Studies on Structure of Griseolutein-B, a Streptomyces Antibiotic. III. The Complete Structure.

Abstract

A drastic reduction of diacetylgriseolutein-B monomethyl ester gave 1-methoxy-4, 9-dimethylphenazine. Griseoluteic acid was assumed to be 1-methoxy-4-hydroxymethyl-9-carboxyphenazine. From these results and the periodate oxidation, griseolutein-B was concluded to be 1-methoxy-4-[(1, 2-dihydroxyethoxy) methyl]-9-carboxyphenazine. The synthesis of 1-methoxy-4, 6-dimethylphenazine and 1-methoxy-4, 9-dimethylphenazine is described.