Novel monosaccharides as potent inhibitors of cell proliferation

✍ Scribed by Alison Colquhoun; Simon Alaluf; Adrian Bradley; Natasha Gemmell; Gary Gibbs; Helen M. I. Osborn; Laurence M. Harwood; Eric A. Newsholme

• Publisher: John Wiley and Sons
• Year: 1997
• Tongue: English
• Weight: 125 KB
• Volume: 15
• Category: Article
• ISSN: 0263-6484
• DOI: 10.1002/(sici)1099-0844(199712)15:4<243::aid-cbf747>3.0.co;2-1

✦ Synopsis

The eects of several novel monosaccharides upon thymidine incorporation into both normal and tumour cells were investigated. The monosaccharide 2-deoxy-3-[1-(R)-(ethoxycarbonyl)ethyl]-a-D-allo-pyranose had the most inhibitory eect on proliferation, with the (S)-enantiomer having less inhibitory eects. The chiral centre at carbon-7 was found to be an important part of the molecule, as 2-deoxy-3-[methoxycarbonyl methyl]-a-D-allo-pyranose had greatly decreased anti-proliferative properties in comparison with the parent compound. In addition, the 2-deoxy structure at carbon-2 was also found to be important, as 3-[1-(S)-(ethoxycarbonyl)ethyl]-a-D-allo-hexopyranose had greatly decreased inhibitory properties in comparison with the parent compound. The results indicate that these novel monosaccharides possess potent anti-proliferative properties, related to their chiral carbon-7 and 2-deoxy carbon-2 structure and suggest that further substitutions of the functional group at carbon-7 may improve these properties and possibly produce inhibitor selectivity for tumour cells in preference to normal cells.