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. Stilbenoids are secondary products of [1 ] heartwood formation in trees that can act as phytoalexins.
A bacterial stilbenoid, produced in an alternative
ketosynthase-directed pathway, (E)-;3,5-Dihydroxy-4-isopropyl-trans-stilbene, exists in bacterial symbionts of Photorhabdus nematodes. Heterorhabditis [2 ]
An example of a stilbenoid is
resveratrol, which is found in grapes and which has been suggested to have many health benefits. [3 ]
Oligomeric forms are known as
Chemistry [ edit ]
UV irradiation, stilbene and its derivatives undergo intramolecular cyclization to form dihydrophenanthrenes.
Phytoalexin properties [ edit ]
They have been suggested by some studies to be responsible for resistance to some tree diseases, such as
Known stilbenoids [ edit ]
See also [ edit ]
References [ edit ]
^ 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): 3505–11. doi: 10.1021/jf0602673. PMID 19127717.
^ Joyce SA, Brachmann AO, Glazer I, Lango L, Schwär G, Clarke DJ, Bode HB (2008). "Bacterial biosynthesis of a multipotent stilbene". Angew Chem Int Ed Engl 47 (10): 1942–5. doi: 10.1002/anie.200705148. PMID 18236486.
^ Jang MS, Cai EN, Udeani GO (1997). "Cancer chemopreventive activity of resveratrol, a natural product derived from grapes". Science 275 (5297): 218–20. doi: 10.1126/science.275.5297.218. PMID 8985016.
Hillis WE (1987) Heartwood and tree exudates. Springer, Berlin Heidelberg New York.
Yamada T, Ito S (1993) Chemical defense responses of wilt-resistant pine species, Pinus strobus and P. taeda, against Bursaphelenchus xylophilus infection. Ann Phytopathol Soc Jpn 59:666–672.