title: Synthesis and RT inhibitory activity evaluation of new pyrimidine-based seco-nucleosides.
abstract: Eleven new 3',4'-seco acyclic nucleosides (4-14) were prepared by nucleophilic substitution of protected pyrimidine bases on ethyl 3,3-diethoxypropanoate (3). Structures were characterized spectroscopically and a brief analysis of their conformation in solution was performed by the vicinal coupling constants (3)JH2'aH3' and (3)JH2'bH3'. In solid state, compound 6 forms a homodimer linked by hydrogen bonding. In preliminary tests all compounds show low toxicity and gentle activity against HIV-1 RT in vitro.
authors.affiliation: Departamento de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, México, DF México.
authors.forename: Genaro
authors.initials: G
authors.lastname: Vargas
authors.forename: Iker S
authors.initials: IS
authors.lastname: Escalona
authors.forename: Magali
authors.initials: M
authors.lastname: Salas
authors.forename: Barbara
authors.initials: B
authors.lastname: Gordillo
authors.forename: Adolfo
authors.initials: A
authors.lastname: Sierra
mesh_terms: D009682:Magnetic Resonance Spectroscopy; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D018894:Reverse Transcriptase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D011741:Pyrimidine Nucleosides; D018894:Reverse Transcriptase Inhibitors