Synthesis of 3-O-demethylfortimicins | Zendy

Jerry R. Martin | Zendy; PAULETTE JOHNSON | Zendy; Jack Tadanier | Zendy; Alma W. Goldstein | Zendy

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Synthesis of 3-O-demethylfortimicins

Author(s) -

Jerry R. Martin,

PAULETTE JOHNSON,

Jack Tadanier,

Alma W. Goldstein

Publication year - 1980

Publication title -

antimicrobial agents and chemotherapy

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 2.07

H-Index - 259

eISSN - 1070-6283

pISSN - 0066-4804

DOI - 10.1128/aac.18.5.761

Subject(s) - ethylamine , pseudomonas aeruginosa , stereochemistry , antibacterial agent , lithium (medication) , chemistry , antibacterial activity , beta (programming language) , pseudomonadales , biology , bacteria , organic chemistry , biochemistry , antibiotics , genetics , computer science , programming language , endocrinology

Treatment of fortimicin B with lithium in ethylamine gave 3-O-demethylfortimicin B. The latter was converted by methodology developed with fortimicin B to 3-O-demethylfortimicin A, 4-N-sarcosyl-3-O-demethylfortimicin B, 4-N-beta-alanyl-3-O-demethylfortimicin B, and 4-N-(beta-aminoethyl)-3-O-demethylfortimicin B. 3-O-demethylfortimicin A and the 4-N-acyl-3-O-demethylfortimicins B had appreciably higher antibacterial activities than the corresponding parent fortimicins. Most significant was the increased activity of 3-O-demethylfortimicin A relative to fortimicin A against a variety of strains of Pseudomonas aeruginosa.

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