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De-novo design and synthesis of conformationally restricted thiazolidine-2,4-dione analogues: highly selective PPAR-γ agonist in search of anti-diabetic agent

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Abstract

In the present investigation, design, molecular docking simulations, and synthesis of few 2,4-thiazolidinedione for selective modulation of PPAR-gamma are reported. Further evaluation of anti-diabetic activity of few thiazolidine-2,4-diones is assessed using cell line analysis. The structures of the synthesized compounds were confirmed on the basis of FT-IR, 1H-NMR, and mass analyses. Acute toxicity study was done to by using Trypan blue assay and MTT assay of the synthesized compounds. Synthesized compounds were evaluated for their antihyperglycemic effect by glucose absorption assay. The compound code TZD4 showed highest percentage of glucose absorption by 3T3-L1 cells compared with control.

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Acknowledgments

The authors would like to acknowledge and give their sincere thanks to the principal and management MET’s Institute of Pharmacy, Nashik India, for providing necessary facilities to carry out this work. The authors would also like to acknowledge the SAIF Chandigarh for undertaking spectroscopic analysis.

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Authors and Affiliations

  1. Department of Pharmaceutical Chemistry, Mumbai Educational Trust’s Institute of Pharmacy, BKC, Nasik, India

    Santosh S. Chhajed, Pooja E. Shinde & Sanjay J. Kshirsagar

  2. Y.B. Chavan College of Pharmacy, Dr. Rafiq Zakariya Campus, Rauza Baugh, Aurangabad, MS, India

    Jayprakash N. Sangshetti

  3. School of Biotechnology and Bioinformatics, D.Y. Patil Deemed to Be University, CBD Belapur, Navi Mumbai, India

    PramodKumar P. Gupta, Mala M. Parab & Debjani Dasgupta

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  1. Santosh S. Chhajed
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  2. Pooja E. Shinde
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Correspondence to Santosh S. Chhajed.

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Chhajed, S.S., Shinde, P.E., Kshirsagar, S.J. et al. De-novo design and synthesis of conformationally restricted thiazolidine-2,4-dione analogues: highly selective PPAR-γ agonist in search of anti-diabetic agent. Struct Chem 31, 1375–1385 (2020). https://doi.org/10.1007/s11224-020-01500-4

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