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Synthesis and Antiviral Activity of Fluoro-substituted Apio Dideoxynucleosides

Title
Synthesis and Antiviral Activity of Fluoro-substituted Apio Dideoxynucleosides
Authors
Hong J.H.Kim H.O.Moon H.R.Jeong L.S.
Ewha Authors
정낙신
Issue Date
2001
Journal Title
Archives of Pharmacal Research
ISSN
0253-6269JCR Link
Citation
vol. 24, no. 2, pp. 95 - 99
Indexed
SCIE; SCOPUS; KCI WOS scopus
Abstract
Novel fIuoro-substituted apio dideoxynucleosides ((±)-3a and (±)-3b) were efficiently synthesized starting from 1,3-dihydroxyacetone via Horner-Emmons olefination as a key step. Cyclization of fluoro ester (±)-6 under acidic conditions to the fluorolactone was smoothly proceeded in favor of trans-fluorolactone due to the favorable transition state with equatorial hydroxymethyl substituent. Unfortunately, the final nucleosides (±) -3a and (±)-3b were found to be inactive against several viruses such as HIV-1, HSV-1, HSV-2 and HCMV.
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약학대학 > 약학과 > Journal papers
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