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Asymmetric Synthesis and Structure‐Activity Relationship of the Four Stereoisomers of the Antibiotic Amidinomycin Part 2: Microbiological Testing
Author(s) -
Sung SunYoung,
Kist Manfred,
Frahm August W.
Publication year - 1997
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.19973300106
Subject(s) - bacillus subtilis , chemistry , stereochemistry , antibiotics , staphylococcus aureus , antimicrobial , agar dilution , micrococcus luteus , agar , staphylococcus , micrococcus , antibacterial activity , bacteria , organic chemistry , biochemistry , biology , minimum inhibitory concentration , genetics
Abstract The stereoisomers of amidinomycin 7 and their intermediates 1–6 , which are produced from homochiral 3‐oxocyclopentanecarboxylic acids by asymmetric synthesis, are tested for their antimicrobial effects by agar diffusion test and by Bouillon serial dilution assay. Their antibiotic activities against Bacillus subtilis, Staphylococcus aureus , and Micrococcus luteus , respectively, are reported. Structure‐activity relationships depend on the type and combination of functional groups, on only the relative stereochemistry as well as on the grade of lipophilia of the tested compounds.