Later on, such active phytoconstituents proved to be toxic for the treatment of diabetes [62]. The antioxidant capacity of resveratrol combined with the polyphenol curcumin was studied in lipid-core nanocapsules prepared with poly(ε-caprolactone) and sorbitan monoestearate. 6-Gingerol, a natural compound from the same family, was observed to be a mutagen more than a hundred times more potent than curcumin whereas less potent in inhibiting 12-O-tetradecanoylphorbol-13-acetate-induced inflammation, epidermal ornithine decarboxylase activity, and skin tumor promotion in mice [58]. Structure of green pigment formed by the reaction of caffeic acid esters (or chlorogenic acid) with a primary amino compound Biosci Biotechnol Biochem . Structure, properties, spectra, suppliers and links for: Caffeic acid. Resveratrol is an exceptionally photosensitive compound. Porous or laminated inorganic agents have also been assessed within the search for efficient and safe transport mechanisms to deliver biomolecules, such as ferulic acid. Caffeate O-methyltransferase is an enzyme responsible for the transformation of caffeic acid into ferulic acid. 478 Further, hydrocaffeic acid, a metabolite of caffeic acid, reduced the level of tissue damage caused by DSS when orally administered at a dose of 50 mg/kg. Caffeic acid outperformed the other antioxidants, reducing aflatoxin production by more than 95 percent. [19] In the same study, high doses of combined antioxidants, including caffeic acid, showed a significant decrease in growth of colon tumors in those same rats. L'acide caféique est extrêmement bien absorbé au niveau de l'intestin. Yakugaku Zasshi. It is a hydroxycinnamic acid, a monosaccharide derivative and a beta-D-glucoside. Coffee beans are an important source of HCAs such as caffeic and chlorogenic acids; a single cup of coffee contains between 70 and 350 mg of these compounds [74,75]. This approach, applied to ferulic acid encapsulated in poly(d,l-lactide-co-glycolide) nanoparticles, was demonstrated to be successful in increasing anticancer efficacy in NCI-H460 cells in vitro by decreasing cell proliferation, although increasing intracellular ROS in comparison with ferulic acid treatment alone (Merlin et al., 2012). Les mesures[9] ont été faites sur des patients ayant une iléostomie, dont les matières peuvent être récupérées avant l'entrée dans le côlon. [26] Caffeic acid can also be polymerized using the horseradish peroxidase/H2O2 oxidizing system. En présence de radicaux de monoxyde d'azote •NO, les cellules épithéliales (d'ouies de truites) meurent sauf si elles sont protégées par l'acide caféique ou le Trolox. Database on Polyphenols in Foods. Caffeic acid is found in all plants because it is a key intermediate in the biosynthesis of lignin, one of the principal sources of biomass. Coffee is an extremely popular beverage throughout the world and is the third most commonly consumed after water and tea [73]. Wout Boerjan, John Ralph, Marie Baucher Annual Reviews Plant Biology 2003, volume 54, 519–46. Caffeic Acid is a constituent of plants, probably occurs in plants only in conjugated forms. The cloning and characterization of both isoforms and their expression in a heterologous system may help clarify the structure-function relationship of the presumed ‘bispecific’ HCA OMT. By continuing you agree to the use of cookies. nécessaire]. L'acide caféique a une structure très proche de l'acide cinnamique dont il dérive. The substances that are apparently, or presumably, responsible or associated with health benefits of cranberry include, Hydroxycinnamic Acids: Natural Sources, Biosynthesis, Possible Biological Activities, and Roles in Islamic Medicine, Hesham R. El-Seedi, ... Ulf Göransson, in, Antiobesity Effects of Natural Products from an Epigenetic Perspective, Currently available data suggest that flavonoid-related compounds, such as catechols, including 3,4-dihydrobenzoic acid, epinephrine, gallic acid, and catechol, and coffee polyphenols, such as, Nanomaterials and natural products for UV-photoprotection, Maira Gaspar Tosato, ... María Sandra Churio, in, Hydroxycinnamic acids belong to one of the families of nonflavonoid phenols present in fruit (kiwis, blueberries, apples, grapes, coffee) and cereal grains (wheat, rice, oat flours), with, Parisi et al., 2013; D’Archivio et al., 2007, ) is an important enzymatic reaction in the biosynthesis of lignin in all vascular plants. Ferulate-5-hydroxylase (F5H, CYP84) catalyzes the hydroxylation of ferulate to 5-hydroxyferulate, and, only recently, alternative substrates of F5H were demonstrated. Metformin has no effect on gastrointestinal glucose absorption and blood glucose of healthy normal human subjects [64]. Esther C.Y. Thus, all these cellular targets might be involved in the antidepressant effects of rosmarinic acid. L'acide caféique, au même titre que le Trolox (une vitamine E hydrosoluble), est capable de protéger les cellules contre les dommages provoqués par les radicaux libres[13]. It is found in all plants because it is a key intermediate in the biosynthesis of lignin, one of the principal components of woody plant biomass and its residues. Vesicles in a size range from 167 nm to 262 nm were loaded with 0.5–2% w/w ethanolic herb extract containing curcumin, demethoxycurcumin, and bisdemethoxycurcumin, and respectively incorporated in a base cream for topical application. Sigma-Aldrich offers a number of Caffeic acid products. Stilbenes are secondary metabolites of plant species including grape, pine, peanut, and sorghum (Chong et al., 2009). Chemical structure: This structure is also available as a 2d Mol file or as a computed 3d SD file The 3d structure may be viewed using Java or Javascript. Schematic representation of a LDH. Caffeic acid, which is unrelated to caffeine, is biosynthesized by hydroxylation of coumaroyl ester of quinic acid (esterified through a side chain alcohol). (2013) evaluated the antioxidant activity in vitro of stearic-acid- and stearyl-ferulate-based SLNs containing trans-ferulic acid. It exists in cis and trans forms; the latter is the more common. ", "Carcinogenicity of antioxidants BHA, caffeic acid, sesamol, 4-methoxyphenol and catechol at low doses, either alone or in combination, and modulation of their effects in a rat medium-term multi-organ carcinogenesis model", "Agents Classified by the IARC Monographs", "Caffeic acid metabolism by gnotobiotic rats and their intestinal bacteria", "Chlorogenic acid bioavailability largely depends on its metabolism by the gut microflora in rats", "A Use for that Last Cup of Coffee: Film and Paper Development", 5-HPETE (arachidonic acid 5-hydroperoxide), 4'-O-β-D-Glucosyl-9-O-(6''-deoxysaccharosyl)olivil, https://en.wikipedia.org/w/index.php?title=Caffeic_acid&oldid=984962585, Pages using collapsible list with both background and text-align in titlestyle, Articles containing unverified chemical infoboxes, Articles with unsourced statements from December 2019, Creative Commons Attribution-ShareAlike License, 223 to 225 °C (433 to 437 °F; 496 to 498 K), 327 nm and a shoulder at c. 295 nm in acidified methanol, This page was last edited on 23 October 2020, at 03:56.