Oximes of 3 formylrifamycin SV. Synthesis, antibacterial activity, and other biological properties

Article abstract of DOI:10.1021/jm00250a005

The synthesis of the oximes of 3 formylrifamycin SV and the preparation of some of the O substituted hydroxylamine intermediates are described. The chemical and physical characteristics, the antibacterial activity on wild type and rifampicin resistant strains, and other biological properties of the new derivatives are reported. Structure activity relationships show that increasing the lipophilicity of the oxime substituent decreases the antibacterial activity, both in vitro and in experimental infection, whereas inhibition of a rifampicin resistant strain of S. aureus and of several transcribing enzymes is increased.