Synthesis of Aristoquinoline Enantiomers and Their Evaluation at the α3ß4 Nicotinic Acetylcholine Receptor.
Org Lett
; 23(20): 7693-7697, 2021 10 15.
Article
em En
| MEDLINE
| ID: mdl-34292752
ABSTRACT
The first synthesis of aristoquinoline (1), a naturally occurring nicotinic acetylcholine receptor (nAChR) antagonist, was accomplished using two different approaches. Comparison of the synthetic material's spectroscopic data to that of the isolated alkaloid identified a previously misassigned stereogenic center. An evaluation of each enantiomer's activity at the α3ß4 nAChR revealed that (+)-1 is significantly more potent than (-)-1. This unexpected finding suggests that naturally occurring 1 possesses the opposite absolute configuration from indole-containing Aristotelia alkaloids.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Quinolinas
/
Receptores Nicotínicos
/
Antagonistas Nicotínicos
/
Alcaloides
Tipo de estudo:
Prognostic_studies
Idioma:
En
Ano de publicação:
2021
Tipo de documento:
Article