title: Synthesis and antiviral activity of novel exomethylene cyclopropyl pyrimidine nucleosides.
abstract: A series of novel exomethylene cyclopropyl nucleosides have been synthesized starting from Feist's acid. Classical nucleophilic substitution conditions (K2CO3, 18-crown-6) of the tosylate 2 as well as Mitsunobu reaction (DEAD, PPh3) of alcohol 1 with pyrimidine bases afforded a series of novel cyclopropyl nucleosides. Compound 4b displayed moderate anti-HBV activity without any cytotoxicity up to 100 microM.
authors.affiliation: Department of Medicinal Chemistry, College of Pharmacy, Chonnam National University, Kwangju 500-757, Republic of Korea.
authors.forename: Min Chul
authors.initials: MC
authors.lastname: Kook
authors.forename: Gu
authors.initials: G
authors.lastname: Kim
authors.forename: Eun Yee
authors.initials: EY
authors.lastname: Kwak
authors.forename: Joon Hee
authors.initials: JH
authors.lastname: Hong
authors.forename: Chong Kyo
authors.initials: CK
authors.lastname: Lee
authors.forename: Bo Gil
authors.initials: BG
authors.lastname: Choi
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000494:pharmacology; D006838:Hydrocarbons; D008697:Methane / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D000998:Antiviral Agents; D006571:Heterocyclic Compounds; D006838:Hydrocarbons; D011741:Pyrimidine Nucleosides; C030011:carbene; D008697:Methane