Inventors:
Edward Turos - Temple Terrace FL
Edward T. Carpenter - Tampa FL
Timothy Long - Tampa FL
Daniel V. Lim - Tampa FL
Sonja S. Dickey - Tampa FL
Assignee:
University of South Florida - Tampa FL
International Classification:
A61K 31397
Abstract:
Substituted monocyclic -lactam compounds that are N-1-thiolated monolactams, and which exhibit wide-ranging antibacterial activities, having a single 4-membered azetidinone ring in which: the N-1 nitrogen atom of the azetidinone ring is bonded to sulfur but is not sulfonated, of the formula: wherein R are independently hydrogen, alkyl, heteroalkyl, aryl, heteroaryl, alkenyl, or alkynyl; X is H, C, or O; and n=0-3. Chemical synthesis of these compounds by a [2+2]-imine-acid chloride cycloaddition, and methods for subsequent derivatization, are also disclosed. The compounds and compositions disclosed herein are useful as antibacterial and antibiotic agents.