Multifaceted bioactivity of thiosemicarbazide derivatives: Synthesis, characterization, and DFT investigations on inhibition of α-amylase, hydroxyl radical scavenging, and iron chelating activities with molecular docking insights

doi:10.1016/j.molstruc.2024.137669

IMR OpenIR

	Multifaceted bioactivity of thiosemicarbazide derivatives: Synthesis, characterization, and DFT investigations on inhibition of α-amylase, hydroxyl radical scavenging, and iron chelating activities with molecular docking insights
	Idris, Sana 1; Jan, Faheem 2,3; Waheed, Mahnoor 1; Alam, Aftab 4; Ibrahim, Muhammad 1; Alasmari, Abdullah F.5; Alasmari, Fawaz 5; Bo, Li 6; Khan, Momin 1
通讯作者	Bo, Li(boli@synu.edu.cn) ; Khan, Momin(mominkhan@awkum.edu.pk)
	2024-05-15
发表期刊	JOURNAL OF MOLECULAR STRUCTURE
ISSN	0022-2860
卷号	1304 页码:13
摘要	In this study, eight bioactive thiosemicarbazide derivatives (3a-h) were synthesized and characterized through (HNMR)-H-1 , (CNMR)-C-13 and Mass spectroscopic techniques. Finally, their inhibition activities against alpha-amylase and antioxidant activity were investigated. Among the synthetic series, five compounds 3 g (IC50 = 8.61 +/- 1.42 mu M) 3a (IC50 = 13.41 +/- 1.65 mu M), 3e (IC50 = 15.23 +/- 1.17 mu M), 3 h (IC50 = 17.37 +/- 0.87 mu M) and 3d (IC50 = 17.95 +/- 1.99 mu M) showed excellent inhibition by comparing with standard (acarbose, IC50 = 21.55 +/- 1.31 mu M). Similarly, in the case of iron chelating agent activity, product compounds 3a-h presented outstanding activity in the range of IC50 = 18.19 +/- 1.81 to 63.42 +/- 1.45 mu M superior than standard (EDTA, IC50 = 66.43 +/- 1.07 mu M) while in hydroxyl radical scavenging activity all the synthesized products 3a-h also showed excellent scavenging activity in the range of IC50 values 25.85 +/- 1.13 to 58.9 +/- 2.95 mu M when compared to standard vitamin C (IC50 = 60.51 +/- 1.02 mu M). We expanded our investigation to molecular interactions via a docking study, where these compounds were docked with the target protein to unveil their binding affinities and key interactions, offering additional insights into their inhibitory mechanisms. The chemical nature of the synthesized compounds was revealed through density functional theory (DFT) calculations at B3LYP/6-311++G(d,p). Intramolecular hydrogen bonding was explored using DFT-d3 and reduced density gradient (RDG) analysis. Additionally, various reactivity parameters were investigated through TD-DFT at the CAM-B3LYP/6-311++G(d,p) method.
关键词	Thiosemicarbazide alpha-amylase Anti-oxidant NMR Molecular docking DFT
资助者	King Saud University, Riyadh, Saudi Arabia
DOI	10.1016/j.molstruc.2024.137669
收录类别	SCI
语种	英语
资助项目	King Saud University, Riyadh, Saudi Arabia[RSP2024R335]
WOS研究方向	Chemistry
WOS类目	Chemistry, Physical
WOS记录号	WOS:001178848900001
出版者	ELSEVIER
引用统计
文献类型	期刊论文
条目标识符	http://ir.imr.ac.cn/handle/321006/184652
专题	中国科学院金属研究所
通讯作者	Bo, Li; 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.Univ Malakand, Dept Chem, POB 18800, Khyber Pakhtunkhwa, Pakistan 5.King Saud Univ, Coll Pharm, Dept Pharmacol & Toxicol, Riyadh 11451, Saudi Arabia 6.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	Idris, Sana,Jan, Faheem,Waheed, Mahnoor,et al. Multifaceted bioactivity of thiosemicarbazide derivatives: Synthesis, characterization, and DFT investigations on inhibition of α-amylase, hydroxyl radical scavenging, and iron chelating activities with molecular docking insights[J]. JOURNAL OF MOLECULAR STRUCTURE,2024,1304:13.
APA	Idris, Sana.,Jan, Faheem.,Waheed, Mahnoor.,Alam, Aftab.,Ibrahim, Muhammad.,...&Khan, Momin.(2024).Multifaceted bioactivity of thiosemicarbazide derivatives: Synthesis, characterization, and DFT investigations on inhibition of α-amylase, hydroxyl radical scavenging, and iron chelating activities with molecular docking insights.JOURNAL OF MOLECULAR STRUCTURE,1304,13.
MLA	Idris, Sana,et al."Multifaceted bioactivity of thiosemicarbazide derivatives: Synthesis, characterization, and DFT investigations on inhibition of α-amylase, hydroxyl radical scavenging, and iron chelating activities with molecular docking insights".JOURNAL OF MOLECULAR STRUCTURE 1304(2024):13.