Bioorganic & medicinal chemistry

Metabolism of the phytoalexins camalexins, their bioisosteres and analogues in the plant pathogenic fungus Alternaria brassicicola

MSC Pedras, A Abdoli

Index: Pedras, M. Soledade C.; Abdoli, Abbas Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 15 p. 4541 - 4549

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Citation Number: 8

Abstract

The metabolism of the phytoalexins camalexin (1), 1-methylcamalexin (10) and 6- methoxycamalexin (11) by Alternaria brassicicola and their antifungal activity is reported. This work establishes that camalexins are slowly biotransformed (ca. six days) to the corresponding indole-3-thiocarboxamides, which are further transformed to the indole-3- carboxylic acids. These metabolites are substantially less inhibitory to A. brassicicola than ...