Enzyme Inhibitory Kinetics and Molecular Docking Studies of Halo-Substituted Mixed EsterAmide-Based Derivatives as Jack Bean Urease Inhibitors
Joint Authors
Abbas, Qamar
Iqbal, Zafar
Rashid, Muhammad
Rafique, Hummera
Roshan, Sadia
Shamas, Shazia
Ashraf, Zaman
Hassan, Mubashir
Qureshi, Zia Ur Rahman
Asad, Muhammad Hassham Hassan Bin
Source
Issue
Vol. 2020, Issue 2020 (31 Dec. 2020), pp.1-11, 11 p.
Publisher
Hindawi Publishing Corporation
Publication Date
2020-12-24
Country of Publication
Egypt
No. of Pages
11
Main Subjects
Abstract EN
A series of halo-substituted mixed ester/amide-based analogues 4a-l have been prepared as jack bean urease inhibitor, which showed good to excellent inhibition of enzyme activity.
The role of halo-substituted benzoyl moieties and alkyl substituted anilines in urease inhibitory kinetics was also investigated.
The alkyl-substituted anilines 1a–b reacted with chloroacetyl chloride to afford intermediates 2a-b, which were then reacted with different halo-substituted benzoic acids 3a–f to prepare the title compounds 4a-l.
The chemical structures of final products 4a-l were ascertained by FTIR, 1H NMR, 13C NMR, and mass spectra.
The compound 4b showed remarkable activity with IC501.6±0.2 nM, better than the standard thiourea having IC50472.1±135.1 nM.
The 2-chloro-substituted phenyl ring on one side of compound 4b and 4-isopropyl-substituted benzene on the other side play an essential role in inhibition of urease activity.
Lineweaver–Burk plots (kinetics study) indicated about 4b derivative as a mixed type of inhibitor.
The virtual screening performed against urease enzyme (PDBID 4H9M) showed that compounds 4b and 4e have binding energies of −7.8 and −7.9 Kcal/mol, respectively.
Based upon our results, it was found that derivative 4b is a highly potent urease inhibitor, better than the standard thiourea.
American Psychological Association (APA)
Rashid, Muhammad& Rafique, Hummera& Roshan, Sadia& Shamas, Shazia& Iqbal, Zafar& Ashraf, Zaman…[et al.]. 2020. Enzyme Inhibitory Kinetics and Molecular Docking Studies of Halo-Substituted Mixed EsterAmide-Based Derivatives as Jack Bean Urease Inhibitors. BioMed Research International،Vol. 2020, no. 2020, pp.1-11.
https://search.emarefa.net/detail/BIM-1137792
Modern Language Association (MLA)
Rashid, Muhammad…[et al.]. Enzyme Inhibitory Kinetics and Molecular Docking Studies of Halo-Substituted Mixed EsterAmide-Based Derivatives as Jack Bean Urease Inhibitors. BioMed Research International No. 2020 (2020), pp.1-11.
https://search.emarefa.net/detail/BIM-1137792
American Medical Association (AMA)
Rashid, Muhammad& Rafique, Hummera& Roshan, Sadia& Shamas, Shazia& Iqbal, Zafar& Ashraf, Zaman…[et al.]. Enzyme Inhibitory Kinetics and Molecular Docking Studies of Halo-Substituted Mixed EsterAmide-Based Derivatives as Jack Bean Urease Inhibitors. BioMed Research International. 2020. Vol. 2020, no. 2020, pp.1-11.
https://search.emarefa.net/detail/BIM-1137792
Data Type
Journal Articles
Language
English
Notes
Includes bibliographical references
Record ID
BIM-1137792