Microwave-assisted synthesis of new pyrazole derivatives bearing 1,2,3-triazole scaffold as potential antimicrobial agents

Dongamanti Ashok, Rangu Kavitha, Srinivas Gundu, Velagapuri Hanumantha Rao

Abstract


A new series of (E)-3-(3-(4-substituted phenyl)-1-phenyl-1H-pyr­azol-4-yl)-1-(2-hydroxy-4-((1-aryl-1H-1-2,3-triazol-4-yl)methoxy)phenyl)­prop-2-en-1-one derivatives was synthesized. The synthesis of the title com­pounds involved the 1,3-dipolar Cu(I)-catalyzed alkyne–azide cycload­dition (CuAAC) reaction of (E)-3-(3-(4-substituted phenyl)-1-phenyl-1H-pyrazol-4-yl)-1-(2-hydroxy-4-(prop-2-yn-1-yloxy)phenyl)prop-2-en-1-ones with aro­matic azides. The structures were confirmed by NMR, FT-IR, mass and ele­mental analysis. All the synthesized compounds (6aj) were evaluated for their antimicrobial activity. Compounds 6a, 6d and 6e demonstrated promising inhibitory effects on both bacterial and fungal strains.


Keywords


pyrazole; chalcone; 1,2,3-triazole; microwave irradiation; antimicrobial activity

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DOI: http://dx.doi.org/10.2298/JSC160205016A

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