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Novel substituted 3-phenyl 1-(4-(5-bromopyridin-3-yl)-6-phenylpyrimidin-2-yl)-thiourea compounds as key small organic molecules for the potential treatment of type II diabetes mellitus: in vitro studies against yeast α-glucosidase

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Abstract

In this paper, we report a series of eighteen novel pyrimidine-based thiourea compounds with good to excellent yields (61–88%). The chemical structures of these heterocycles consist of a central pyrimidine ring with phenyl-substituted thiourea motifs. The enzyme inhibitory potential of these compounds was investigated against α-glucosidase as this enzyme plays a crucial role in treating type II diabetes mellitus. Compounds 4i (IC50 = 22.46 ± 0.65 µM), 4f (IC50 = 25.88 ± 0.40 µM), 4h (IC50 = 27.63 ± 0.49 µM), 4c (IC50 = 29.47 ± 0.42 µM), and 4e (IC50 = 32.01 ± 0.42 µM) delivered better inhibition than the reference compound acarbose (IC50 38.22 ± 0.12 µM). The quantitative structure–activity relationship of the synthesized compounds was also studied.

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Acknowledgements

We acknowledge Higher Education Commission of Pakistan for financial support under National Research Program for Universities (Project No. 3971).

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Authors and Affiliations

  1. Department of Chemistry, GC University, Lahore, Pakistan

    Tanzeel Ur Rehman, Islam Ullah Khan & Sadaf Riaz

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  1. Tanzeel Ur Rehman
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  2. Islam Ullah Khan
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  3. Sadaf Riaz
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Correspondence to Tanzeel Ur Rehman or Islam Ullah Khan.

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Ur Rehman, T., Ullah Khan, I. & Riaz, S. Novel substituted 3-phenyl 1-(4-(5-bromopyridin-3-yl)-6-phenylpyrimidin-2-yl)-thiourea compounds as key small organic molecules for the potential treatment of type II diabetes mellitus: in vitro studies against yeast α-glucosidase. Med Chem Res 26, 1098–1106 (2017). https://doi.org/10.1007/s00044-017-1803-3

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