Synthesis and RT inhibitory activity evaluation of new pyrimidine-based seco-nucleosides.
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.
Vargas
Genaro
G
Departamento de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, México, DF México.
Escalona
Iker S
IS
Salas
Magali
M
Gordillo
Barbara
B
Sierra
Adolfo
A
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*
D011741:Pyrimidine Nucleosides; D018894:Reverse Transcriptase Inhibitors