title: The first synthesis of 4'-branched 5'-deoxycarbocyclic 9-deazaadenosine and phosphonic acids as antiviral agents.
abstract: The first synthetic route to 4'-trifluoromethylated 5'-deoxycarbocyclic-9-deazaadenosine analog and its phosphonic acid derivatives was described from α-trifluoromethyl-α,β-unsaturated ester. The C-C bond connection between cyclopentane and base moiety was accomplished using Knoevenagel type condensation from ketone derivative 11. Synthesized nucleoside and phosphonic acid analogs were tested for anti-HIV activity as well as cytotoxicity.
authors.affiliation: a BK21-project team, College of Pharmacy, Chosun University , Kwangju , Republic of Korea.
authors.forename: Seyeon
authors.initials: S
authors.lastname: Kim
authors.forename: Eunae
authors.initials: E
authors.lastname: Kim
authors.forename: Joon Hee
authors.initials: JH
authors.lastname: Hong
mesh_terms: D019380:Anti-HIV Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002478:Cells, Cultured; D015497:HIV-1 / Q000187:drug effects; D006801:Humans; D008826:Microbial Sensitivity Tests; D010757:Phosphorous Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D014372:Tubercidin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: D019380:Anti-HIV Agents; D000998:Antiviral Agents; D010757:Phosphorous Acids; C570063:phosphonic acid; C038031:9-deazaadenosine; D014372:Tubercidin
keywords: 4′-Branched nucleoside; Knoevenagel reaction; antiviral agent