1. Sesquiterpene Lactones with the 12,8-Guaianolide Skeleton from Algerian Centaurea omphalotricha .
- Author
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Kebbi S, Ciavatta ML, Mahmoud AM, Carbone M, Ligresti A, Seghiri R, and Gavagnin M
- Subjects
- Algeria, Cell Survival drug effects, Centaurea metabolism, HeLa Cells, Humans, Lactones pharmacology, Magnetic Resonance Spectroscopy, Molecular Structure, Plant Extracts chemistry, Secondary Metabolism, Sesquiterpenes chemistry, Sesquiterpenes isolation & purification, Sesquiterpenes, Guaiane pharmacology, Centaurea chemistry, Lactones chemistry, Sesquiterpenes, Guaiane chemistry
- Abstract
In continuing our investigation on the chemical diversity of Algerian plants, we examined Centaurea omphalotricha , whose chemical composition has been poorly studied. The present work was aimed at characterizing the secondary metabolite pattern of the CHCl
3 extract of the aerial parts of this plant that displayed antiproliferative properties in a preliminary screening on HeLa cell line. The chemical analysis led us to characterize the bioactive oxygenated terpenoid fraction which includes, within major known metabolites, two new minor sesquiterpene lactones, centaurolide-A ( 1 ) and centaurolide-B ( 2 ). The structures of two compounds exhibiting the 12,8-guaianolide skeleton were determined by spectroscopic methods as well as by chemical correlation with inuviscolide ( 3 ), a well-known bioactive guaianolide isolated from Dittrichia (= Inula ) viscosa . Centaurolides A and B represent the first report of 8,12-guaianolide skeleton in Centaurea genus. The effect of new compounds 1 and 2 and inuviscolide ( 3 ) on HeLa cell has also been evaluated.- Published
- 2021
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