期刊
BIOORGANIC CHEMISTRY
卷 84, 期 -, 页码 518-528出版社
ACADEMIC PRESS INC ELSEVIER SCIENCE
DOI: 10.1016/j.bioorg.2018.12.002
关键词
One-pot four-component reaction; Thiazolidine-2-imines; Cooperative catalysis; Cholinesterase inhibitors; Molecular docking
资金
- Higher Education Commission (HEC) of Pakistan
An efficient one-pot four-component strategy involving aldehydes, amines, alkynes and isothiocyanates has been developed to access a novel series of thiazolidine-2-imines (5a-x). This process operates under the action of a cooperative catalysis composed of Cu(I) and Zn(II) delivering the desired five-membered heterocyclic compounds in good to excellent yields. Notably, this transformation avoids the use of pre-formed imines or propargylamines and proceeds via an intramolecular 5-exo-dig hydrothiolation reaction of the in situ formed propargyl thiourea. Furthermore, the biological application of these motifs was demonstrated in terms of their strong acetylcholinesterase (AChE) inhibitory activity where compound 5s was identified as the lead AChE inhibitor with an IC50, value of 0.0023 +/- 0.0002 mu M, 88-folds stronger inhibition than standard drug (neostigmine methyl sulphate; IC50, = 0.203 +/- 0.004 mu M). Molecular docking analysis reinforced the in vitro biological activity results revealing the formation of several useful interactions of the potent lead with amino acid residues in the active site of the enzyme.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据