803 ,Chemistry ,Research ,Laccase ,Biochemistry and Molecular Biology ,Synechocystis ,Shikimate pathway ,QR1-502 ,Synechocystis sp ,Phenylalanine ammonia lyase ,Biochemistry ,Metabolic Engineering ,Cinnamates ,trans-cinnamic acid ,Sustainable production ,Biokemi och molekylärbiologi ,PCC 6803 ,Biotechnology - Abstract
Background Phenylpropanoids represent a diverse class of industrially important secondary metabolites, synthesized in plants from phenylalanine and tyrosine. Cyanobacteria have a great potential for sustainable production of phenylpropanoids directly from CO2, due to their photosynthetic lifestyle with a fast growth compared to plants and the ease of generating genetically engineered strains. This study focuses on photosynthetic production of the starting compounds of the phenylpropanoid pathway, trans-cinnamic acid and p-coumaric acid, in the unicellular cyanobacterium Synechocystis sp. PCC 6803 (Synechocystis). Results A selected set of phenylalanine ammonia lyase (PAL) enzymes from different organisms was overexpressed in Synechocystis, and the productivities of the resulting strains compared. To further improve the titer of target compounds, we evaluated the use of stronger expression cassettes for increasing PAL protein levels, as well as knock-out of the laccase gene slr1573, as this was previously reported to prevent degradation of the target compounds in the cell. Finally, to investigate the effect of growth conditions on the production of trans-cinnamic and p-coumaric acids from Synechocystis, cultivation conditions promoting rapid, high density growth were tested. Comparing the different PALs, the highest specific titer was achieved for the strain AtC, expressing PAL from Arabidopsis thaliana. A subsequent increase of protein level did not improve the productivity. Production of target compounds in strains where the slr1573 laccase had been knocked out was found to be lower compared to strains with wild type background, and the Δslr1573 strains exhibited a strong phenotype of slower growth rate and lower pigment content. Application of a high-density cultivation system for the growth of production strains allowed reaching the highest total titers of trans-cinnamic and p-coumaric acids reported so far, at around 0.8 and 0.4 g L−1, respectively, after 4 days. Conclusions Production of trans-cinnamic acid, unlike that of p-coumaric acid, is not limited by the protein level of heterologously expressed PAL in Synechocystis. High density cultivation led to higher titres of both products, while knocking out slr1573 did not have a positive effect on production. This work contributes to capability of exploiting the primary metabolism of cyanobacteria for sustainable production of plant phenylpropanoids.
- Published
- 2022
43. Esterification of p-Coumaric Acid Improves the Control over Melanoma Cell Growth
- Author
-
Joana I. Carmo-Martins, Michelangelo B. Gonzatti, Marina T. Varela, Maria Eduarda P. Sousa, Lucas V. S. Costa, Elaine Guadelupe Rodrigues, João Paulo S. Fernandes, and Alexandre C. Keller
- Subjects
Medicine (miscellaneous) ,melanoma ,B16-F10 ,p-coumaric acid ,tumor ,cell growth ,General Biochemistry, Genetics and Molecular Biology - Abstract
Previous studies reported that p-coumaric acid modulates melanoma growth. Because the esterification of p-coumaric acid (p-CA) enhanced its activity as an antimelanogenic agent, we aimed to determine the antitumor potential of two derivatives, the ethyl and butyl esters, against the murine B16-F10 and the human SK-MEL-25 melanoma cells. Cell viability was determined in vitro by the lactate dehydrogenase release and violet crystal absorption assays. The cell proliferation rate and cell cycle behavior were determined by the colony formation assay and flow cytometry analysis. Although p-CA, at the concentration of 1 mM, failed to exert a significant antitumor activity, the ethyl and butyl ester derivatives caused substantial tumor cell death at doses < 1 mM. Despite a reduction in their direct cytotoxicity at minor doses, both products controlled the melanoma growth by arresting the cell cycle at the G0/G1 (B16-F10) or S/G2 (SK-MEL-25). Furthermore, the in vivo experiments showed that the butyl ester derivative suppressed the lung B16-F10 burden, compared to the p-CA-treated mice. Thus, the esterification of p-coumaric acid improved the control over the proliferation of murine and human melanoma cells and can be considered an approach for designing novel anticancer agents.
- Published
- 2023
44. High-performance liquid chromatographic detection of selected phenolic acidsin wine
- Author
-
Maša Islamčivic Razboršek, Marjana Simonič, and Darinka Brodnjak Vončina
- Subjects
Wine ,Detection limit ,Chromatography ,Chemistry ,Health, Toxicology and Mutagenesis ,Repeatability ,High-performance liquid chromatography ,p-Coumaric acid ,Analytical Chemistry ,Working range ,Ferulic acid ,chemistry.chemical_compound ,Food Science ,Biotechnology - Abstract
The aim of this study was to develop a method for identification and quantification of phenolic acids in different wine samples. The simple reversed-phase HPLC-UV method for simultaneous determination of p-coumaric and ferulic acid was developed. The method was validated and working range, linearity, repeatability, accuracy, limit of quantitation LOQ and limit of detection LOD were determined. The linearity of the method was tested in concentration ranges 0.1-1 mg L-1 and 1-10 mg L-1. The correlation coefficients (r2) were greater than 0.996 and quality coefficients (QC) ≤ 5%. Detection limit for both compounds was 0.01 mg L-1. The method is precise (RSD
- Published
- 2021
45. One-Pot Bioconversion of Lignin-Derived Substrates into Gallic Acid
- Author
-
Gezhi Xiao, Jifeng Yuan, Yang Zhang, and Bixia Fu
- Subjects
Vanillic Acid ,biology ,Coumaric Acids ,Bioconversion ,Pseudomonas putida ,General Chemistry ,Monooxygenase ,medicine.disease_cause ,biology.organism_classification ,Lignin ,p-Coumaric acid ,Ferulic acid ,chemistry.chemical_compound ,chemistry ,Gallic Acid ,Vanillic acid ,medicine ,Escherichia coli ,Organic chemistry ,Gallic acid ,General Agricultural and Biological Sciences - Abstract
Lignin is regarded as the most abundant renewable aromatic compound on earth. In this study, we established Escherichia coli-based whole-cell biocatalytic systems to efficiently convert two lignin-derived substrates (ferulic acid and p-coumaric acid) to gallic acid. For the synthesis of gallic acid from ferulic acid, we used the recombinant E. coli expressing feruloyl-CoA synthetase and enoyl-CoA hydratase/aldolase from Pseudomonas putida, aldehyde dehydrogenase (HFD1) from Saccharomyces cerevisiae, vanillic acid O-demethylase (VanAB) from P. putida, and a mutant version of p-hydroxybenzoate hydroxylase (PobAY385F) from P. putida. Under the fed-batch mode, 19.57 mM gallic acid was obtained from 20 mM ferulic acid with a conversion rate of 97.9%. To achieve gallic acid synthesis from p-coumaric acid, we replaced VanAB with the two-component flavin-dependent monooxygenase (HpaBC) from E. coli. Under optimal conditions, 20 mM p-coumaric acid afforded the production of 19.96 mM gallic acid with near 100% conversion. To the best of our knowledge, our work represented the first study to develop E. coli-based whole-cell biocatalysts for the eco-friendly synthesis of gallic acid from lignin-derived renewable feedstocks.
- Published
- 2021
46. Evaluation of bacterial hosts for conversion of lignin-derived p-coumaric acid to 4-vinylphenol
- Author
-
Jamie A. Meadows, Ning Sun, Blake A. Simmons, John M. Gladden, and Alberto Rodriguez
- Subjects
4-Vinylphenol ,Coumaric Acids ,Carboxy-Lyases ,Bioengineering ,Coumaric acid ,Applied Microbiology and Biotechnology ,Lignin ,Microbiology ,p-Coumaric acid ,Microbial conversion ,Corynebacterium glutamicum ,Industrial Biotechnology ,chemistry.chemical_compound ,Phenols ,Escherichia coli ,Chromatography ,Undecanol ,Bacteria ,Research ,Substrate (chemistry) ,QR1-502 ,Culture Media ,chemistry ,Bioprocess engineering ,Metabolic Engineering ,Batch Cell Culture Techniques ,4-vinylphenol ,Fermentation ,4-hydroxystyrene ,Bacillus subtilis ,Biotechnology - Abstract
Hydroxycinnamic acids such as p-coumaric acid (CA) are chemically linked to lignin in grassy biomass with fairly labile ester bonds and therefore represent a straightforward opportunity to extract and valorize lignin components. In this work, we investigated the enzymatic conversion of CA extracted from lignocellulose to 4-vinylphenol (4VP) by expressing a microbial phenolic acid decarboxylase in Corynebacterium glutamicum, Escherichia coli, and Bacillus subtilis. The performance of the recombinant strains was evaluated in response to the substrate concentration in rich medium or a lignin liquor and the addition of an organic overlay to perform a continuous product extraction in batch cultures. We found that using undecanol as an overlay enhanced the 4VP titers under high substrate concentrations, while extracting > 97% of the product from the aqueous phase. C. glutamicum showed the highest tolerance to CA and resulted in the accumulation of up to 187 g/L of 4VP from pure CA in the overlay with a 90% yield when using rich media, or 17 g/L of 4VP with a 73% yield from CA extracted from lignin. These results indicate that C. glutamicum is a suitable host for the high-level production of 4VP and that further bioprocess engineering strategies should be explored to optimize the production, extraction, and purification of 4VP from lignin with this organism.
- Published
- 2021
47. Quenching Behavior of the Electrochemiluminescence of Ru(bpy)
- Author
-
Elmer C, Rivera, Joseph W, Taylor, Rodney L, Summerscales, and Hyun J, Kwon
- Subjects
ECL ,p-coumaric acid ,Full Paper ,vanillic acid ,quenching ,Full Papers ,low-cost sensor - Abstract
Phenolic compounds such as vanillic and p‐coumaric acids are pollutants of major concern in the agro‐industrial processing, thereby their effective detection in the industrial environment is essential to reduce exposure. Herein, we present the quenching effect of these compounds on the electrochemiluminescence (ECL) of the Ru(bpy)3 2+/TPrA (TPrA=tri‐n‐propylamine) system at a disposable screen‐printed carbon electrode. Transient ECL profiles are obtained from multiple video frames following 1.2 V application by a smartphone‐based ECL sensor. A wide range of detection was achieved using the sensor with limit of detection of 0.26 μm and 0.68 μm for vanillic and p‐coumaric acids, respectively. The estimated quenching constants determined that the quenching efficiency of vanillic acid is at least two‐fold that of p‐coumaric acid under the current detection conditions. The present ECL quenching approach provided an effective method to detect phenolic compounds using a low‐cost, portable smartphone‐based ECL sensor., The efficient ECL quenching of the Ru(bpy)3 2+/TPrA system by phenolic compounds using a low‐cost portable ECL sensor may provide a new approach in the industrial environments for the monitoring of these environmentally critical analytes. A wide range of detection was achieved using the sensor with LOD of 0.26 μm and 0.68 μm for vanillic and p‐coumaric acids, respectively. The estimated quenching constants determined the quenching efficiency of vanillic and p‐coumaric acids under the current detection conditions.
- Published
- 2021
48. Therapeutic perspectives ofp‑coumaric acid: Anti‑necrotic, anti‑cholestatic and anti‑amoebic activities
- Author
-
Sandra Luz Martínez Hernández, Martín Humberto Muñoz Ortega, Alan Michael Perez‑Hernandez, José Roberto Macías‑Pérez, Brenda Alvarado Sánchez, Javier Ventura Juárez, Alejandro Hernández Morales, and Liseth Rubí Aldaba‑Muruato
- Subjects
General Immunology and Microbiology ,Oncogene ,business.industry ,Cell ,Cancer ,Cell cycle ,medicine.disease ,Molecular medicine ,General Biochemistry, Genetics and Molecular Biology ,p-Coumaric acid ,chemistry.chemical_compound ,medicine.anatomical_structure ,chemistry ,Apoptosis ,medicine ,Cancer research ,business ,Gene - Published
- 2021
49. Development of a Novel Electrochemical Biosensor Based on Carbon Nanofibers-Cobalt Phthalocyanine-Laccase for the Detection of p-Coumaric Acid in Phytoproducts
- Author
-
Alexandra Virginia Bounegru and Constantin Apetrei
- Subjects
Indoles ,p-coumaric acid ,Coumaric Acids ,Calibration curve ,QH301-705.5 ,Phytochemicals ,Nanofibers ,Biosensing Techniques ,biosensor ,Catalysis ,p-Coumaric acid ,Article ,Inorganic Chemistry ,chemistry.chemical_compound ,Limit of Detection ,Organometallic Compounds ,Physical and Theoretical Chemistry ,Fourier transform infrared spectroscopy ,Biology (General) ,Molecular Biology ,QD1-999 ,Electrodes ,Spectroscopy ,Carbon nanofiber ,Organic Chemistry ,Laccase ,cobalt phtalocyanine ,General Medicine ,Electrochemical Techniques ,Chronoamperometry ,Carbon ,Computer Science Applications ,Chemistry ,chemistry ,Glutaraldehyde ,Cyclic voltammetry ,Biosensor ,Nuclear chemistry - Abstract
The present paper developed a new enzymatic biosensor whose support is a screen-printed electrode based on carbon nanofibers modified with cobalt phthalocyanine and laccase (CNF-CoPc-Lac/SPE) to determine the p-coumaric acid (PCA) content by cyclic voltammetry and square wave voltammetry. Sensor modification was achieved by the casting and cross-linking technique, using glutaraldehyde as a reticulation agent. The biosensor’s response showed the PCA redox processes in a very stable and sensitive manner. The calibration curve was developed for the concentration range of p-coumaric acid of 0.1–202.5 μM, using cyclic voltammetry and chronoamperometry. The biosensor yielded optimal results for the linearity range 0.4–6.4 μM and stood out by low LOD and LOQ values, i.e., 4.83 × 10−7 M and 1.61 × 10−6 M, respectively. PCA was successfully determined in three phytoproducts of complex composition. The results obtained by the voltammetric method were compared to the ones obtained by the FTIR method. The amount of p-coumaric acid determined by means of CNF-CoPc-Lac/SPE was close to the one obtained by the standard spectrometric method.
- Published
- 2021
50. Function Characterization of Endogenous Plasmids in Cronobacter sakazakii and Identification of p-Coumaric Acid as Plasmid-Curing Agent
- Author
-
Shuo Wang, Juan Xue, Jing Wu, Xuemeng Ji, Yan Zhang, Ping Lu, Bowei Zhang, Yaozhong Hu, Lu Dong, and Huan Lv
- Subjects
Microbiology (medical) ,0303 health sciences ,antibiotic resistance ,p-coumaric acid ,Strain (chemistry) ,030306 microbiology ,plasmid curing ,Virulence ,Biology ,biology.organism_classification ,Microbiology ,Cronobacter sakazakii ,QR1-502 ,virulence ,Multiple drug resistance ,03 medical and health sciences ,Antibiotic resistance ,Plasmid ,Vector (molecular biology) ,Gene ,030304 developmental biology - Abstract
Virulence traits and antibiotic resistance are frequently provided by genes located on plasmids. However, experimental verification of the functions of these genes is often lacking due to a lack of related experimental technology. In the present study, an integrated suicide vector was used to efficiently and specifically delete a bacterial endogenous plasmid in Cronobacter sakazakii. The pESA3 plasmid was removed from C. sakazakii BAA-894, and we confirmed that this plasmid contributes to the invasion and virulence of this strain. In addition, the pGW1 plasmid was expunged from C. sakazakii GZcsf-1, and we confirmed that this plasmid confers multidrug resistance. We further screened plasmid-curing agents and found that p-coumaric acid had a remarkable effect on the curing of pESA3 and pGW1 at sub-inhibitory concentrations. Our study investigated the contribution of endogenous plasmids pESA3 and pGW1 by constructing plasmid-cured strains using suicide vectors and suggested that p-coumaric acid can be a safe and effective plasmid-curing agent for C. sakazakii.
- Published
- 2021
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