A light-inactivated antibiotic

J Med Chem. 2000 Jan 13;43(1):128-32. doi: 10.1021/jm980648a.

Abstract

Sodium 7beta-[(R)-2-(N(b)()-o-nitrobenzyloxycarbonyl)hydrazino-3-pheny lpropa namido]cephalosporanate (1) is described as a new type of beta-lactam antibiotic, which undergoes light-induced destruction of its beta-lactam moiety and hence becomes biologically inactive. This type of antibiotic holds the promise of self-destruction over a number of hours of exposure to light, so that it would not allow selection of resistance in the environment.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Bacteria / drug effects
  • Carbamates / chemistry*
  • Carbamates / pharmacology
  • Carbamates / radiation effects
  • Cephalosporins / chemistry*
  • Cephalosporins / pharmacology
  • Cephalosporins / radiation effects
  • Light
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Photochemistry

Substances

  • 7-(2-(N(b)-2-nitrobenzyloxycarbonyl)hydrazino-3-phenylpropanamido)cephalosporanic acid
  • Carbamates
  • Cephalosporins