Synthesis, molecular docking and DFT analysis of novel <i>bis</i>-Schiff base derivatives with thiobarbituric acid for α-glucosidase inhibition assessment

doi:10.1038/s41598-024-54021-z

IMR OpenIR

	*Synthesis, molecular docking and DFT analysis of novel bis-Schiff base derivatives with thiobarbituric acid for α-glucosidase inhibition assessment*
	Gul, Saba 1; Jan, Faheem 2,3; Alam, Aftab 4; Shakoor, Abdul 1; Khan, Ajmal 5; Alasmari, Abdullah F.6; Alasmari, Fawaz 6; Khan, Momin 1; Bo, Li 7
通讯作者	Khan, Momin(mominkhan@awkum.edu.pk) ; Bo, Li(boli@synu.edu.cn)
	2024-02-10
发表期刊	SCIENTIFIC REPORTS
ISSN	2045-2322
卷号	14 期号:1 页码:14
摘要	A library of novel bis-Schiff base derivatives based on thiobarbituric acid has been effectively synthesized by multi-step reactions as part of our ongoing pursuit of novel anti-diabetic agents. All these derivatives were subjected to in vitro alpha-glucosidase inhibitory potential testing after structural confirmation by modern spectroscopic techniques. Among them, compound 8 (IC50 = 0.10 +/- 0.05 mu M), and 9 (IC50 = 0.13 +/- 0.03 mu M) exhibited promising inhibitory activity better than the standard drug acarbose (IC50 = 0.27 +/- 0.04 mu M). Similarly, derivatives (5, 6, 7, 10 and 4) showed significant to good inhibitory activity in the range of IC50 values from 0.32 +/- 0.03 to 0.52 +/- 0.02 mu M. These derivatives were docked with the target protein to elucidate their binding affinities and key interactions, providing additional insights into their inhibitory mechanisms. The chemical nature of these compounds were reveal by performing the density functional theory (DFT) calculation using hybrid B3LYP functional with 6-311++G(d,p) basis set. The presence of intramolecular H-bonding was explored by DFT-d3 and reduced density gradient (RGD) analysis. Furthermore, various reactivity parameters were explored by performing TD-DFT at CAM-B3LYP/6-311++G(d,p) method.
关键词	Thiobarbituric acid bis-Schiff bases alpha-Glucosidase inhibition NMR spectroscopy Molecular docking DFT
资助者	King Saud University, Riyadh, Saudi Arabia
DOI	10.1038/s41598-024-54021-z
收录类别	SCI
语种	英语
资助项目	King Saud University, Riyadh, Saudi Arabia[RSP2024R235]
WOS研究方向	Science & Technology - Other Topics
WOS类目	Multidisciplinary Sciences
WOS记录号	WOS:001160069200028
出版者	NATURE PORTFOLIO
引用统计	被引频次：52[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/321006/184112
专题	中国科学院金属研究所
通讯作者	Khan, Momin; Bo, Li
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.Univ Malakand, Dept Chem, POB 18800, Dir Lower, Pakistan 5.Univ Nizwa, Nat & Med Sci Res Ctr, 616 Birkat Al Mauz,POB 33, Nizwa, Oman 6.King Saud Univ, Coll Pharm, Dept Pharmacol & Toxicol, Riyadh 11451, Saudi Arabia 7.Shenyang Normal Univ, Inst Catalysis Energy & Environm, Coll Chem & Chem Engn, Shenyang 110034, Peoples R China
推荐引用方式 GB/T 7714	Gul, Saba,Jan, Faheem,Alam, Aftab,et al. Synthesis, molecular docking and DFT analysis of novel bis-Schiff base derivatives with thiobarbituric acid for α-glucosidase inhibition assessment[J]. SCIENTIFIC REPORTS,2024,14(1):14.
APA	Gul, Saba.,Jan, Faheem.,Alam, Aftab.,Shakoor, Abdul.,Khan, Ajmal.,...&Bo, Li.(2024).Synthesis, molecular docking and DFT analysis of novel bis-Schiff base derivatives with thiobarbituric acid for α-glucosidase inhibition assessment.SCIENTIFIC REPORTS,14(1),14.
MLA	Gul, Saba,et al."Synthesis, molecular docking and DFT analysis of novel bis-Schiff base derivatives with thiobarbituric acid for α-glucosidase inhibition assessment".SCIENTIFIC REPORTS 14.1(2024):14.