Visible-Light-Promoted Biomimetic Reductive Functionalization of Quaternary Benzophenanthridine Alkaloids.
J Nat Prod
; 84(8): 2390-2397, 2021 08 27.
Article
en En
| MEDLINE
| ID: mdl-34325506
ABSTRACT
Reduction of an iminium CâN double bond is the most important phase I metabolism process associated with the cytotoxic property of quaternary benzophenanthridine alkaloids (QBAs). Inspired by the light-mediated reduction of QBAs with nicotinamide adenine dinucleotide, a visible-light-promoted reductive functionalization reaction of QBAs is reported in this study. C4-Alkyl-1,4-dihydropyridines (DHPs) enable the direct reductive alkylation of QBA independently, serving as both single-electron-transfer reductant reagents under irradiation with 455 nm blue light in the absence of photocatalysts and additional additives. Our protocol can be further applied to the semisynthesis of natural 6-substituted dihydrobenzophenanthridine derivatives such as O-acetyl maclekarpine E.
Texto completo:
1
Banco de datos:
MEDLINE
Asunto principal:
Materiales Biomiméticos
/
Benzofenantridinas
Idioma:
En
Revista:
J Nat Prod
Año:
2021
Tipo del documento:
Article
País de afiliación:
China