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Abstract

Synthesis, cytotoxic and antimicrobial screening of novel thiobarbituric acid incorporated pyrazole derivatives were performed. Vilsmeier- Haack reaction of different phenyl hydrazones 1(a-e) afforded pyrazole-4-carbaldehydes 2(a-e) in good yields. Knoevenagel condensation of compounds 2(a-e) with thiobarbituric acid gave a series of 5-ylidene derivatives 3(a-e) in reasonable yields. The synthesized compounds were characterized with the help of IR, 1H NMR and mass spectral data. The compounds were tested for cytotoxic activity against Vero, MCF-7 and HCT-116 cell lines. Among the tested compounds, 5-((3-(4-hydroxyphenyl)-1-phenyl-1H-pyrazol-4-yl)- methylene)-2-thioxodihydropyrimidine-4,6-(1H,5H)-dione (3d) was found to be most active molecule with the activity against both MCF- 7 and HCT-116 cell lines with IC50 values of 14.0 μM and 18.12 μM. In antimicrobial screening, none of the compounds exhibited antibacterial activity.

Keywords

Cytotoxic activity Antimicrobial activity Thiobarbituric acid Pyrazoles

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Rajashakar, V., Saisree, K., Sikender, M., Naveen, S., Madhava Reddy, B., & Harinadha Babu, V. (2016). Synthesis of Pyrazolyl Thiobarbituric Acids and their Cytotoxic and Antimicrobial Evaluation. Asian Journal of Organic & Medicinal Chemistry, 1(3), 83–86. https://doi.org/10.14233/ajomc.2016.AJOMC-P23
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