N-Thiolated β-lactam antibacterials: Effects of the N-organothio substituent on anti-MRSA activity

…, S Jang, GSK Reddy, E Turos, S Dickey, DV Lim

Index: Heldreth, Bart; Long, Timothy E.; Jang, Seyoung; Reddy, G. Suresh Kumar; Turos, Edward; Dickey, Sonja; Lim, Daniel V. Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 11 p. 3775 - 3784

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Citation Number: 42

Abstract

A study on the structure–activity profiles of N-thiolated β-lactams 1 is reported which demonstrates the importance of the N-organothio moiety on antibacterial activity. Our results indicate that elongation of the N-alkylthio residue beyond two carbons, or extensive branching within the organothio substituent, diminishes antibacterial effects. Of the derivatives we examined, the N-sec-butylthio β-lactam derivative 5g possesses the ...