Julichrome Q6 Glucuronide, a Monomeric Subunit of the Julimycin B-I Complex from a Terrestrial Streptomyces sp

The terrestrial Streptomyces sp. isolate GW6225 afforded julichrome Q 6 glucuronide ( 9), the first monomeric member of the julimycin-B complex, and additionally the julichromes Q 1.2 ( 7a), Q 1.5 ( 7b), and Q 3.5 ( 8), which were fully characterized by 2D NMR spectra. Additional new microbial compounds were 4-acetylchrysophanol ( 6a) and N-phenyl-beta-naphthylamine ( 10). The isomeric N-phenyl-alpha-naphthylamine ( 11) was found in the marine Streptomyces sp. B8335 and was also characterized. The high antibiotic activity of Streptomyces sp. GW6225 extracts was probably due to the thiazolyl cyclopeptide nosiheptide.