Open AccessSynthesis 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.