Baumycins, new antitumor antibiotics related to daunomycin.

The Journal of Antibiotics
1977.0

Abstract

In the course of studies on antitumor anthracycline glycosides, new members of the daunomycin group, baumycins A1, A2, B1, B2, C1 and C2, were isolated from culture broths of Streptomyces sp. No. ME130-A4 which was classified as S. coeruleorubidus. The strain was shake-cultured under specific conditions, and orange red pigments were extracted from the mycelium mass and culture filtrate, then separated and purified using methods including solvent extraction, silica gel thin-layer chromatography, silica gel column chromatography, and Sephadex LH20 column chromatography. Rf values of 12 components were determined via TLC with four solvent systems. Partial structures of these pigments were analyzed through acid hydrolyses, mass spectroscopy, PMR, CMR, and CD spectra. F1, F2, F3A were identified as rhodomycinone, 7-deoxydihydrodaunomycinone, and dihydrodaunomycinone, respectively; F3B was suggested to be the 7-epimer of dihydrodaunomycinone. Acid hydrolyses showed that F7A, F7B, F4B, F5A, F5B, F6A, and F6B yielded the aglycone identical to daunomycinone. F6A and F7A were confirmed as daunomycin and N-acetyldaunomycins, respectively. F4B, F4C, F5A, F5B, F6B, and F7B were new daunomycin analogues, named baumycins A1, A2, B1, B2, C1, and C2, with their properties including melting point, specific rotation, elemental analysis, and spectral data (UV-Vis, IR) reported.

Knowledge Graph

Similar Paper