Synthesis and antimycobacterial activity of pyrazine and quinoxaline derivatives

J Med Chem. 2002 Dec 5;45(25):5604-6. doi: 10.1021/jm020310n.

Abstract

A series of pyrazine and quinoxaline derivatives have been synthesized, and their activity against M. tuberculosis (Mtb) and Mycobacterium avium (MAC) are reported. The 4-acetoxybenzyl ester of pyrazinoic acid and 4'-acetoxybenzyl 2-quinoxalinecarboxylate showed excellent activity against Mtb (MIC ranges of less than 1-6.25 microg/mL) but only modest activity against MAC (MICs of 4-32 microg/mL).

Publication types

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

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Microbial Sensitivity Tests
  • Mycobacterium avium / drug effects*
  • Mycobacterium tuberculosis / drug effects*
  • Pyrazinamide / analogs & derivatives
  • Pyrazinamide / chemical synthesis*
  • Pyrazinamide / chemistry
  • Pyrazinamide / pharmacology
  • Pyrazines / chemical synthesis*
  • Pyrazines / chemistry
  • Pyrazines / pharmacology
  • Quinoxalines / chemical synthesis*
  • Quinoxalines / chemistry
  • Quinoxalines / pharmacology
  • Structure-Activity Relationship

Substances

  • 4'-acetoxybenzyl 2-quinoxalinecarboxylate
  • 4-acetoxybenzyl pyrazinoate
  • Anti-Bacterial Agents
  • Pyrazines
  • Quinoxalines
  • Pyrazinamide