由苯基菲并萘酮氧化生物合成苯基苯并异色烯酮。

Oxidative biosynthesis of phenylbenzoisochromenones from phenylphenalenones.

作者信息

Opitz Stefan, Schneider Bernd

机构信息

Max-Planck-Institut für Chemische Okologie, Beutenberg Campus, Winzerlaer Str. 10, D-07745 Jena, Germany.

出版信息

Phytochemistry. 2003 Feb;62(3):307-12. doi: 10.1016/s0031-9422(02)00546-0.

DOI:10.1016/s0031-9422(02)00546-0

PMID:12620342

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.

摘要

13C核磁共振分析表明，两个13C标记的苯丙氨酸单元掺入到瓦氏魔杖花中共存的苯并菲酮和苯并异色满酮中。这些结果表明，苯并异色满酮是在苯并菲酮生物合成途径后期分支后通过氧化形成的。对于这种转化的关键步骤，提出了一种双加氧酶型机制，随后是脱羧反应。