Design, synthesis, characterization of some new 1,2,3-triazolyl chalcone derivatives as potential anti-microbial, anti-oxidant and anti-cancer agents via a Claisen–Schmidt reaction approach

The synthesis of a new series of (2 E )-1-{1-[2,3-dichloro-6-methyl-5-(trifluoromethyl)phenyl]-5-methyl-1 H -1,2,3-triazol-4-yl}-3-aryl prop-2-en-1-one ( 5a–k ) and (2 E )-1-{1-[2,3-dichloro-6-methyl-5-(trifluoromethyl)phenyl]-5-methyl-1 H -1,2,3-triazol-4-yl}-3-(1,3-diaryl-1 H -pyrazol-4-yl)prop-2-en-1-one ( 6a–e ) were carried out via a Claisen–Schmidt condensation of 1-{1-[2,3-dichloro-6-methyl-5-(trifluoromethyl)phenyl]-5-methyl-1 H -1,2,3-triazol-4-yl}ethanone ( 4 ) with different aryl and 1,3-diaryl-1 H -pyrazole-4-carbaldehydes iii(a-e) in the presence of ethanol and aqueous sodium hydroxide mixture respectively. The newly synthesized compounds were characterized by IR, 1 H NMR, 13 C NMR, mass spectral data and elemental analysis. Further, they were screened for their in vitro anti-microbial, anti-oxidant and anti-cancer activities. Most of the synthesized compounds were displayed broad spectrum of anti-microbial, anti-oxidant activities and some of them exhibits moderate to excellent anti-cancer activities on breast cancer cell lines. Overall, this work has contributed to the development of promising leads for anti-microbial, anti-oxidant and anti-cancer activities.