Synthesis, Characterization and Evaluation of Antidiabetic Activity of Novel Pyrazoline Fused Indole Derivatives

Abstract

The primary purpose of this research work is to synthesize, characterize and biological evaluation of novel pyrazoline fused indole derivatives lead to creating a new molecular frame work. Methodology: In the present study, the new series of novel pyrazoline fused indole derivatives were synthesized from from indole and substituted acetophenone by the 4 step process. In the first step indole and dimethyl formamide were coupled by using phosphorous oxychloride and NaOH to prepare the compound 1 Indole-3-aldehyde. In the second step compound 1 was condensed with substituted aetophenone to synthesis the compound 2 chalcones (a-h). In the third step chalcones 2(a-h) were coupled with semicarbazide or thiosemicarbazide to synthesis the compound 3(a-p). In the final step compound 3(a-p) were coupled with indole-3-aldehyde to prepare the final product of R-substitutedN-((1H-indol-3-yl)methylene)-5-(1H-indol-3-yl)-3-phenyl-4,5-dihydro-1H-pyrazole-1-carboxamide and R-substitutedN-((1H-indol-3-yl)methylene)-5-(1H-indol-3-yl)-3-phenyl-4,5-dihydro-1H-pyrazole-1-carbothioamide 4(a-p). Results: The chemical structures of the synthesized compounds were characterized by means of IR, Mass and NMR spectroscopy. The compounds were screened for anti-diabetic activity by In-vitro and In-vivo methods. In In-vivo method 4a, 4m have exhibited moderate anti-diabetic activity as that of standard drug, glibenclamide. In In-vitro method 4a, 4e & 4m have shows moderate anti-diabetic activity as that of reference standard, acarbose. Conclusion: The synthesized novel pyrazoline fused indole derivatives have moderate antidiabetic activity as that of standard drug by In-vitro and In-vivo methods. These compounds can be further exploited to get the potent lead compound.