4-Deoxy-4-fluoro-xyloside derivatives as inhibitors of glycosaminoglycan biosynthesis

Y Tsuzuki, TKN Nguyen, DR Garud, B Kuberan…

Index: Tsuzuki, Yasuhiro; Nguyen, Thao Kim Nu; Garud, Dinesh R.; Kuberan, Balagurunathan; Koketsu, Mamoru Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 24 p. 7269 - 7273

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Citation Number: 18

Abstract

Various 4-deoxy-4-fluoro-xylosides were prepared using click chemistry for evaluating their potential utility as inhibitors of glycosaminoglycan biosynthesis. 2, 3-Di-O-benzoyl-4-deoxy-4- fluoro-β-d-xylopyranosylazide, obtained from l-arabinopyranose by six steps, was treated with a wide variety of azide-reactive triple bond-containing hydrophobic agents in the presence of Cu2+ salt/ascorbic acid, a step known as click chemistry. After click chemistry, ...