5-Nitrothiazolylthiosemicarbazones: Synthesis and antimycobacterial evaluation against tubercular and non-tubercular mycobacterial species

Abstract

Nineteen 5-nitrothiazolylthiosemicarbazones were synthesized from 5-nitrothiazole by three-step synthesis and evaluated for in vitro activities against seven mycobacterial species. Among them, N-(5-nitro-1, 3-thiazol-2-yl)-2-((Z)-4-[(phenylmethyl)oxy]phenylmethylidene)hydrazine-1-carbothioamide (4m) was found to be the most active compound with a minimum inhibitory concentration (MIC) of 0.23 μM against Mycobacterium tuberculosis H37 Rv, and was three times more potent than isoniazid and equally active as rifampicin. Compound 4m also inhibited six non-tubercular mycobacteria with MICs ranging from 1.88 to 30.25 μM.

Keywords::

• Tuberculosis
• antimycobacterial activity
• thiosemicarbazones
• thiazole derivatives

Acknowledgment

The authors are thankful to the Department of Biotechnology (BT/01/COE/05/06/01), Government of India, for their financial assistance.

Declaration of interest: The authors report no conflicts of interest.