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 at 28°C for 7 days in a specified medium, and orange red pigments were extracted from the mycelium and culture filtrate with acetone or chloroform, then purified via procedures including silica gel thin-layer chromatography, column chromatography (silica gel, Sephadex LH20), and n-hexane precipitation. Partial structures were analyzed by acid hydrolyses, mass spectroscopy, PMR, CD, IR, and UV-Vis spectra: F1, F2, F3A were identified as rhodomycinone, 7-deoxydihydrodaunomycinone, dihydrodaunomycinone respectively; F3B was suggested as the 7-epimer of dihydrodaunomycinone; acid hydrolyses of F7A, F7B, F4B, F5A, F5B, F6A, F6B yielded daunomycinone as the aglycone, with F4B, F5A, F5B, F6A, F6B containing daunosamine and F7B, F4C containing an unknown amino sugar. F6A and F7A were identical to daunomycin and N-acetyldaunomycins respectively. The new daunomycin analogues F4B, F5A, F5B, F6B, F7B, F4C were named baumycins A1, A2, B1, B2, C1, C2 respectively, and their physicochemical properties (melting point, specific rotation, elemental analysis, spectral data) were determined.

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