A Simple Route to Benzo[b]xanthene-6,11,12-triones: Synthesis of Bikaverin

Author:

Anufriev Victor1,Pelageev Dmitry12,Borisova Ksenia1

Affiliation:

1. G. B. Elaykov Pacific Institute of Bioorganic Chemistry

2. School of Natural Sciences, Far Eastern Federal University

Abstract

A three-step procedure for the synthesis of 1H-benzo[b]xanthene-6,11,12-trione derivatives is described. The procedure involves the halogenation of 12-(3-hydroxy-1,4-naphthoquinon-2-yl)-6H-benzo[b]xanthene-6,11-(12H)-diones, followed by treatment with water under aeration. In this manner, bikaverin, a cytotoxic metabolite isolated from several species of the fungal genera Gibberella, Fusarium, and Mycogone, was synthesised.

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

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