Selective Synthesis and Application to the Synthesis of (E)-Fluorovinyl Nucleosides |
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Authors: | Qingbo Shen Joon Hee Hong |
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Affiliation: | BK-21 Project Team, College of Pharmacy , Chosun University , Kwangju , Republic of Korea |
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Abstract: | A selective method for synthesizing (E)-fluorovinyl was developed. Novel acyclic (E)-fluorovinyl versions of neplanocin A were designed and selectively synthesized as potential antiviral agents. The condensation of the bromide 7 with the nucleosidic bases (5-FU, C, A, G) and the deprotection afforded the desired acyclic fluorovinyl nucleosides. The synthesized compounds 11, 12, 13, and 16 were evaluated for their antiviral activity. The guanine derivative 16 showed toxicity-dependent anti-HIV-1 activity in MT-4 cells. |
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Keywords: | Fluorovinyl neplanocin A fluoroneplanocin A antiviral agent |
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