Synthesis, in vitro evaluation of thymidine phosphorylase inhibitory activity, and in silico study of 1,3,5-triazin-2,4-dione and its fused analogues

Hriday Bera, Wai-Keung Chui, Sayan Dutta Gupta, Anton V Dolzhenko, Lingyi Sun

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    Abstract

    Based on structural similarities with the reference compounds, a series of 1,3,5-triazin-2,4-dione and their fused analogues was designed, synthesized and their in vitro thymidine phosphorylase inhibitory potential was evaluated. The monocyclic analogues were found to be inactive. Among the different fused derivatives synthesized, compounds having keto group (C=O) at C7/C4 and thioketo group (C=S) at C5/C2 position showed TP inhibitory activity comparable to positive control, 7-deazaxanthine (7-DX) (IC50 value = 42.63 ?M). Molecular docking of the target compounds into the enzyme thymidine phosphorylase was performed to illustrate the important structural information on the plausible ligand-enzyme-binding interactions.
    Original languageEnglish
    Pages (from-to)6010 - 6021
    Number of pages12
    JournalMedicinal Chemistry Research
    Volume22
    Issue number12
    DOIs
    Publication statusPublished - 2013

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