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KMID : 0043320010240020095
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Archives of Pharmacal Research
2001 Volume.24 No. 2 p.95 ~ p.99
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Synthesis and Antiviral Activity of Fluoro-substituted Apio Dideoxynucleosides
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Hong JH
Kim HO/Moon HR/Jeong LS
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Abstract
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Novel fluoro-substituted apio dideoxynucleosides((+-)-3a and (+-)-3b) were efficiently sythesized starting from 1,3-dihydrozyacetone via Horner-Emmons olefination as a key step. Cyclization of fluoro ester(+-)-6 under acidic conditions to the flurolactone was smoothly proceeded in favor of trans-flurolactone due to the favorable transition state with equatorial hydroxymethlyl substituent. Unforthunately,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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KEYWORD
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