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Novel indole-2-carboxylic acid linked 3-phenyl-2-alkoxy propanoic acids: Synthesis, molecular docking and in vivo antidiabetic studies

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Abstract

A series of indole-2-carboxylic acid linked 3-phenyl-2-alkoxy propanoic acids has been designed and synthesized employing Suzuki coupling reaction. All the six targeted compounds (7a–f) were evaluated for their in vivo antidiabetic activities using rat model while using rosiglitazone as standard drug and streptozotocin was used to induce diabetes. After 4 weeks duration of the experiment, it was shown that all the compounds exhibited significant lowering of blood glucose level (mg/dl) and decrease in body weight gain (g) as compared to the standard drug. Furthermore, molecular docking study was carried out with peroxisome proliferator-activated receptor γ (PPARγ) protein, which showed good affinity of the compounds at the active site. Compound 7b was considered as promising candidate of this series.

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Acknowledgements

Authors are thankful to the Punjabi University, Patiala authorities for providing the necessary research facilities. We are also grateful to Manish Kumar and Anoop Patyal of Sophisticated Analytical Instrumentation Facility (SAIF), Panjab University, Chandigarh, respectively, for extending the facilities for spectral analysis of the compounds reported in this paper. One of the authors (A.S.) is thankful to UGC, New Delhi for awarding the UGC-BSR Fellowship.

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Correspondence to Rajiv Mall.

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Singh, A., Verma, R.K., Kuhad, A. et al. Novel indole-2-carboxylic acid linked 3-phenyl-2-alkoxy propanoic acids: Synthesis, molecular docking and in vivo antidiabetic studies. Med Chem Res 26, 745–759 (2017). https://doi.org/10.1007/s00044-017-1791-3

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  • DOI: https://doi.org/10.1007/s00044-017-1791-3

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