5-Nitrothiazolylthiosemicarbazones: synthesis and antimycobacterial evaluation against tubercular and non-tubercular mycobacterial species.
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 microM 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 microM.
Sriram
Dhrmarajan
D
Medicinal Chemistry and Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Hyderabad, Andhra Pradesh, India. dsriram@bits-hyderabad.ac.in
Yogeeswari
Perumal
P
Senthilkumar
Palaniappan
P
Sangaraju
Dewakar
D
D000818:Animals; D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002522:Chlorocebus aethiops; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D009161:Mycobacterium / Q000187:drug effects*; D013045:Species Specificity; D013882:Thiosemicarbazones / Q000138:chemical synthesis* / Q000494:pharmacology*; D014709:Vero Cells
D000995:Antitubercular Agents; D013882:Thiosemicarbazones