Investigation of the kinetics of degradation of hexopyranosylated cytosine nucleosides using liquid chromatography

Article abstract of DOI:10.1080/15257770008033003

Liquid chromatography was used to follow the degradation of hexopyranosylated cytosine nucleosides in buffers of acid, neutral and alkaline pH and of constant ionic strength. The compounds were found to degrade by hydrolysis to cytosine and/or by deamination to the corresponding uracil nucleosides. Degradation in acid is influenced by the number of sugar hydroxyl groups, presence of sugar double bonds and the type of anomer. Stability of some of the compounds was compared with that of related thymine nucleosides. Temperature studies support a unimolecular mechanism of hydrolysis at pH 1.22.

Full text of DOI:10.1080/15257770008033003

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Nucleosides, Nucleotides and Nucleic
Acids
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Investigation of The Kinetics of
Degradation of Hexopyranosylated
Cytosine Nucleosides Using Liquid
Chromatography
Grace N. Thoithi a c , Ann Van Schepdael a , Roger Busson b , Gerard
Janssen b , Arthur Van Aerschot b , Piet Herdewijn b , EugÈNe Roets a
& Jos Hoogmartens a
a Katholieke Universiteit Leuven, Laboratorium voor Farmaceutische
Chemie en Analyse van Geneesmiddelen, Faculteit Farmaceutische
Wetenschappen , Van Evenstraat 4, B-3000, Leuven, Belgium
b Katholieke Universiteit Leuven, Laboratorium voor Medicinale
Chemie, Rega Instituut , Minderbroedersstraat 10, B-3000, Leuven,
Belgium
c Department of Pharmaceutical Chemistry , University of Nairobi ,
P.O. Box 19676, Nairobi, Kenya
Published online: 24 Sep 2006.
To cite this article: Grace N. Thoithi , Ann Van Schepdael , Roger Busson , Gerard Janssen , Arthur
Van Aerschot , Piet Herdewijn , EugÈNe Roets & Jos Hoogmartens (2000) Investigation of The Kinetics
of Degradation of Hexopyranosylated Cytosine Nucleosides Using Liquid Chromatography, Nucleosides,
Nucleotides and Nucleic Acids, 19:1-2, 189-203, DOI: 10.1080/15257770008033003
To link to this article: http://dx.doi.org/10.1080/15257770008033003
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