ABSTRACT
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.
Subject(s)
Nucleosides/chemistry , Nucleosides/chemical synthesis , Organophosphonates/chemistry , Organophosphonates/chemical synthesis , Phosphorous Acids/chemistry , Antiviral Agents/chemical synthesis , Antiviral Agents/chemistry , Antiviral Agents/pharmacology , Chemistry Techniques, Synthetic , HIV-1/drug effects , HIV-2/drug effects , Nucleosides/pharmacology , Organophosphonates/pharmacologyABSTRACT
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.
Subject(s)
Arabinonucleotides/chemistry , Pyrimidines/chemistry , Ribonucleosides/chemistry , Ribonucleosides/chemical synthesis , Arabinonucleotides/chemical synthesis , Structure-Activity RelationshipABSTRACT
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.
