| Texto completo | |
| Autor(es): |
Chagas, Fernanda O.
;
Garrido, Leandro M.
;
Conti, Raphael
;
Borges, Ricardo M.
;
Bielinski, Vincent A.
;
Padilla, Gabriel
;
Pupo, Monica T.
Número total de Autores: 7
|
| Tipo de documento: | Artigo Científico |
| Fonte: | Journal of Natural Products; v. 87, n. 3, p. 10-pg., 2024-02-29. |
| Resumo | |
In nature, the vast majority of sesquiterpenes are produced by type I mechanisms, and glycosylated sesquiterpenes are rare in actinobacteria. Streptomyces olindensis DAUFPE 5622 produces the sesquiterpenes olindenones A-G, a new class of rearranged drimane sesquiterpenes. Olindenones B-D are oxygenated derivatives of olindenone A, while olindenones E-G are analogs glycosylated with dideoxysugars. C-13-isotope labeling studies demonstrated olindenone A biosynthesis occurs via the methylerythritol phosphate (MEP) pathway and suggested the rearrangement is only partially concerted. Based on the structures, one potential mechanism of olindenone A formation proceeds by cyclization of the linear terpenoid precursor, likely occurring via a terpene cyclase-mediated type II mechanism whereby the terminal alkene of the precursor is protonated, triggering carbocation-driven cyclization followed by rearrangement. Diphosphate hydrolysis may occur either before or after cyclization. Although a biosynthetic route is proposed, the terpene cyclase gene responsible for producing olindenones currently remains unidentified. (AU) | |
| Processo FAPESP: | 13/10933-4 - Aplicação de ferramentas biotecnológicas em Streptomyces olindensis para a obtenção de novos produtos naturais com potencial farmacêutico |
| Beneficiário: | Raphael Conti |
| Modalidade de apoio: | Bolsas no Brasil - Pós-Doutorado |
| Processo FAPESP: | 13/07600-3 - CIBFar - Centro de Inovação em Biodiversidade e Fármacos |
| Beneficiário: | Glaucius Oliva |
| Modalidade de apoio: | Auxílio à Pesquisa - Centros de Pesquisa, Inovação e Difusão - CEPIDs |
| Processo FAPESP: | 09/52664-4 - Caracterizacao de genes putativos biossinteticos do antitumoral cosmomicina d e desenvolvimento de novos bio-compostos por genetica combinatoria |
| Beneficiário: | Gabriel Padilla |
| Modalidade de apoio: | Auxílio à Pesquisa - Regular |