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Published on:August 2021
Indian Journal of Pharmaceutical Education and Research, 2021; 55(3):894-903
Original Article | doi:10.5530/ijper.55.3.164

Synthesis and Anti-hyperglycaemic Study of Aryl Sulfonate Ester Conjugated 5-arylidene-thiazolidine-2,4-diones

Authors and affiliation (s):

Mukul Mehta1, Manoj Kumar Mahapatra1,2,*

1University Institute of Pharmaceutical Sciences, Panjab University, Chandigarh, INDIA.

2Kanak Manjari Institute of Pharmaceutical Sciences, Chhend, Rourkela, Odisha, INDIA.


Background: Diabetes mellitus, a lifestyle related global health crisis has rapidly engulfed the entire world. In the past, various thiazolidinedione derivatives have been successfully developed for management of diabetes. Materials and Methods: Herein, we report synthesis, characterization (1H-NMR, 13C-NMR and mass spectroscopy methods) of novel aryl sulfonyloxy-5-arylidene thiazolidine-2,4-dione analogues. Anti-hyperglycaemic action (Alloxan-induced method) was performed for evaluating the antidiabetic potential of the synthesized compounds. Docking analysis of the final compounds were carried out to reveal interactions with the active site pocket of enzymes like protein tyrosine phosphatase 1B, aldose reductase and peroxisome proliferator activated-γ. The synthesized compounds were further subjected to ADME (Absorption, Distribution, Metabolism, Elimination) prediction studies to prove their drug-like potential. Results: Compound 10 and 12 showed comparable reduction in blood sugar as that with pioglitazone. Docking studies helped in understanding the probable binding mode inside the binding cavity of the concerned receptors. Conclusion: Aryl sulfonate esters with phenyl and chloro phenyl substituents were found to have superior anti-hyperglycaemic activity.

Key words: ADME, Anti-hyperglycaemic, Aryl sulfonyloxy-5-arylidenethiazolidine-2,4- dione, Docking, Spectral characterization.



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The Official Journal of Association of Pharmaceutical Teachers of India (APTI)
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Indian Journal of Pharmaceutical Education and Research (IJPER) [ISSN-0019-5464] is the official journal of Association of Pharmaceutical Teachers of India (APTI) and is being published since 1967.


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