Nucleic Acid Related Compounds. 107. Efficient Nitration of Uracil Base and Nucleoside Derivatives1

J Giziewicz, SF Wnuk, MJ Robins

Index: Giziewicz, Jerzy; Wnuk, Stanislaw F.; Robins, Morris J. Journal of Organic Chemistry, 1999 , vol. 64, # 6 p. 2149 - 2151

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Citation Number: 21

Abstract

The 5′-phosphate ester of 5-nitro-2′-deoxyuridine (7c) is a potent mechanism-based inhibitor of thymidylate synthase. 2 Compound 7c3 and 1-(β-D-arabinofuranosyl)-5- nitrouracil4 have antiviral activity, and certain O-nitro esters of pyrimidine5 and purine6 nucleosides also have biological activity. The 5′-O-nitro esters of pyrimidine nucleosides function as good substrates for 5′-modification via SN2 displacement of nitrate and other ...