RESUMO
A coumaric acid analogue with a monoterpene moiety named floraosmanol A (1) was isolated from the flowers of Osmanthisfragrans var. aurantiacus. The chemical structure was elucidated on the basis of chemical and physicochemical evidence. Floraosmanol A (1) significantly inhibited nitric oxide .(NO) production in lipopolysaccharide- (LPS) activated RAW264.7 macrophages and the release of P-hexosaminidase as a marker of degranulation from rat basophile leukemia (RBL-2H3) cells. In addition, several cinnamic acid analogues were conjugated with geraniol and 3-methyl-2-buten-1-ol through an ester linkage. The inhibitory effects on NO production and the release of P-hexosaminidase of the synthesized compounds were examined for structure-activity relationships.
Assuntos
Cinamatos/química , Ácidos Cumáricos/química , Flores/química , Monoterpenos/química , Óxido Nítrico/antagonistas & inibidores , Óxido Nítrico/metabolismo , Oleaceae/química , Animais , Lipopolissacarídeos/farmacologia , Camundongos , Estrutura Molecular , Células RAW 264.7RESUMO
The methanolic extract from the dried rhizomes of Curcuma comosa cultivated in Thailand was found to inhibit the release of ß-hexosaminidase as a maker of degranulation from rat basophil leukemia (RBL-2H3) cells. Two new diarylheptanoids, diarylcomosols IV and V, were isolated from the methanolic extract. The chemical structures of the new compounds were elucidated on the basis of chemical and physicochemical evidence. The isolated diarylheptanoids showed inhibitory activity, and the structural requirements of the active constituents for the inhibition were clarified.