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KMID : 0043319970200050501
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Archives of Pharmacal Research
1997 Volume.20 No. 5 p.501 ~ p.506
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Synthesis and Biological Evaluation of 9-[2-Fluoro-4-hydroxy-3-hydroxymethyl-2-butenyl]adenine and its Related Compounds as Open-chain Analogues of Neplanocin A
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Choi Myung-Hee
Kim Hee-Doo
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Abstract
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Novel 9-[2-fluoro-4-hydroxy-3-hydroxymethyl-2-butenyl]adenine and its related compounds were designed and synthesized as open-chain analogues of neplanocin A. Alkylation of adenine or pyrimidine bases with the mesylate 4 was chosen as a simple approach to the synthesis of 2-fluoro-2-butenylated nucleosides. Mesylate 4 was prepared from dihydroxyacetone dimer via four steps in 58% overall yield. The synthesized compounds were evaluated their antiviral activity against HSV, HIV and Polio viruses.
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KEYWORD
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9-[2-fluoro-4-hydroxy-3-hydroxymethyl-2-butenyl]adenine, open-chain analogues, neplanocin A, antiviral activity
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