Synthesis of novel N-(aryl) diazenyl thiazol-2-amines and bezylidenethiazolidin- 4-ones linked to indole nucleus as antioxidant, antimicrobial, antimycobacterial and cytotoxic agents

Abstract

Objective: Synthesis of Some of the novel indole derivatives viz., N-4-aryl-N-{[(aryl)diazenyl](2-phenyl-1H-indol-3-yl)methylene}thiazol-2-amines 4a-f and 5-(4-substituted bezylidene)-3-[4-(arylthiazol-2-yl)-2-(2-phenyl-1H-indol-3-yl)]thiazolidin-4-ones 6a-i. The structures of all the newly synthesized compounds were characterized by their IR, PMR, CMR and mass spectral studies, Methods: All these newly synthesized compounds were screened for their in-vitro antimicrobial activity by broth micro-dilution method, anti-TB activity by alamar blue dye method, Antioxidant activities: like, 1,1-Diphenyl-2-picryl hydrazyl (DPPH) radical scavenging activity (RSA), Ferric ions (Fe3+) reducing antioxidant power (FRAP), Ferrous (Fe2+) metal ion chelating activity and in-vitro growth effect of cytotoxic activity was assessed by calorimetric method. Results: Compounds 4b, 4e and 6f exhibited good radical scavenging activity (RSA) (MIC <25 ?g/ml), 6a displayed good ferric ions (Fe3+) reducing antioxidant power (FRAP) at a concentration 100 ?g/ml, compounds 4a and 6a exhibited good activity against all the screened bacteria and fungi, 4a exhibited excellent anti-mycobacterial activity (MIC 0.2 ?g/ml), where as compound 4a, 4d and 6g showed promising cytotoxic activity (MIC <10 ?g). Conclusion: Compounds 4a and 6a exhibited potent anti-microbial activity against all the screened bacteria and fungi, compound 4a shown potent anti-mycobacterial activity.