Literature DB >> 29477126

Synthesis, α-glucosidase inhibition and molecular docking study of coumarin based derivatives.

Muhammad Taha1, Syed Adnan Ali Shah2, Muhammad Afifi3, Syahrul Imran4, Sadia Sultan3, Fazal Rahim5, Khalid Mohammed Khan6.   

Abstract

We have synthesized seventeen Coumarin based derivatives (1-17), characterized by 1HNMR, 13CNMR and EI-MS and evaluated for α-glucosidase inhibitory potential. Among the series, all derivatives exhibited outstanding α-glucosidase inhibition with IC50 values ranging between 1.10 ± 0.01 and 36.46 ± 0.70 μM when compared with the standard inhibitor acarbose having IC50 value 39.45 ± 0.10 μM. The most potent derivative among the series is derivative 3 having IC50 value 1.10 ± 0.01 μM, which are many folds better than the standard acarbose. The structure activity relationship (SAR) was mainly based upon by bring about difference of substituent's on phenyl part. Molecular docking studies were carried out to understand the binding interaction of the most active compounds.
Copyright © 2018 Elsevier Inc. All rights reserved.

Entities:  

Keywords:  Coumarin; Molecular docking study; SAR; Synthesis; α-Glucosidase inhibition

Mesh:

Substances:

Year:  2018        PMID: 29477126     DOI: 10.1016/j.bioorg.2018.01.033

Source DB:  PubMed          Journal:  Bioorg Chem        ISSN: 0045-2068            Impact factor:   5.275


  14 in total

Review 1.  An Overview of Coumarin as a Versatile and Readily Accessible Scaffold with Broad-Ranging Biological Activities.

Authors:  Francesca Annunziata; Cecilia Pinna; Sabrina Dallavalle; Lucia Tamborini; Andrea Pinto
Journal:  Int J Mol Sci       Date:  2020-06-29       Impact factor: 5.923

2.  Synthesis and Biological Evaluation of 5-Fluoro-2-Oxindole Derivatives as Potential α-Glucosidase Inhibitors.

Authors:  Jing Lin; Qi-Ming Liang; Yuan-Na Ye; Di Xiao; Li Lu; Meng-Yue Li; Jian-Ping Li; Yu-Fei Zhang; Zhuang Xiong; Na Feng; Chen Li
Journal:  Front Chem       Date:  2022-06-23       Impact factor: 5.545

3.  Molecular Structure-Based Screening of the Constituents of Calotropis procera Identifies Potential Inhibitors of Diabetes Mellitus Target Alpha Glucosidase.

Authors:  Cynthia A Adinortey; Gabriel B Kwarko; Russell Koranteng; Daniel Boison; Issaka Obuaba; Michael D Wilson; Samuel K Kwofie
Journal:  Curr Issues Mol Biol       Date:  2022-02-21       Impact factor: 2.976

4.  Exploring the interaction between Salvia miltiorrhiza and α-glucosidase: insights from computational analysis and experimental studies.

Authors:  Hongjin Tang; Dongsheng Zhao; Zhenglian Xue
Journal:  RSC Adv       Date:  2018-07-09       Impact factor: 4.036

5.  Cyanoacetohydrazide linked to 1,2,3-triazole derivatives: a new class of α-glucosidase inhibitors.

Authors:  Aida Iraji; Diba Shareghi-Brojeni; Somayeh Mojtabavi; Mohammad Ali Faramarzi; Tahmineh Akbarzadeh; Mina Saeedi
Journal:  Sci Rep       Date:  2022-05-23       Impact factor: 4.996

6.  Anti-Inflammatory, Anti-Diabetic, and Anti-Alzheimer's Effects of Prenylated Flavonoids from Okinawa Propolis: An Investigation by Experimental and Computational Studies.

Authors:  Md Shahinozzaman; Nozomi Taira; Takahiro Ishii; Mohammad A Halim; Md Amzad Hossain; Shinkichi Tawata
Journal:  Molecules       Date:  2018-09-27       Impact factor: 4.411

7.  Characterization of α-Glucosidase Inhibitors from Psychotria malayana Jack Leaves Extract Using LC-MS-Based Multivariate Data Analysis and In-Silico Molecular Docking.

Authors:  Tanzina Sharmin Nipun; Alfi Khatib; Zalikha Ibrahim; Qamar Uddin Ahmed; Irna Elina Redzwan; Mohd Zuwairi Saiman; Farahaniza Supandi; Riesta Primaharinastiti; Hesham R El-Seedi
Journal:  Molecules       Date:  2020-12-12       Impact factor: 4.411

Review 8.  A Review of Coumarins and Coumarin-Related Compounds for Their Potential Antidiabetic Effect.

Authors:  Sara Ranđelović; Robbert Bipat
Journal:  Clin Med Insights Endocrinol Diabetes       Date:  2021-09-14

9.  Rational Design of Novel Inhibitors of α-Glucosidase: An Application of Quantitative Structure Activity Relationship and Structure-Based Virtual Screening.

Authors:  Sobia Ahsan Halim; Sumaira Jabeen; Ajmal Khan; Ahmed Al-Harrasi
Journal:  Pharmaceuticals (Basel)       Date:  2021-05-19

10.  (E)-N'-(1-(7-Hydroxy-2-Oxo-2H-Chromen-3-Yl) Ethylidene) Benzohydrazide, a Novel Synthesized Coumarin, Ameliorates Isoproterenol-Induced Myocardial Infarction in Rats through Attenuating Oxidative Stress, Inflammation, and Apoptosis.

Authors:  Anouar Feriani; Emna Khdhiri; Meriam Tir; Afoua Elmufti; Nizar Tlili; Raouf Hajji; Houcine Ammar; Noureddine Allouche; Souhir Abid; Lakhdar Ghazouani; Kais Mnafgui
Journal:  Oxid Med Cell Longev       Date:  2020-03-06       Impact factor: 6.543

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