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Discovery of a new template for anticancer agents: 2′-deoxy-2′- fluoro-4′-selenoarabinofuranosyl-cytosine (2′-F-4′-seleno-ara- C)

Title
Discovery of a new template for anticancer agents: 2′-deoxy-2′- fluoro-4′-selenoarabinofuranosyl-cytosine (2′-F-4′-seleno-ara- C)
Authors
Lak S.J.Tosh D.K.Won J.C.Sang K.L.Kang Y.-J.Choi S.Jin H.L.Lee H.Hyuk W.L.Hea O.K.
Ewha Authors
정낙신이상국최선최원준
SCOPUS Author ID
최선scopus
Issue Date
2009
Journal Title
Journal of Medicinal Chemistry
ISSN
0022-2623JCR Link
Citation
vol. 52, no. 17, pp. 5303 - 5306
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
The first synthesis of 2′-deoxy-2′-fluoro-4′- selenoarabinofuranosyl pyrimidines as potent anticancer agents was accomplished using the DAST fluorination as a key step. It was first revealed that selenium atom participated in the DAST fluorination of 4′-selenonucleosides and that conformational bias induced by bulky selenium acted as a decisive factor in the DAST fluorination. Among compounds tested, 2′-F-4′-seleno-ara-C (4a) exhibited highly potent anticancer activity in all cancer cell lines tested and was more potent than ara-C (1). © 2009 American Chemical Society.
DOI
10.1021/jm900852b
Appears in Collections:
약학대학 > 약학과 > Journal papers
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