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Ann N Y Acad Sci. 2005 Nov;1058:246-54.

Zebularine: a unique molecule for an epigenetically based strategy in cancer chemotherapy.

Author information

1
Laboratory of Medicinal Chemistry, Center for Cancer Research, National Cancer Institute at Frederick, NIH, Frederick, Maryland 21702, USA. marquezv@dc37a.nci.nih.gov

Abstract

1-(Beta-d-ribofuranosyl)-1,2-dihydropyrimidin-2-one (zebularine) corresponds structurally to cytidine minus the exocyclic 4-amino group. The increased electrophilic character of its simple aglycon endows the molecule with unique biologic properties as a potent inhibitor of both cytidine deaminase and DNA cytosine methyltransferase. The latter activity makes zebularine a promising antitumor agent that is hydrolytically stable, preferentially targets cancer cells, and shows activity both in vitro and in experimental animals, even after oral administration.

PMID:
16394141
DOI:
10.1196/annals.1359.037
[Indexed for MEDLINE]
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