5-Alkynyl-2′-deoxyuridines: chromatography-free synthesis and cytotoxicity evaluation against human breast cancer cells

S Meneni, I Ott, CD Sergeant, A Sniady, R Gust…

Index: Meneni, Srinivasarao; Ott, Ingo; Sergeant, Craig D.; Sniady, Adam; Gust, Ronald; Dembinski, Roman Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 8 p. 3082 - 3088

Full Text: HTML

Citation Number: 38

Abstract

Starting with 5-iodo-2′-deoxyuridine, a series of 5-alkynyl-2′-deoxyuridines (with n- propyl, cyclopropyl, 1-hydroxycyclohexyl, p-tolyl, p-tert-butylphenyl, p-pentylphenyl, and trimethylsilyl alkyne substituents) have been synthesized via the palladium-catalyzed (Sonogashira) coupling reaction followed by a simplified isolation protocol (76–94% yield). The cytotoxic activity of modified nucleosides against MCF-7 and MDA-MB-231 human ...