Collect. Czech. Chem. Commun. 1991, 56, 2362-2372

Oxidation studies on β-lactam antibiotics: In-vitro antimicrobial activity of the oxidized products of 3-heteroarylthiomethyl-ceph-3-ems

Rajeshwar Singh*, Maya P. Singh and Ronald G. Micetich

SynPhar Laboratories Inc., No. 24 Taiho Alberta Center, No. 24, 4290-91A St., Edmonton, Alberta, Canada T6E 5V2


Various products from the oxidation of 3-heteroarylthiomethyl-ceph-3-ems using m-chloroperbenzoic acid (m-CPBA) and hydrogen peroxide in acetic acid in varying stoichiometric ratios have been isolated, identified and their in vitro antimicrobial activity determined. The oxidized compounds with the 2-aminothiazol-4-yl-(Z)-2-methoxyiminoacetamido side chain showed better antibacterial activity against various Gram negative bacteria compared to the unoxidized compounds.