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ID: ALA1131185

Journal: J Med Chem

Title: Syntheses of new isodethiaazacephems as potent antibacterial agents.

Authors: Hwu JR, Tsay SC, Hakimelahi S.

Abstract: New isodethiaazacephems (+/-)-3, (+/-)-4, and (+/-)-10 as well as the 4-sulfonylated isodethiaazacepham (+/-)-5 were synthesized by chemical methods and found to possess biological activity against five pathogenic microorganisms in vitro. The mesylate and the triflate functionalities in (+/-)-3 and (+/-)-4, acting as effective leaving groups, enhanced remarkably the biological activity in comparison with the parent 3-hydroxyisodethiaazacephem (+/-)-10. The mode of action related to (+/-)-3 and (+/-)-4 can be explained by a [1,4]-elimination process.

CiteXplore: 9822538

DOI: 10.1021/jm980476h