Dimerization of resveratrol by the grapevine pathogen Botrytis cinerea.
Resveratrol (trans-3,4',5-trihydroxystilbene) is produced by grapes (Vitis spp.) in response to microbial attack by the fungal grapevine pathogen Botrytis cinerea. Several reports indicate that pathogenic B.cinerea strains are capable of biotransforming resveratrol into an assortment of unidentified oxidized metabolites as a means of reducing the antifungal effects of resveratrol and facilitating Botrytis invasion into host-plant tissues. Studies utilizing growing incubations of Botrytis cinerea ATCC 11542 with resveratrol resulted in the production of three new (restrytisols A-C) (1-3) and three known (resveratrol trans-dehydrodimer, leachinol F, and pallidol) oxidized resveratrol dimers. All of the metabolites were evaluated for their anti-HIV-1, cytotoxic, and cyclooxygenase (COX) I and COX II inhibitory activities.
Cichewicz
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RH
Division of Basic Pharmaceutical Sciences, School of Pharmacy, University of Louisiana at Monroe, Monroe, Louisiana 71209, USA.
Kouzi
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SA
Hamann
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MT
D000818:Animals; D001711:Biotransformation; D020171:Botrytis / Q000302:isolation & purification / Q000502:physiology*; D002522:Chlorocebus aethiops; D016861:Cyclooxygenase Inhibitors / Q000494:pharmacology; D019281:Dimerization; D015497:HIV-1 / Q000187:drug effects; D006801:Humans; D000077185:Resveratrol; D019685:Rosales / Q000382:microbiology*; D013267:Stilbenes / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology; D014709:Vero Cells
D016861:Cyclooxygenase Inhibitors; D013267:Stilbenes; D000077185:Resveratrol