The Journal of organic chemistry

Stereoelectronic effect on one-electron reductive release of 5-fluorouracil from 5-fluoro-1-(2'-oxocycloalkyl) uracils as a new class of radiation-activated antitumor …

M Mori, H Hatta, S Nishimoto

Index: Mori, Mayuko; Hatta, Hiroshi; Nishimoto, Sei-Ichi Journal of Organic Chemistry, 2000 , vol. 65, # 15 p. 4641 - 4647

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Citation Number: 35

Abstract

A series of 5-fluoro-1-(2'-oxocycloalkyl) uracils (3-11) that are potentially novel radiation- activated prodrugs for the radiotherapy of hypoxic tumor cells have been synthesized to evaluate a relationship between the molecular structure and the reactivity of one-electron reductive release of antitumor 5-fluorouracil (1) in anoxic aqueous solution. All the compounds 3-11 bearing the 2'-oxo group were one-electron reduced by hydrated ...