Novel flurbiprofen clubbed oxadiazole derivatives as potential urease inhibitors and their molecular docking study

doi:10.1039/d3ra03841f

IMR OpenIR

	Novel flurbiprofen clubbed oxadiazole derivatives as potential urease inhibitors and their molecular docking study
	Ahmad, Sajjad 1; Khan, Momin 1; Alam, Aftab 2; Ajmal, Amar 3; Wadood, Abdul 3; Khan, Azim 4; AlAsmari, Abdullah F.5; Alharbi, Metab 5; Alshammari, Abdulrahman 5; Shakoor, Abdul 1
通讯作者	Khan, Momin(mominkhan@awkum.edu.pk)
	2023-08-29
发表期刊	RSC ADVANCES
卷号	13 期号:37 页码:25717-25728
摘要	In this study, twenty eight novel oxadiazole derivatives (5-32) of the marketed available non-steroidal anti-inflammatory drug (NSAID), (S)-flurbiprofen (1), were synthesized via I2 mediated cyclo-addition reaction in better yields. The synthesized hydrazone-Schiff bases were cyclized with iodine by using potassium hydroxide as a base in DMSO solvent to obtain oxadiazole derivatives (5-32). Structures of the synthesized products were confirmed with HR-ESI-MS, 1H-NMR spectroscopy and CHN analysis. After structure confirmations all analogs were evaluated for urease (in vitro) inhibitory activity. Amongst the series, fourteen compounds 20, 26, 30, 24, 21, 16, 28, 31, 32, 7, 19, 13, 10, and 6 were found to be excellent inhibitors of urease enzyme, having IC50 values of 12 & PLUSMN; 0.9 to 20 & PLUSMN; 0.5 & mu;M, better than the standard thiourea (IC50 = 22 & PLUSMN; 2.2 & mu;M), whereas the remaining fourteen derivatives displayed good to moderate activity. The in silico study was executed to analyse the interaction between the active site of the enzyme (urease) and the produced compounds. The docking study revealed that compounds 20, 26, 30, 24, 21, 16, 28, 31, 32, 7, 19, 13, 10, and 6 had lower docking scores than the standard compound thiourea and revealed better interactions with the urease enzyme. Synthesis of flurbiprofen based oxadiazole derivatives as potent urease inhibitors.
资助者	Authors are thankful to researchers supporting project number (RSP2023R335), King Saud University, Riyadh, Saudi Arabia. ; King Saud University, Riyadh, Saudi Arabia
DOI	10.1039/d3ra03841f
收录类别	SCI
语种	英语
资助项目	Authors are thankful to researchers supporting project number (RSP2023R335), King Saud University, Riyadh, Saudi Arabia. ; King Saud University, Riyadh, Saudi Arabia ; [RSP2023R335]
WOS研究方向	Chemistry
WOS类目	Chemistry, Multidisciplinary
WOS记录号	WOS:001055965400001
出版者	ROYAL SOC CHEMISTRY
引用统计	被引频次：28[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/321006/179060
专题	中国科学院金属研究所
通讯作者	Khan, Momin
作者单位	1.Abdul Wali Khan Univ, Dept Chem, Mardan 23200, Pakistan 2.Univ Malakand, Dept Chem, Chakdara 18800, Lower Dir, Pakistan 3.Abdul Wali Khan Univ, Dept Biochem, Mardan 23200, Pakistan 4.Chinese Acad Sci, Inst Met Res, Lab Corros & Protect, 62 Wencui Rd, Shenyang 110016, Peoples R China 5.King Saud Univ, Coll Pharm, Dept Pharmacol & Toxicol, Riyadh 11451, Saudi Arabia
推荐引用方式 GB/T 7714	Ahmad, Sajjad,Khan, Momin,Alam, Aftab,et al. Novel flurbiprofen clubbed oxadiazole derivatives as potential urease inhibitors and their molecular docking study[J]. RSC ADVANCES,2023,13(37):25717-25728.
APA	Ahmad, Sajjad.,Khan, Momin.,Alam, Aftab.,Ajmal, Amar.,Wadood, Abdul.,...&Shakoor, Abdul.(2023).Novel flurbiprofen clubbed oxadiazole derivatives as potential urease inhibitors and their molecular docking study.RSC ADVANCES,13(37),25717-25728.
MLA	Ahmad, Sajjad,et al."Novel flurbiprofen clubbed oxadiazole derivatives as potential urease inhibitors and their molecular docking study".RSC ADVANCES 13.37(2023):25717-25728.