[{"@context":"http:\/\/schema.org\/","@type":"BlogPosting","@id":"https:\/\/wiki.edu.vn\/en\/stilbenoid-wikipedia\/#BlogPosting","mainEntityOfPage":"https:\/\/wiki.edu.vn\/en\/stilbenoid-wikipedia\/","headline":"Stilbenoid – Wikipedia","name":"Stilbenoid – Wikipedia","description":"before-content-x4 From Wikipedia, the free encyclopedia after-content-x4 Class of chemical compounds Stilbenoids are hydroxylated derivatives of stilbene. They have a","datePublished":"2019-09-26","dateModified":"2019-09-26","author":{"@type":"Person","@id":"https:\/\/wiki.edu.vn\/en\/author\/lordneo\/#Person","name":"lordneo","url":"https:\/\/wiki.edu.vn\/en\/author\/lordneo\/","image":{"@type":"ImageObject","@id":"https:\/\/secure.gravatar.com\/avatar\/cd810e53c1408c38cc766bc14e7ce26a?s=96&d=mm&r=g","url":"https:\/\/secure.gravatar.com\/avatar\/cd810e53c1408c38cc766bc14e7ce26a?s=96&d=mm&r=g","height":96,"width":96}},"publisher":{"@type":"Organization","name":"Enzyklop\u00e4die","logo":{"@type":"ImageObject","@id":"https:\/\/wiki.edu.vn\/wiki4\/wp-content\/uploads\/2023\/08\/download.jpg","url":"https:\/\/wiki.edu.vn\/wiki4\/wp-content\/uploads\/2023\/08\/download.jpg","width":600,"height":60}},"image":{"@type":"ImageObject","@id":"https:\/\/upload.wikimedia.org\/wikipedia\/commons\/thumb\/1\/17\/Resveratrol.svg\/220px-Resveratrol.svg.png","url":"https:\/\/upload.wikimedia.org\/wikipedia\/commons\/thumb\/1\/17\/Resveratrol.svg\/220px-Resveratrol.svg.png","height":"127","width":"220"},"url":"https:\/\/wiki.edu.vn\/en\/stilbenoid-wikipedia\/","wordCount":2976,"articleBody":"     (adsbygoogle = window.adsbygoogle || []).push({});before-content-x4From Wikipedia, the free encyclopedia       (adsbygoogle = window.adsbygoogle || []).push({});after-content-x4Class of chemical compounds  Stilbenoids are hydroxylated derivatives of stilbene. They have a C6\u2013C2\u2013C6 structure. In biochemical terms, they belong to the family of phenylpropanoids and share most of their biosynthesis pathway with chalcones.[1][2] Most stilbenoids are produced by plants,[2][3] and the only known exception is the antihelminthic and antimicrobial stilbenoid, 2-isopropyl-5-[(E)-2-phenylvinyl]benzene-1,3-diol, biosynthesized by the Gram-negative bacterium Photorhabdus luminescens.[4][5][6]       (adsbygoogle = window.adsbygoogle || []).push({});after-content-x4Table of ContentsChemistry[edit]Production[edit]Properties[edit]See also[edit]References[edit]Chemistry[edit]Stilbenoids are hydroxylated derivatives of stilbene and have a C6\u2013C2\u2013C6 structure. They belong to the family of phenylpropanoids and share most of their biosynthesis pathway with chalcones.[1][2][3] Under UV irradiation, stilbene and its derivatives undergo intramolecular cyclization, called stilbene photocyclization to form dihydrophenanthrenes. Oligomeric forms are known as oligostilbenoids.AglyconesGlycosidesAstringin in the bark of Norway sprucePiceid is a resveratrol derivative in grape juicesProduction[edit]Stilbenoids are produced in various plants, for example they are secondary products of heartwood formation in trees that can act as phytoalexins. Another example is resveratrol, an antifungal which is found in grapes and which has been suggested to have health benefits.[7]Ampelopsin A and Ampelopsin B are resveratrol dimers produced in porcelain berry.       (adsbygoogle = window.adsbygoogle || []).push({});after-content-x4A bacterial stilbenoid, (E)-3,5-dihydroxy-4-isopropyl-trans-stilbene, is produced by Photorhabdus which is a bacterial symbiont of insect nematodes called Heterorhabditis.[8]Stilbenoids are secondary metabolites present in Cannabis sativa.[9]Properties[edit]Phytoalexins have been suggested by some studies to be responsible for resistance to some tree diseases, such as pine wilt.See also[edit]References[edit]^ a b V. S. Sobolev; B. W. Horn; T. L. Potter; S. T. Deyrup; J. B. Gloer (2006). “Production of Stilbenoids and Phenolic Acids by the Peanut Plant at Early Stages of Growth”. J. Agric. Food Chem. 54 (10): 3505\u20133511. doi:10.1021\/jf0602673. PMID\u00a019127717.^ a b c Valletta, Alessio; Iozia, Lorenzo Maria; Leonelli, Francesca (January 2021). “Impact of Environmental Factors on Stilbene Biosynthesis”. Plants. 10 (1): 90. doi:10.3390\/plants10010090. PMC\u00a07823792. PMID\u00a033406721.^ a b Dubrovina, A. S.; Kiselev, K. V. (October 2017). “Regulation of stilbene biosynthesis in plants”. Planta. 246 (4): 597\u2013623. doi:10.1007\/s00425-017-2730-8. ISSN\u00a00032-0935. PMID\u00a028685295. S2CID\u00a04015467.^ RICHARDSON, WILLIAM H. (1988). “Identification of an anthraquinone pigment and a hydroxystilbene antibiotic from Xenorhabdus luminescens”. Applied and Environmental Microbiology. 54 (6): 1602\u20131605. Bibcode:1988ApEnM..54.1602R. doi:10.1128\/AEM.54.6.1602-1605.1988. PMC\u00a0202703. PMID\u00a03415225 \u2013 via 0099-2240\/88\/061602-04$02.00\/0.^ Eleftherianos, Ioannis; Boundy, Sam; Joyce, Susan A.; Aslam, Shazia; Marshall, James W.; Cox, Russell J.; Simpson, Thomas J.; Clarke, David J.; ffrench-Constant, Richard H.; Reynolds, Stuart E. (2007-02-13). “An antibiotic produced by an insect-pathogenic bacterium suppresses host defenses through phenoloxidase inhibition”. Proceedings of the National Academy of Sciences. 104 (7): 2419\u20132424. Bibcode:2007PNAS..104.2419E. doi:10.1073\/pnas.0610525104. ISSN\u00a00027-8424. PMC\u00a01892976. PMID\u00a017284598.^ Mori, Takahiro; Awakawa, Takayoshi; Shimomura, Koichiro; Saito, Yuri; Yang, Dengfeng; Morita, Hiroyuki; Abe, Ikuro (2016-12-22). “Structural Insight into the Enzymatic Formation of Bacterial Stilbene”. Cell Chemical Biology. 23 (12): 1468\u20131479. doi:10.1016\/j.chembiol.2016.10.010. ISSN\u00a02451-9456. PMID\u00a027866911.^ Jang MS, Cai EN, Udeani GO (1997). “Cancer chemopreventive activity of resveratrol, a natural product derived from grapes”. Science. 275 (5297): 218\u2013220. doi:10.1126\/science.275.5297.218. PMID\u00a08985016. S2CID\u00a030850300.^ Joyce SA, Brachmann AO, Glazer I, Lango L, Schw\u00e4r G, Clarke DJ, Bode HB (2008). “Bacterial biosynthesis of a multipotent stilbene”. Angew Chem Int Ed Engl. 47 (10): 1942\u20131945. CiteSeerX\u00a010.1.1.603.247. doi:10.1002\/anie.200705148. PMID\u00a018236486.^ Flores-Sanchez, Isvett Josefina; Verpoorte, Robert (2008-10-01). “Secondary metabolism in cannabis”. Phytochemistry Reviews. 7 (3): 615\u2013639. doi:10.1007\/s11101-008-9094-4. S2CID\u00a03353788.     (adsbygoogle = window.adsbygoogle || []).push({});after-content-x4"},{"@context":"http:\/\/schema.org\/","@type":"BreadcrumbList","itemListElement":[{"@type":"ListItem","position":1,"item":{"@id":"https:\/\/wiki.edu.vn\/en\/#breadcrumbitem","name":"Enzyklop\u00e4die"}},{"@type":"ListItem","position":2,"item":{"@id":"https:\/\/wiki.edu.vn\/en\/stilbenoid-wikipedia\/#breadcrumbitem","name":"Stilbenoid – Wikipedia"}}]}]