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5-(Halomethyl)uridine derivatives as potential antitumor radiosensitizers: A DFT study

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Abstract Considering the fact that the efficiency of the uridine-5-methyl radical in producing cytotoxic DNA intrastrand cross-link lesions is greatly higher than that of the uridine-5-yl radical, the radiosensitizing action… Click to show full abstract

Abstract Considering the fact that the efficiency of the uridine-5-methyl radical in producing cytotoxic DNA intrastrand cross-link lesions is greatly higher than that of the uridine-5-yl radical, the radiosensitizing action of 5-(halomethyl)uridines (5-XCH2U, X = F, Cl, or Br) is studied in the present work. It is found that 5-XCH2U has sufficient electron affinity to capture a pre-hydrated or a hydrated electron, and electron attachment leads to significantly facile X− elimination forming the uridine-5-methyl radical. All these three halogenated uridine derivatives are shown to be potential radiosensitizers, with their radiosensitizing abilities increased in an order 5-FCH2U

Keywords: derivatives potential; antitumor radiosensitizers; uridine derivatives; halomethyl uridine; potential antitumor; radiosensitizers dft

Journal Title: Chemical Physics Letters
Year Published: 2018

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