Bioorganic & medicinal chemistry

Probing the phytopathogenic stem rot fungus with phytoalexins and analogues: unprecedented glucosylation of camalexin and 6-methoxycamalexin

MSC Pedras, PWK Ahiahonu

Index: Pedras, M. Soledade C.; Ahiahonu, Pearson W.K Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 10 p. 3307 - 3312

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Citation Number: 44

Abstract

The remarkable metabolism of the cruciferous phytoalexins camalexin and 6- methoxycamalexin by the stem rot phytopathogen Sclerotinia sclerotiorum is reported. The biotransformations yielded camalexins glucosylated at N-1 or C-6 of the indole ring, with substantially lower antifungal activity than camalexins. A camalexin analogue with the positions N-1 and C-6 blocked was metabolized but at a much slower rate than the natural ...