Title:ZnCl2/SiO2 as a New Catalyst for the Eco-Friendly Synthesis of N-Thiocarbamoyl Pyrazoles and Thiosemicarbazones with Antioxidant and Molecular Docking Evaluation as (UppS) Inhibitor
Volume: 25
Issue: 17
Author(s): Noha Shaker, Ezz Mohamed Kandil, Yasmen Osama*, Tamer Kamal Khatab and Mohamed E. Khalifa
Affiliation:
- Chemistry Department, Faculty of Science, Mansoura University, Mansoura,Egypt
Keywords:
One-pot, isothiocyanate, thiosemicarbazones, pyrazoles, molecular docking, antioxidant, antibacterial.
Abstract: The study aimed at a novel catalytic eco-friendly one-pot reaction for the synthesis
of some new thiosemicarbazone and N-thiocarbamoyl pyrazole derivatives. The prepared and
characterized silica-supported zinc chloride (ZnCl2/SiO2) catalyst has been presented for promoting
the one-pot reaction between isothiocyanates (1 mmol), hydrazine (1.2 mmol) and 1,3-
dicarbonyl (1 mmol) compounds under solvent-free conditions. The identification data explained
that the thiosemicarbazones products were obtained in the case of using ethyl acetoacetate
as an example of 1,3-dicarbonyl compounds and N-thiocarbamoyl pyrazole derivatives
products were obtained in the case of using acetylacetone as an example of 1,3-
dicarbonyl compounds. The presented catalyst silica-zinc chloride has been considered an
eco-friendly and recyclable catalyst compared to the other reported catalyst. The biological
activity of the synthesized compounds targeting the bacterial cell wall was predicted by the
molecular docking as an undecaprenyl pyrophosphate synthase (UppS) inhibitor. Antioxidant data revealed the compounds
2a, 3d, 3e, 3f, 3g, 3h, and 3j to be promising antioxidant agents compared to ascorbic acid as a reference
molecule.
