Synthesis, anticancer activity, and molecular docking of new pyrazolo[1,5-a]pyrimidine derivatives

• DOI: 10.1016/j.jscs.2023.101599
• Publication Date: 2023-01-07T01:24:53Z
• Authors: Aisha Hossan; Abdulmajeed F. Al...; Hanadi A. Katouah; Abrar Bayazeed; Basim H. Asghar; Fathy Shaaban; Nashwa M. El-Metwaly
• Keywords: HOMO/LUMO; Mulliken population analysis; Docking (animal)

The reaction of 3-aminopyrzoles with dimethylamino-acrylonitrile derivatives was utilized for the production new functionalized pyrazolopyrimidine compounds 4a-c and 6a-c. structures obtained pyrazolopyrimidines were characterized by different spectroscopic measurements (IR, NMR, mass analyses). DFT quantum chemical calculations applied to determination HOMO-LUMO energies Mulliken atomic charges. investigated exhibited a low energy gap, ranging from 2.70 2.34 eV, 4c both 4b 6b, respectively. Furthermore, anticancer activities synthesized have also been against four cancer cells as well normal (WI38). demonstrated an impressive cytotoxic effect on MCF-7 Hep-2 cells. On comparison 5-fluorouracil, 6a–c showed promising action Hep-2, IC50 values 18.31–26.51 24.15–27.16 μM, Molecular docking prepared 4 6 crystal structure KDM5A protein, PDB, revealed types protein's binding sites.