Synthesis, Urease Inhibitory Activity, Molecular Docking, Dynamics, MMGBSA and DFT Studies of Hydrazone-Schiff Bases Bearing Benzimidazole Scaffold

doi:10.1002/cbdv.202402096

IMR OpenIR

	Synthesis, Urease Inhibitory Activity, Molecular Docking, Dynamics, MMGBSA and DFT Studies of Hydrazone-Schiff Bases Bearing Benzimidazole Scaffold
	Shakoor, Abdul 1; Jan, Faheem 2,3; Rahman, Sudais 4; Ali, Mumtaz 5; Ibrahim, Muhammad 1; Khan, Hammad 1,6; Alam, Aftab 5; Khan, Ajmal 7,11; Ali, Abid 4; Al-Olayan, Ebtesam 8; Abukhadra, Mostafa R.9,10; Al-Harrasi, Ahmed 7; Khan, Momin 1
通讯作者	Alam, Aftab(aaswat117@gmail.com) ; Al-Harrasi, Ahmed(aharrasi@unizwa.edu.om) ; Khan, Momin(mominkhan@awkum.edu.pk)
	2024-11-23
发表期刊	CHEMISTRY & BIODIVERSITY
ISSN	1612-1872
页码	15
摘要	In this study, eleven hydrazone-Schiff bases bearing benzimidazole moiety were synthesized successfully via three step reactions and structures of these products were deduced by HR-ESI-MS, 1H-, and 13C-NMR spectroscopic techniques. Lastly, these derivatives were tested for their in vitro urease inhibitory potential. Six compounds among the series attributed excellent inhibition with IC50 values of 7.20 +/- 0.59 to 19.61 +/- 1.10 mu M better than the reference drug thiourea (IC50=22.12 +/- 1.20 mu M). Similarly, three derivatives showed significant while two compounds showed less inhibitory effects against the urease enzyme. The molecular docking analysis was carried out to reveal the binding modes and types of interaction taking place between protein (urease) and synthesized compounds. The Density Functional Theory (DFT) calculations were performed at B3LYP/6-311++G(d,p) to check the structure stability. For the account of intramolecular interaction, the DFT-D3 and Reduced Density Gradient (RDG) analysis were performed. Furthermore, the chemical nature of all compounds was explored by TD-DFT method using CAM-B3LYP functional with 6-311++G(d,p) basis set. The dynamic simulation as well as MMGBSA studies validated the binding affinity and stability of the ligand receptor complex, displaying main interactions contributing in the biological activity of the product derivatives.
关键词	Hydrazone-Schiff bases Benzimidazole Urease inhibition Spectroscopy Molecular docking
资助者	Researchers Supporting ; King Saud University, and Riyadh, Saudi Arabia
DOI	10.1002/cbdv.202402096
收录类别	SCI
语种	英语
资助项目	Researchers Supporting[RSP2024R111] ; King Saud University, and Riyadh, Saudi Arabia
WOS研究方向	Biochemistry & Molecular Biology ; Chemistry
WOS类目	Biochemistry & Molecular Biology ; Chemistry, Multidisciplinary
WOS记录号	WOS:001361212500001
出版者	WILEY-V C H VERLAG GMBH
引用统计	被引频次：1[WOS] [WOS记录] [WOS相关记录]
文献类型	期刊论文
条目标识符	http://ir.imr.ac.cn/handle/321006/191691
专题	中国科学院金属研究所
通讯作者	Alam, Aftab; Al-Harrasi, Ahmed; Khan, Momin
作者单位	1.Abdul Wali Khan Univ, Dept Chem, Mardan 23200, Pakistan 2.Chinese Acad Sci, Inst Met Res, Shenyang Natl Lab Mat Sci, Shenyang 110016, Liaoning, Peoples R China 3.Univ Sci & Technol China, Sch Mat Sci & Engn, Shenyang 110016, Liaoning, Peoples R China 4.Abdul Wali Khan Univ, Dept Zool, Mardan 23200, Khyber Pakhtunk, Pakistan 5.Univ Malakand, Dept Zool, POB 18800, Dir Lower, Khyber Pakhtunk, Pakistan 6.Univ Peshawar, Inst Chem Sci, Khyber Pakhtunkhwa 25120, Khyber Pakhtunk, Pakistan 7.Univ Nizwa, Nat & Med Sci Res Ctr, 616 Birkat Al Mauz,POB 33, Nizwa, Oman 8.King Saud Univ, Coll Sci, Dept Zool, Riyadh 11451, Saudi Arabia 9.Beni Suef Univ, Fac Sci, Bani Suwayf 62511, Egypt 10.Beni Suef Univ, Fac Sci, Mat Technol & Their applicat Lab, Bani Suwayf 62511, Egypt 11.Korea Univ, Coll Engn, Dept Chem & Biol Engn, 145 Anam Ro, Seoul 02841, South Korea
推荐引用方式 GB/T 7714	Shakoor, Abdul,Jan, Faheem,Rahman, Sudais,et al. Synthesis, Urease Inhibitory Activity, Molecular Docking, Dynamics, MMGBSA and DFT Studies of Hydrazone-Schiff Bases Bearing Benzimidazole Scaffold[J]. CHEMISTRY & BIODIVERSITY,2024:15.
APA	Shakoor, Abdul.,Jan, Faheem.,Rahman, Sudais.,Ali, Mumtaz.,Ibrahim, Muhammad.,...&Khan, Momin.(2024).Synthesis, Urease Inhibitory Activity, Molecular Docking, Dynamics, MMGBSA and DFT Studies of Hydrazone-Schiff Bases Bearing Benzimidazole Scaffold.CHEMISTRY & BIODIVERSITY,15.
MLA	Shakoor, Abdul,et al."Synthesis, Urease Inhibitory Activity, Molecular Docking, Dynamics, MMGBSA and DFT Studies of Hydrazone-Schiff Bases Bearing Benzimidazole Scaffold".CHEMISTRY & BIODIVERSITY (2024):15.