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One-pot synthesis of pyrazole conjugated tetrahydroquinolines using [DBUH][OAc] and assessment of their anti-cancer activity

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Kulkarni Kalpanaa and V. Anitha Ranib
» doi: 10.48047/ecb/2023.12.12.69


The pyrazole scaffold is a key component of many medicinally active novel chemical substances. Treatment of 3-methyl-1-phenyl-1H-pyrazol-5-amine 1, 5,5-dimethylcyclohexane-1,3-dione 2, and benzaldehydes 3 with [DBUH][OAc] as green reaction medium at 70-75oC for 40-60 min formed pyrazole conjugated tetrahydroquinoline derivatives 4 with 85-90 % yield. Further, the synthesized compounds were evaluated for their cytotoxic potential against SKOV-3 and PC-3 cells. Compound 4g and 4d showed good anticancer activity against both the cell lines with IC50 values ranges from 8.1 to 10.2 μM. Later, the active compounds 4g and 4d examined for molecular binding studies towards Human Phosphodiesterase 4B protein. Compound 4g showed good binding affinity such as 8.5 Kcal/mol against target protein.

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