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Syntheses of New Isocephems and Isodethiaoxacephems as Antimicrobial Agents

✍ Scribed by Gholam H. Hakimelahi; Jih Ru Hwu; Shwu-Chen Tsay; Zahra Ramezani; Jih Ru Hwu

Book ID
102256277
Publisher
John Wiley and Sons
Year
1996
Tongue
German
Weight
411 KB
Volume
79
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

The cis‐configurated isocephem 26 as well as isodethiaoxacephems 21 and 33 were synthesized (Schemes 4 and 5). The key step involves chlorination of the corresponding carbanions of 23, 18, and 31 with CF~3~SO~2~Cl followed by internal alkylation. β‐Lactams 3, 21, 26, and 33 were found to possess biological activity against several pathogenic microorganisms in vitro. Electronic activation of the lactam moiety in isodethiaoxacephem 33 remarkably enhanced its biological activity.

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