Literature DB >> 27810241

Synthesis and biological evaluation of novel 2,4,5-triarylimidazole-1,2,3-triazole derivatives via click chemistry as α-glucosidase inhibitors.

Guangcheng Wang1, Zhiyun Peng2, Jing Wang2, Juan Li2, Xin Li2.   

Abstract

A novel series of 2,4,5-triarylimidazole-1,2,3-triazole derivatives were synthesized via copper(I)-catalyzed azide-alkyne click chemistry, and evaluated for their α-glucosidase inhibitory activity. All tested compounds showed potent α-glucosidase inhibitory activity with IC50 ranging from 15.16±0.18 to 48.15±0.37μM, in comparison to the standard drug, acarbose (IC50=817.38±6.27μM). Among all the tested compounds, 5j was found to be the most active compound with IC50 value of 15.16±0.18μM and behaved as a noncompetitive inhibitor with a Ki of 14.78μM. In addition, molecular docking study was carried out to explore the binding interactions of these compounds with α-glucosidase enzyme.
Copyright © 2016 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  1,2,3-Triazole; 2,4,5-Triarylimidazole; Click chemistry; Enzyme kinetic study; Molecular docking; α-Glucosidase inhibitor

Mesh:

Substances:

Year:  2016        PMID: 27810241     DOI: 10.1016/j.bmcl.2016.10.057

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  7 in total

1.  Design and synthesis of 4,5-diphenyl-imidazol-1,2,3-triazole hybrids as new anti-diabetic agents: in vitro α-glucosidase inhibition, kinetic and docking studies.

Authors:  Mohammad Sadegh Asgari; Maryam Mohammadi-Khanaposhtani; Zeinab Sharafi; Mohammad Ali Faramarzi; Hossein Rastegar; Ensieh Nasli Esfahani; Fatemeh Bandarian; Parviz Ranjbar Rashidi; Rahmatollah Rahimi; Mahmood Biglar; Mohammad Mahdavi; Bagher Larijani
Journal:  Mol Divers       Date:  2020-03-18       Impact factor: 2.943

2.  Study on the interaction of triaryl-dihydro-1,2,4-oxadiazoles with α-glucosidase.

Authors:  Arefeh Khosravi; Gholamhassan Vaezi; Vida Hojati; Khosrou Abdi
Journal:  Daru       Date:  2020-01-06       Impact factor: 3.117

3.  Synthesis, α-glucosidase inhibition and molecular docking studies of novel thiazolidine-2,4-dione or rhodanine derivatives.

Authors:  Guang-Cheng Wang; Ya-Ping Peng; Zhen-Zhen Xie; Jing Wang; Ming Chen
Journal:  Medchemcomm       Date:  2017-05-31       Impact factor: 3.597

4.  Synthesis, Biological Evaluation, and Molecular Docking Studies of Novel Isatin-Thiazole Derivatives as α-Glucosidase Inhibitors.

Authors:  Zhenzhen Xie; Guangcheng Wang; Jing Wang; Ming Chen; Yaping Peng; Luyao Li; Bing Deng; Shan Chen; Wenbiao Li
Journal:  Molecules       Date:  2017-04-20       Impact factor: 4.411

5.  Synthesis, In Vitro α-Glucosidase Inhibitory Activity and Molecular Docking Studies of Novel Benzothiazole-Triazole Derivatives.

Authors:  Zipeng Gong; Yaping Peng; Jie Qiu; Anbai Cao; Guangcheng Wang; Zhiyun Peng
Journal:  Molecules       Date:  2017-09-15       Impact factor: 4.411

6.  New N-phenylacetamide-incorporated 1,2,3-triazoles: [Et3NH][OAc]-mediated efficient synthesis and biological evaluation.

Authors:  Satish V Akolkar; Amol A Nagargoje; Vagolu S Krishna; Dharmarajan Sriram; Jaiprakash N Sangshetti; Manoj Damale; Bapurao B Shingate
Journal:  RSC Adv       Date:  2019-07-18       Impact factor: 4.036

Review 7.  CuAAC-ensembled 1,2,3-triazole-linked isosteres as pharmacophores in drug discovery: review.

Authors:  Alisha Rani; Gurjaspreet Singh; Akshpreet Singh; Ubair Maqbool; Gurpreet Kaur; Jandeep Singh
Journal:  RSC Adv       Date:  2020-02-04       Impact factor: 4.036

  7 in total

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