Guaianolides from Viguiera gardneri inhibit the transcription factor NF-kappaB.
Five guaianolides and a germacrolide were isolated from the leaf rinse extract of Viguiera gardneri (Asteraceae), together with known compounds. All compounds were detected in glandular trichomes collected from the leaves and were analyzed by HPLC. Structure elucidation was based on the analysis of spectroscopic data. Low energy conformations were obtained by quantum mechanical calculations. Three closely related guaianolides which were isolated as the main compounds were studied for their anti-inflammatory activity using the transcription factor NF-kappaB as molecular target. NF-kappaB DNA binding was inhibited at sesquiterpene lactones concentrations of 10 or 50 microM.
Faculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo, Departamento de Ciências Farmacêuticas, Laboratório de Farmacognosia, Av. do Café, s/n, 14040-903, SP, Ribeirão Preto, Brazil.
Karin
K
Schorr
Alfonso J
AJ
García-Piñeres
Bettina
B
Siedle
Irmgard
I
Merfort
Fernando B
FB
Da Costa
D019659:Asteraceae / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D024202:Electrophoretic Mobility Shift Assay; D006801:Humans; D019169:Jurkat Cells; D008958:Models, Molecular; D015394:Molecular Structure; D016328:NF-kappa B / Q000037:antagonists & inhibitors*; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013057:Spectrum Analysis
D016328:NF-kappa B; D012717:Sesquiterpenes