[Anthracycline antibiotics from genetically modified streptomycetes. The isolation, spectroscopic structural elucidation and biologic effects of beta-rhodomycin I].
By mutagenic treatment and selection procedures the mutant ZIMET 43678 was obtained from a population of the interspecific recombinant Streptomyces violaceus subsp. iremyceticus ZIMET 43615, which showed a changed spectrum of secondary metabolites. The main component isolated from the fermentation broth was a pure anthracycline evidenced by TLC. By means of acid hydrolysis, identification of the degradation products and also by spectroscopic UV/VIS-, IR-, MS-, 1H/13C-NMR- and CD-investigations with intact anthracycline the structure 7-(alpha-L- rhodosaminyl )-beta- rhodomycinon with the absolute configuration 7S, 9R , 10R was found. The anthracycline called beta- rhodomycin -1 (1) exhibits antimicrobial and cytostatic activity in vitro and is also effective on tumour cells in tumour bearing animals.
D018943:Anthracyclines; D000903:Antibiotics, Antineoplastic; D001412:Bacillus subtilis / Q000187:drug effects; D005285:Fermentation; D009682:Magnetic Resonance Spectroscopy; D009279:Naphthacenes / Q000096:biosynthesis / Q000302:isolation & purification / Q000494:pharmacology; D013302:Streptomyces / Q000235:genetics / Q000378:metabolism*
D018943:Anthracyclines; D000903:Antibiotics, Antineoplastic; D009279:Naphthacenes; C004977:rhodomycin
Anthracyclinantibiotica genetisch modifizierter Streptomyceten. Zur Isolierung, spektroskopischen Strukturaufklärung und biologischen Wirkung von beta-Rhodomycin-1.