Stilbenoids are hydroxylated derivatives of stilbene. They have a C6–C2–C6 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 antimicrobial stilbenoid drug tapinarof which is biosynthesized by the Gram-negative bacterium Photorhabdus luminescens.[4][5][6]
^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): 3505–3511. doi:10.1021/jf0602673. PMID 19127717.
^ abValletta, Alessio; Iozia, Lorenzo Maria; Leonelli, Francesca (January 2021). "Impact of Environmental Factors on Stilbene Biosynthesis". Plants. 10 (1): 90. doi:10.3390/plants10010090. PMC 7823792. PMID 33406721.
^Dubrovina, A. S.; Kiselev, K. V. (October 2017). "Regulation of stilbene biosynthesis in plants". Planta. 246 (4): 597–623. doi:10.1007/s00425-017-2730-8. ISSN 0032-0935. PMID 28685295. S2CID 4015467.
^RICHARDSON, WILLIAM H. (1988). "Identification of an anthraquinone pigment and a hydroxystilbene antibiotic from Xenorhabdus luminescens". Applied and Environmental Microbiology. 54 (6): 1602–1605. Bibcode:1988ApEnM..54.1602R. doi:10.1128/AEM.54.6.1602-1605.1988. PMC 202703. PMID 3415225 – 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): 2419–2424. Bibcode:2007PNAS..104.2419E. doi:10.1073/pnas.0610525104. ISSN 0027-8424. PMC 1892976. PMID 17284598.
^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): 1468–1479. doi:10.1016/j.chembiol.2016.10.010. ISSN 2451-9456. PMID 27866911.
Stilbenoids are hydroxylated derivatives of stilbene. They have a C6–C2–C6 structure. In biochemical terms, they belong to the family of phenylpropanoids...
Resveratrol (3,5,4′-trihydroxy-trans-stilbene) is a stilbenoid, a type of natural phenol or polyphenol and a phytoalexin produced by several plants in...
Pterostilbene (/ˌtɛrəˈstɪlbiːn/) (trans-3,5-dimethoxy-4-hydroxystilbene) is a stilbenoid chemically related to resveratrol. In plants, it serves a defensive phytoalexin...
nonproprietary name. Tapinarof, also known as benvitimod, is a bacterial stilbenoid produced in Photorhabdus bacterial symbionts of Heterorhabditis nematodes...
(resveratrol-3-O-β-D-glucopyranoside), a stilbenoid Populin, a glucoside Resveratroloside (resveratrol-4'-O-β-D-glucopyranoside), a stilbenoid This set index page lists...
4′-Dihydroxystilbene, a stilbenoid found in the roots of Hydrangea macrophylla Pinosylvin (3,5-dihydroxystilbene), a pre-infectious stilbenoid toxin Stilbestrol...
British National Vegetation Classification system Combretastatin A-4, a stilbenoid chemical compound A4, the alternating group on four elements A4, a type...
Recently, it has been discovered that melinjo strobili are rich in a stilbenoid composed of resveratrol and identified as a dimer. This result was published...
resveratrol R-Viniferin, a synonym for the stilbenoid vitisin B R2-Viniferin, a synonym for the stilbenoid vitisin A This set index article lists chemical...
belonging to the genus Caragana. Caragana sinica is known to produce the stilbenoid trimers α-viniferin, showing acetylcholinesterase inhibitory activity...
leaves of H. macrophylla var. thunbergii. The leaves also contain the stilbenoid hydrangeic acid. The various colors, such as red, mauve, purple, violet...
a syntethic estrogen Pinosylvin, a stilbenoid 3,4'-Dihydroxystilbene, a stilbenoid Stilbestrol, a stilbenoid This set index page lists chemical structure...
4-coumaroyl-CoA to resveratrol. An alternative bacterial ketosynthase-directed stilbenoids biosynthesis pathway exists in Photorhabdus bacterial symbionts of Heterorhabditis...
anti-coagulation effects due to its stilbenoid content. The family Gnetaceae is well known as a rich source of plant-derived stilbenoids as well as Cyperaceae, Dipterocarpaceae...
exact mass: 420.1420 u) may refer to: Isorhapontin, a stilbenoid glucoside Rhaponticin, a stilbenoid glucoside This set index page lists chemical structure...
Leucoanthocyanidin 4-Methoxyresveratrol, a stilbenoid Mexenone Pinostilbene (3-methoxyresveratrol), a stilbenoid Taraxacin a guaianolide This set index page...
Flexuosol A Hopeaphenol Hopeahainol A Vitisin A (stilbenoid) Vitisin B (stilbenoid) Vitisin C, a stilbenoid This set index page lists chemical structure articles...
color and mouthfeel of wine. These compounds include phenolic acids, stilbenoids, flavonols, dihydroflavonols, anthocyanins, flavanol monomers (catechins)...
Cinnamtannin B1, a condensed tannin found in cinnamon Combretastatin B-1, a stilbenoid found in Combretum sp. Fumonisin B1, a toxins produced by several species...
the stilbenoid resveratrol, a natural compound found in common foods like grapes, wines and nuts. Resveratrol is a biologically important stilbenoid which...
O-Desmethylangolensin, a phytoestrogen Gnetucleistol D, a stilbenoid Guibourtinidol, a flavan-3ol Isorhapontigenin, a stilbenoid Lunularic acid, a dihydrostilbenoid Plicatol...
anthraquinones has been associated with acute kidney failure. The rhizomes contain stilbenoid compounds (including rhaponticin), and the flavanol glucosides...
an organic compound used in sunscreen Oxyresveratrol, a stilbenoid Piceatannol, a stilbenoid This set index page lists chemical structure articles associated...
Rhaponticin is a stilbenoid glucoside compound. Its aglycone is called rhapontigenin. It can be found in rhubarb rhizomes. It has beneficial effects on...
the organic compound with the formula ((HO)2C6H3)2CH)2. Classified as a stilbenoid and a phenol, it is a white solid, although samples often are yellow owing...
Vitisin C is a hydroxystilbenoid. It is a resveratrol tetramer found in plants of the genus Vitis (grapevines). Ito, J (1996). "Absolute structures of...
Dorset and Warwick in England, and in South Wales. One unique class of stilbenoid derivative was first isolated from S. humilis. They were named the tyrolobibenzyls...