Dual-protected amino acid derivatives as new antitubercular agents

Chem Biol Drug Des. 2018 Aug;92(2):1576-1580. doi: 10.1111/cbdd.13315. Epub 2018 May 31.

Abstract

Tuberculosis is an infectious disease with high incidence and growing drug-resistant rates. In an attempt to develop new antitubercular agents, 35 compounds were synthesized, most of them bearing a carbamate and enantiopure amino acid moiety. These compounds had their activity evaluated toward a Mycobacterium tuberculosis strain (ATCC 27294) and cytotoxicity against fibroblast MRC-5 cells (ATCC CCL-171). Three of the prepared derivatives presented a good antimicrobial inhibition and two of them a moderate cytotoxicity. The lipophilicity seems to play a vital role in the cell growth activity, with best results for the derivatives with a higher logP.

Keywords: Mycobacterium tuberculosis; amino acid; carbamate; cytotoxicity.

Publication types

  • Letter
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemistry*
  • Amino Acids / pharmacology
  • Antitubercular Agents / chemistry*
  • Antitubercular Agents / pharmacology
  • Cell Line
  • Cell Survival / drug effects
  • Humans
  • Microbial Sensitivity Tests
  • Mycobacterium tuberculosis / drug effects
  • Structure-Activity Relationship

Substances

  • Amino Acids
  • Antitubercular Agents