| Full text | |
| Author(s): |
Naciuk, Fabricio Fredo
;
Nascimento, Andrey Fabricio Ziem
;
Rocha, Rebeca Paiva Froes
;
Rustiguel, Joane Kathelen
;
Coimbra, Lais Durco
;
Marques, Rafael Elias
;
Bruder, Marjorie
Total Authors: 7
|
| Document type: | Journal article |
| Source: | RONTIERS IN CHEMISTR; v. 11, p. 9-pg., 2023-03-23. |
| Abstract | |
A short 3-step synthesis of the antiviral agent 7DMA is described herein. The nature of a major by-product formed during the key N-glycosylation of 6-chloro-7-deaza-7-iodopurine with perbenzoylated 2-methyl-ribose under Vorbruggen conditions was also investigated. Spectroscopic analyses support that the solvent itself is converted into a nucleophilic species competing with the nucleobase and further reacting with the activated riboside in an unanticipated fashion. These findings call for a revision of reaction conditions when working with weakly reactive nucleobases in the presence of Lewis acids. 7DMA thus obtained was evaluated for its efficacy against an emerging flavivirus in vitro. (AU) | |
| FAPESP's process: | 21/05519-0 - Understanding the role of neutrophil recruitment and activation in arboviral diseases |
| Grantee: | Rafael Elias Marques Pereira Silva |
| Support Opportunities: | Regular Research Grants |
| FAPESP's process: | 18/10990-1 - Characterization and therapeutic potential of chemokine action in sepsis and Flavivirus-induced encephalitis |
| Grantee: | Rafael Elias Marques Pereira Silva |
| Support Opportunities: | Regular Research Grants |