Semicarbazone, thiosemicarbazone tailed isoxazoline-pyrazole: synthesis, DFT, biological and computational assessment.

Fiche publication

Date publication

septembre 2024

Journal

Future medicinal chemistry

Auteurs

Membres identifiés du Cancéropôle Est :
Pr MORJANI Hamid

Tous les auteurs :
Bimoussa A, Hachim ME, Khatabi KE, Laamari Y, Oubella A, AlAjmi MF, Auhmani A, Ajana MA, Morjani H, Ait Itto MY

Lien Pubmed

https://www.ncbi.nlm.nih.gov/pubmed/39291612

Résumé

A series of semicarbazone and thiosemicarbazone-tailed hybrids comprising pyrazole and acetylisoxazoline were prepared from (R)-carvone and characterized by technique spectroscopies Nuclear Magnetic Resonance (NMR), IR and High-Resolution Mass Spectrometry. Density Functional Theory (DFT) determined the structural parameters. Their cytotoxic activity was evaluated against four human cancer cell lines. All the studied semi and thiosemicarbazone demonstrate a promising potential as anticancer agents. The mechanism of action of these compounds involves apoptosis in HT-1080 cells, supported by an increase in the level of caspase-3/7 activity, which also arrests the cell cycle in the G0/G1 phase. Molecular docking studies were performed to establish the potential of the most active compounds and . ADMET analysis showed appropriate pharmacokinetic properties, allowing structure prediction for anticancer activity.