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De novo synthesis of two new cytotoxic tiazofurin analogues with modified sugar moieties

✍ Scribed by Mirjana Popsavin; Ljilja Torović; Vesna Kojić; Gordana Bogdanović; Saša Spaić; Velimir Popsavin


Book ID
104364030
Publisher
Elsevier Science
Year
2003
Tongue
English
Weight
153 KB
Volume
13
Category
Article
ISSN
0960-894X

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✦ Synopsis


A divergent synthesis of two novel tiazofurin analogues, 2-(3-deoxy-3-fluoro-beta-D-xylofuranosyl)thiazole-4-carboxamide (2) and 2-(3-acetamido-3-deoxy-beta-D-xylofuranosyl)thiazole-4-carboxamide (3), has been achieved starting from D-glucose. Both nucleoside analogues were evaluated for their in vitro cytotoxicity against several human leukaemia and solid tumour cell lines.


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## Abstract The synthesis of nicotinamide adenine dinucleotide (NAD) analogues in which the ribose unit of the nicotinamide moiety is replaced by a hexitol, altritol, and cyclohexenyl sugar mimic is described.