Designing and Synthesis of Novel Fexofenadine-Derived Hydrazone-Schiff Bases as Potential Urease Inhibitors: In-Vitro, Molecular Docking and DFT Investigations.

Autor: Ayaz M; Department of Chemistry, University of Malakand, P.O. Box, 18800, Dir, Lower, Pakistan., Alam A; Department of Chemistry, University of Malakand, P.O. Box, 18800, Dir, Lower, Pakistan., Zainab; College of Chemistry and Materials Science, Hebei Normal University, Shijiazhuang, 050024, China., Elhenawy AA; Chemistry Department, Faculty of Science, Al-Azhar University, Cairo, Egypt., Ur Rehman N; Natural and Medical Sciences Research Center, University of Nizwa, Nizwa, 616, Oman., Ur Rahman S; Department of Chemistry, University of Malakand, P.O. Box, 18800, Dir, Lower, Pakistan., Ali M; Department of Chemistry, University of Malakand, P.O. Box, 18800, Dir, Lower, Pakistan., Latif A; Department of Chemistry, University of Malakand, P.O. Box, 18800, Dir, Lower, Pakistan., Al-Harrasi A; Natural and Medical Sciences Research Center, University of Nizwa, Nizwa, 616, Oman., Ahmad M; Department of Chemistry, University of Malakand, P.O. Box, 18800, Dir, Lower, Pakistan.
Jazyk: angličtina
Zdroj: Chemistry & biodiversity [Chem Biodivers] 2024 Aug; Vol. 21 (8), pp. e202400704. Date of Electronic Publication: 2024 Jul 06.
DOI: 10.1002/cbdv.202400704
Abstrakt: Thirteen novel hydrazone-Schiff bases (3-15) of fexofenadine were succesfully synthesized, structurally deduced and finally assessed their capability to inhibit urease enzyme (in vitro). In the series, six compounds 12 (IC 50 =10.19±0.16 μM), 11 (IC 50 =15.05±1.11 μM), 10 (IC 50 =17.01±1.23 μM), 9 (IC 50 =17.22±0.81 μM), 13 (IC 50 =19.31±0.18 μM), and 14 (IC 50 =19.62±0.21 μM) displayed strong inhibitory action better than the standard thiourea (IC 50 =21.14±0.24 μM), while the remaining compounds displayed significant to less inhibition. LUMO and HOMO showed the transferring of charges from molecules to biological transfer and MEP map showed the chemically reactive zone appropriate for drug action are calculated using DFT. AIM charges, non-bonding orbitals, and ELF are also computed. The urease protein binding analysis benefited from the docking studies.
(© 2024 Wiley-VHCA AG, Zurich, Switzerland.)
Databáze: MEDLINE