Identifying a pressing need for the development of more effective and selective chemotherapeutic agents, compounds belonging to different panel of 2-pyrazolines derived from vanillin were synthesized from the corresponding chalcone intermediates in formic acid, acetic acid and alcohol leading to 5-(3-methoxy-4-hydroxyphenyl)-3-(substituted phenyl)-1-formyl-4,5-dihydro-1H-pyrazoles 2a-i, 5-(3-methoxy-4-hydroxyphenyl)-3-(substituted phenyl)-1acetyl-4,5-dihydro-1H-pyrazoles 3a-i and 5-(3-methoxy-4-hydroxyphenyl)-3-(substituted phenyl)-1-hydro-4,5-dihydro-1H-pyrazoles 4a-i respectively and characterized by IR, NMR and Mass spectral data. The title compounds were evaluated for anticancer activity against MCF7 and HCT 116 human cancer cell lines by MTT assay and antimicrobial activity against bacterial and fungal strains by serial dilution technique. All the compounds exhibited weak antibacterial and some displayed good antifungal activity while, compounds with electron donating substituent’s displayed excellent anticancer activity against MCF7 cells and those with electron withdrawing substituent’s showed good activity against HCT 116 cells when compared with standard drugs. Thus, some of the title compounds were found to possess good anticancer and antifungal activity warranting further research.
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