Sesquiterpenoids and diarylheptanoids from Nidus vespae and their inhibitory effects on nitric oxide production.
Chem Biodivers
; 8(12): 2270-6, 2011 Dec.
Article
em En
| MEDLINE
| ID: mdl-22162164
ABSTRACT
Two coriamyrtin-type sesquiterpenes, fengfangin A (1) and tutin (2), and six diarylheptanoids, namely alnusone (3), centrolobol (4), muricarpone B (5), 1-(3,4-dihydroxyphenyl)-7-(4-hydroxyphenyl)heptan-3-one (6), (3S)-1-(3,4-dihydroxyphenyl)-7-(4-hydroxyphenyl)heptan-3-ol (7), and (3S)-1-(4-hydroxyphenyl)-7-(3,4-dihydroxyphenyl)heptan-3-ol (8), were isolated from the 95% EtOH extract of nidus vespae, the nest of Polistes species. Their structures were identified by spectroscopic methods. Compounds 1 and 8 are new products. The absolute configuration of 1 was determined by single-crystal X-ray diffraction analysis using Flack parameter. The biological tests showed that compounds 5, 6, and 8 could inhibit nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated RAW 264.7 cells with IC(50) values in the range of 13-17 µM, whereas the sesquiterpenes were inactive in this assay (>25 µM). In addition, the ecological significance of the presence of neurotoxic sesquiterpene lactones in nidus vespae is briefly discussed.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Sesquiterpenos
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Vespas
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Anti-Inflamatórios não Esteroides
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Diarileptanoides
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Óxido Nítrico
Idioma:
En
Ano de publicação:
2011
Tipo de documento:
Article