Structure-activity correlations among rifamycin B amides and hydrazides

J Med Chem. 1975 Apr;18(4):332-9. doi: 10.1021/jm00238a002.

Abstract

Structure-antibacterial activity correlation equations have been developed for aseries of 44 amides and 25 hydrazides of rifamycin B in five bacterial systems. The best amide equations show that activity is a parabolic function of log P. A wide variation in log Po was found for the various bacterial systems. The most important correlation parameter in the hydrazide equations is omicron*. The significance of this finding is somewhat obscured by the high degree of collinearity among the parameters evaluated (omicron*, E-s, log P). Two rifamycin B amides were prepared and evaluated as a result of this study. The correlation equations quantitatively predicted their activity in five of six tests.

MeSH terms

  • Amides / pharmacology
  • Bacillus subtilis / drug effects
  • Computers
  • Enterococcus faecalis / drug effects
  • Hydrazines / pharmacology
  • Kinetics
  • Micrococcus / drug effects
  • Mycobacterium tuberculosis / drug effects
  • Regression Analysis
  • Rifamycins* / pharmacology
  • Streptococcus / drug effects
  • Structure-Activity Relationship

Substances

  • Amides
  • Hydrazines
  • Rifamycins