A redox economical synthesis of bioactive 6,12-guaianolides.
Org Lett
; 15(11): 2644-7, 2013 Jun 07.
Article
em En
| MEDLINE
| ID: mdl-23662902
ABSTRACT
Syntheses of two 6,12-guaianolide analogs are reported within. The scope of the tandem allylboration/lactonization chemistry is expanded to provide a functionalized allene-yne-containing α-methylene butyrolactone that undergoes a Rh(I)-catalyzed cyclocarbonylation reaction to afford a 5-7-5 ring system. The resulting cycloadducts bear a structural resemblance to other NF-κB inhibitors such as cumambrin A and indeed were shown to inhibit NF-κB signaling and cancer cell growth.
Texto completo:
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Base de dados:
MEDLINE
Assunto principal:
Ródio
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NF-kappa B
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Sesquiterpenos de Guaiano
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Alcadienos
Idioma:
En
Ano de publicação:
2013
Tipo de documento:
Article