Stilbenoid

Resveratrol is a biologically important stilbenoid.

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]

  1. ^ 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.
  2. ^ a b 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 7823792. PMID 33406721.
  3. ^ 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.
  4. ^ 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.
  5. ^ 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.
  6. ^ 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.