Stilbenoid
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Resveratrol is a biologically important stilbenoid.
Stilbenoids are hydroxylated derivatives of stilbene. In biochemical terms, they belong to the family of phenylpropanoids and share most of their biosynthesis pathway with chalcones.[1] Stilbenoids are secondary products of 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 Photorhabdus bacterial symbionts of Heterorhabditis nematodes.[2]
An example of a stilbenoid is resveratrol, which is found in grapes and which has been suggested to have many health benefits.[3]
Phytoalexin properties
They have been suggested by some studies to be responsible for resistance to some tree diseases, such as pine wilt.
Known stilbenoids
- Aglycones
- Oligomeric forms
- α-Viniferin
- Ampelopsin A[4]
- Ampelopsin E[4]
- Diptoindonesin C can be isolated from the bark of Shorea pinanga[5]
- Diptoindonesin F can be isolated from the bark of Shorea gibbosa[4]
- Epsilon-viniferin
- Flexuosol A[6]
- Gnetin H[5]
- Hemsleyanol D[4]
- Hopeaphenol[5]
- trans-Diptoindonesin B
- Vaticanol B[4]
- Glycosides
- Oligomeric forms glycosides
See also
- Dihydrostilbenoids
- List of antioxidants in food
- List of phytochemicals in food
- Phytochemistry
- Secondary metabolites
References
- ↑ 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.
- ↑ 4.0 4.1 4.2 4.3 4.4 Oligostilbenoids from Shorea gibbosa and their cytotoxic properties against P-388 cells. Haryoto Saroyobudiono, Lia D. Juliawaty, Yana M. Syah, Sjamsul A. Achmad, Euis H. Hakim, Jalifah Latip and Ikram M. Said, Journal of Natural Medicines, Volume 62, Number 2 / avril 2008
- ↑ 5.0 5.1 5.2 Yana M. Syah; Euis H. Hakim; Emilio L. Ghisalberti; Afghani Jayuska; Didin Mujahidin; Sjamsul A. Achmad (2009). "A modified oligostilbenoid, diptoindonesin C, from Shorea pinanga Scheff". Natural Product Research 23 (7).
- ↑ Li, Wen-wu; Li, Bo-Gang; Chen, Yao-zu (1998). "Flexuosol A, a New Tetrastilbene fromVitis flexuosa". Journal of Natural Products 61 (5): 646–7. doi:10.1021/np970457v. PMID 9599267.
- 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.
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