PMID: 5257963May 1, 1969Paper

Preparation of four new antibiotics from a mutant of Streptomyces fradiae

Proceedings of the National Academy of Sciences of the United States of America
W T ShierD Gottlieb

Abstract

A mutant of Streptomyces fradiae 3535 incapable of synthesizing the antibiotic neomycin in the absence of added deoxystreptamine, the aminocyclitol subunit of the antibiotic, has been isolated from a culture treated with N-methyl-N'-nitro-N-nitrosoguanidine. The related aminocyclitols streptamine and 2-epistreptamine, both available by chemical synthesis, were incorporated by the mutant strain into four new antibiotics, for which we suggest the names hybrimycins A (isomers 1 and 2, from streptamine) and hybrimycins B (isomers 1 and 2, from 2-epistreptamine). Structures of the new antibiotics were established from the mass spectral, nuclear magnetic resonance, and optical rotatory properties of appropriate derivatives. This method offers a promising approach to the synthesis of other antibiotics.

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Citations

Feb 11, 2005·Applied Microbiology and Biotechnology·S Weist, R D Süssmuth
Dec 6, 2011·Journal of the American Chemical Society·Simone EichnerAndreas Kirschning
Dec 2, 2006·The Journal of Antibiotics·Julian E Davies
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