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First synthesis and anti-HIV evaluation of 4'-methyl-cyclopentanyl 9-deazaadenosine. | LitMetric

First synthesis and anti-HIV evaluation of 4'-methyl-cyclopentanyl 9-deazaadenosine.

Nucleosides Nucleotides Nucleic Acids

Medicinal Chemistry Research Center, Korea Institute of Science and Technology, Seoul, Republic of Korea.

Published: October 2008

The first synthesis of a 4'-methylated carbocyclic C-nucleoside 16 was achieved via the mesylate intermediate 10, which was prepared using ring-closing metathesis and S(N)2 alkylation from acetol 5. When antiviral evaluation of synthesized compound 16 was performed against various viruses such as HIV, HSV-1, HSV-2, and HCMV, it showed moderate anti-HIV activity in MT-4 cell line (EC(50) = 14.7 micromol).

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http://dx.doi.org/10.1080/15257770802341392DOI Listing

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