Oxidative biosynthesis of phenylbenzoisochromenones from phenylphenalenones

ArticleinPhytochemistry 62(3):307-12 · March 2003with5 Reads
Impact Factor: 2.55 · DOI: 10.1016/S0031-9422(02)00546-0 · Source: PubMed

    Abstract

    13C NMR analysis demonstrated incorporation of two 13C labelled phenylalanine units into phenylphenalenones and phenylbenzoisochromenones co-occurring in Wachendorfia thyrsiflora. These results suggest oxidative formation of phenylbenzoisochromenones following a late branching from a common phenylphenalenone biosynthetic pathway. A dioxygenase-type mechanism, followed by decarboxylation, is suggested for the key steps of this conversion.