Efficient synthesis of an indoloquinolizinium alkaloid selective DNA-binder by ring-closing metathesis.
Org Lett
; 16(13): 3464-7, 2014 Jul 03.
Article
em En
| MEDLINE
| ID: mdl-24940996
ABSTRACT
Two total syntheses of the indolo[2,3-a]quinolizinium cation have been accomplished through the application of two ring-closing metathesis reactions to form the pyridinium ring. One of these approaches provides the tetracyclic cation in only five steps from commercially available harmane. Fluorescence-based thermal denaturation experiments, as well as spectrofluorimetric titration, circular dichroism measurements, and theoretical simulations, showed a consistent DNA-binding capacity by intercalation with a marked preference for AT-rich sequences.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Quinolizinas
/
DNA
/
Alcaloides
/
Indóis
Idioma:
En
Ano de publicação:
2014
Tipo de documento:
Article