Design and Synthesis of New 1,2,3-Triazole-pyrazole Hybrids as Antimicrobial Agents

摘要

In the present study, a series of novel 1,2,3-triazoles derivatives (4a-4c) were synthesized by the 1,3-dipolar cycloaddition (click-reaction) of 1-phenyl-3-[2-(prop-2-yn-1-yloxy)phenyl substituted]-1Hpyrazole-4-carbaldehyade (3a-3c) with various aryl azides in the presence of sodium ascorbate and copper sulphate with high yields. The required precursors 3a-3c were synthesized by the reaction of 1-(2-hydroxyphenyl substituted)ethanones (1a-1c) with propargyl bromide via 1-[2-(prop-2-yn-1-yloxy)phenyl substituted]ethanone (2a-2c), followed by reaction with phenyl hydrazine. The newly synthesized 1,2,3-triazole-pyrazole derivatives were characterized by analytical and spectral data. All synthesized compounds were evaluated in vitro for their antibacterial and antifungal activity. The most active compounds 4a(5)-4a(7) demonstrated a broad spectrum of antibacterial activity against all strains used for testing. Compounds (4a(4), 4b(1), 4c(1), 4c(2)) demonstrated significant antifungal activity at the concentration of 10 mu g/mL.