Studies on the Structure of Griseolutein-B, a Streptomyces Antibiotic. II. Decarboxylation and Periodic Acid Oxidation.

Abstract

Decarboxylation of diacetylgriseolutein-B in qinoline with copper gave 1-methoxy-4-hydroxymethylphenazine. The periodic acid oxidation of griseolutein-B gave griseoluteic acid, formic acid, and formaldehyde. From these results a partial structure of griseolutein-B was presented. The reduction of 1-acetoxy-4-methoxycarbonylphenazine with lithium aluminum hydride which gave 1-hydroxy-4-hydroxymethylphenazine and 1-hydroxy-4-methylphenazine was described.