The design of novel nucleoside triphosphate (NTP) analogues bearing an all-carbon quaternary center at C2′ or C3′ is described. The construction of this all-carbon stereogenic center involves the use of an intramoleculer photoredox-catalyzed reaction. The nucleoside analogues (NA) hydroxyl functional group at C2′ was generated by diastereoselective epoxidation. In addition, highly enantioselective and diastereoselective Mukaiyama aldol reactions, diastereoselective N -glycosylations and regioselective triphosphorylation reactions were employed to synthesize the novel NTPs. Two of these compounds are inhibitors of the RNA-dependent RNA polymerase (RdRp) of SARS-CoV-2, the causal virus of COVID-19.
All Keywords
【저자키워드】 COVID-19, SARS-CoV-2, glycosylation, RdRP, Nucleoside analogues, quaternary stereocenter, epoxidation, triphosphorylation, 【초록키워드】 virus, RNA-dependent RNA polymerase, inhibitor, nucleoside analogue, Reactions, reaction, analogue, described, addition, functional, these compound, N -glycosylation, NTP, 【제목키워드】 SARS-CoV-2 RdRp, center, analogue, Bearing,
【저자키워드】 COVID-19, SARS-CoV-2, glycosylation, RdRP, Nucleoside analogues, quaternary stereocenter, epoxidation, triphosphorylation, 【초록키워드】 virus, RNA-dependent RNA polymerase, inhibitor, nucleoside analogue, Reactions, reaction, analogue, described, addition, functional, these compound, N -glycosylation, NTP, 【제목키워드】 SARS-CoV-2 RdRp, center, analogue, Bearing,