title: Synthesis and potent anti-leukemic activity of novel 5'-deoxycarbocyclic C-nucleoside phosphonic acids.
abstract: The first synthetic route to 5'-deoxycarbocyclic C-nucleoside [9-deazaadenosine, (pyrrolo[3,2-d]pyrimidine)] phosphonic acids from commercially available 1,4-dihydroxy-2-butene was described. The key C-C bond formation from cyclopentanone to base precursor was performed using Knoevenagel-type condensation. Synthesized C-nucleoside phosphonic acids were tested for anti-HIV activity as well as anti-leukemic activity. They showed moderate cytotoxicity derived anti-HIV activity and anti-leukemic activity.
authors.affiliation: a BK21-Project Team, College of Pharmacy, Chosun University , Kwangju , Republic of Korea.
authors.forename: Eunae
authors.initials: E
authors.lastname: Kim
authors.affiliation: a BK21-Project Team, College of Pharmacy, Chosun University , Kwangju , Republic of Korea.
authors.forename: Joon Hee
authors.initials: JH
authors.lastname: Hong
mesh_terms: D000818:Animals; D019380:Anti-HIV Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D045744:Cell Line, Tumor; D060326:Chemistry Techniques, Synthetic; D002522:Chlorocebus aethiops; D015195:Drug Design; D006801:Humans; D007938:Leukemia / Q000188:drug therapy*; D051379:Mice; D009705:Nucleosides / Q000737:chemistry*; D010757:Phosphorous Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D014709:Vero Cells
chemical_list: D019380:Anti-HIV Agents; D000970:Antineoplastic Agents; D009705:Nucleosides; D010757:Phosphorous Acids
keywords: Antiviral agent; C-nucleoside; Knoevenagel reaction; anti-leukemic agent