Abstract
The effect of stereochemical changes on the antibacterial activity of a series of 2-substituted methyl-6β-phenoxyacetamido penams synthesized in our laboratory was studied. The 2α-heteroarylthiomethyl penams were found to be more active than the 2β-substituted derivatives against a range of Gram-positive and Gram-negative microorganisms. Both the isomers of 2-substituted methyl derivatives were found to be less active than the unsubstituted compound, the phenoxymethyl penicillin. The oxidized product of the 2α-isomer was less active than the unoxidized compound.
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