Synthesis and antitubercular activity of a series of hydrazone and nitrovinyl analogs derived from heterocyclic aldehydes

Abstract

A series of hydrazone and 3-nitrovinyl analogs of indole-3-carboxaldehydes and related compounds were synthesized and screened for antitubercular activity against Mycobacterium tuberculosis H37R_V in BACTEC 12B medium using the Microplate Alamar Blue Assay (MABA). Several compounds showed inhibitory activity against M. tuberculosis in primary screening assays at a concentration of 6.25 μg/mL; subsequent dose-response studies indicated that the most active compounds, 3d, 3e & 8b, had IC₅₀ values of 5.96, 5.4 & 1.6 μg/mL, respectively. These compounds represent potential leads for the further development of novel antitubercular agents.

Keywords::

• Indole-3-hydrazones
• benzo[b]thiophene-3-hydrazones
• thiophene-3-hydrazones
• 3-nitrovinylindoles
• antitubercular activity

Acknowledgements

The authors thank the Tuberculosis Antimicrobial Acquisition and Coordinating Facility (TAACF), National Institute of Allergy and Infectious Diseases Southern Research Institute, GWL Hansen′s Disease Center, Colorado State University, Birmingham, AL, USA, for the in vitro evaluation of antimycobacterial activity using M. tuberculosis H37R_V.