Late-Stage Functionalization of Guanine-Based Nucleosides, Nucleotides, and Oligonucleotide: Synthesis and Derivatization of Tricyclic Nucleoside Analogues.

Autor: Ma AD; School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan 430074, China., Chen WJ; School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan 430074, China., Sun WW; School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan 430074, China., Wu B; School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan 430074, China.; Key Laboratory of Analytical Chemistry of the State Ethnic Affairs Commission, South-Central Minzu University, Wuhan 430074, China.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2024 Dec 20; Vol. 26 (50), pp. 10891-10896. Date of Electronic Publication: 2024 Dec 10.
DOI: 10.1021/acs.orglett.4c04024
Abstrakt: We report here the synthesis of tricyclic nucleoside analogues via acid-catalyzed cyclization of guanine with 1,1,3,3-tetramethoxypropane. The method enables the use of hydroxyl-unprotected antiviral drugs (acyclovir, ganciclovir, and penciclovir), guanosines, oligonucleotide, and triazole-linked nucleoside dimers as substrates. Nucleoside trimer and tetramer were synthesized by derivatization reactions.
Databáze: MEDLINE