Semisynthesis, an Anti-Inflammatory Effect of Derivatives of 1ß-Hydroxy Alantolactone from Inula britannica.
Molecules
; 22(11)2017 Oct 27.
Article
en En
| MEDLINE
| ID: mdl-29077042
ABSTRACT
1ß-hydroxy alantolactone, a sesquiterpene lactone mainly isolated from Inula genus plants, exhibits potent anti-inflammatory and anticancer activities. In this work, 1ß-hydroxy alantolactone was isolated and five derivatives were prepared through different reactions at the C1-OH and C13-methylene motifs. The structure-activity relationships (SAR) of anti-inflammatory effects against NO production in RAW264.7 cells showed that the α-methylene-γ-butyrolactone motif was essential for NO production suppression and that retaining the C1-OH group can remarkably improve this effect. The NF-κB signaling pathway plays a pivotal role in the regulation of NO expression. Moreover, the levels of p65 and p50 phosphorylation were investigated and active compound 1 inhibited phosphorylation of p65 and p50 in TNF-α-induced NF-κB signaling. Further molecular docking suggested that 1 may target the p65 of NF-κB.
Palabras clave
Texto completo:
1
Banco de datos:
MEDLINE
Asunto principal:
Inula
/
Sesquiterpenos de Eudesmano
/
Lactonas
/
Antiinflamatorios
Límite:
Animals
Idioma:
En
Año:
2017
Tipo del documento:
Article