2. Academic Validation
  3. Discovery of a new template for anticancer agents: 2'-deoxy-2'-fluoro-4'-selenoarabinofuranosyl-cytosine (2'-F-4'-seleno-ara-C)

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

  • J Med Chem. 2009 Sep 10;52(17):5303-6. doi: 10.1021/jm900852b.
Lak Shin Jeong 1,  Dilip K Tosh,  Won Jun Choi,  Sang Kook Lee,  You-Jin Kang,  Sun Choi,  Jin Hee Lee,  Hankil Lee,  Hyuk Woo Lee,  Hea Ok Kim
Affiliations

Affiliation

  • 1 Department of Bioinspired Science, Division of Life and Pharmaceutical Sciences, College of Pharmacy, Ewha Womans University, Seoul, Korea. lakjeong@ewha.ac.kr
PMID: 19691349 DOI: 10.1021/jm900852b
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).

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