RESUMO
An efficient one-pot three-component Kabachnik-Fields reaction of aldehydes (acyclic nucleosides), amines (or amino acid), and triethyl phosphite proceeded for the synthesis of aminophosphonates using natural phosphate coated with iodine (I2@NP) as a catalyst. The novel α-aminophosphonate and phosphonic acid acyclic nucleosides were tested for their anti-HCV and anti-HIV activities. The molecular docking showed that the non-activity of these compounds could be due to the absence of hydrophobic pharmacophores.
Assuntos
Nucleosídeos/química , Nucleosídeos/síntese química , Organofosfonatos/química , Organofosfonatos/síntese química , Ácidos Fosforosos/química , Antivirais/síntese química , Antivirais/química , Antivirais/farmacologia , Técnicas de Química Sintética , HIV-1/efeitos dos fármacos , HIV-2/efeitos dos fármacos , Nucleosídeos/farmacologia , Organofosfonatos/farmacologiaRESUMO
The one-step synthesis of several ß-D/L-arabino- and ribonucleosides was performed in good yields under reflux or microwave-assisted fusion method. A comparison of the two methods showed that better yields were obtained using the reflux conditions.
Assuntos
Arabinonucleotídeos/química , Pirimidinas/química , Ribonucleosídeos/química , Ribonucleosídeos/síntese química , Arabinonucleotídeos/síntese química , Relação Estrutura-AtividadeRESUMO
The one-step synthesis of several alpha-L-arabino and beta-L- xylonucleosides was performed in good yields under mild conditions by N-glycosylation of 1-O-acetyl-L-arabino and -xylofuranose using Vorbruggen type reaction conditions with or without Microwave irradiation.
