Synthesis and biological evaluation of novel coumarin derivatives bearing sulfonamide moiety as potent α-glucosidase inhibitors

IF 2.2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY
Alim Alsukor, Nurul Alam Inayatsyah, Mohamad Jemain Mohamad Ridhwan, Noraini Kasim, Syahrul Imran
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引用次数: 0

Abstract

Acarbose, miglitol and voglibose are α-glucosidase enzyme inhibitors that are clinically used to treat type-II diabetes mellitus. However, they are also associated with several adverse side effects. In this study, a series of sulfonamide-substituted coumarin was synthesised in a three-step reaction from precursor, 2-oxo-2H-chromene-3-carboxylic acid. The structure of all synthesised compounds was confirmed using NMR, FTIR and LCMS analysis and found to be in good agreement with the calculated values. Synthesised coumarin derivatives were screened for their in vitro α-glucosidase inhibitory activity. Besides compound 8, 15 compounds demonstrated good to excellent inhibitory activity with the IC50 values ranging from 40.6 to 2021 µM as compared to acarbose (IC50 = 3410 ± 1.54 µM). A structure–activity relationship was established to form correlation of the substituents effect with inhibitory activity. It was found that chlorine substituent played an important role in the activity compared to other halogen substituents. Derivatives showing inhibition activity were subjected to docking studies to identify the binding modes contributing towards the inhibition activity.

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来源期刊
CiteScore
4.40
自引率
8.30%
发文量
230
审稿时长
5.6 months
期刊介绍: JICS is an international journal covering general fields of chemistry. JICS welcomes high quality original papers in English dealing with experimental, theoretical and applied research related to all branches of chemistry. These include the fields of analytical, inorganic, organic and physical chemistry as well as the chemical biology area. Review articles discussing specific areas of chemistry of current chemical or biological importance are also published. JICS ensures visibility of your research results to a worldwide audience in science. You are kindly invited to submit your manuscript to the Editor-in-Chief or Regional Editor. All contributions in the form of original papers or short communications will be peer reviewed and published free of charge after acceptance.
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