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Structural Elucidation and Cytotoxicity of a New 17-Membered Ring Lactone from Algerian Eryngium campestre

Abstract : The chemical composition of a hexanic extract of Eryngium campestre, obtained from its aerial parts, was investigated by GC-FID, GC/MS, HRMS, NMR and VCD analyses. The main compounds were germacrene D (23.6%), eudesma-4(15)-7-dien-1−ol (8.2%) and falcarindiol (9.4%), which are associated with a new uncommon and naturally found 17-membered ring lactone. This 17-membered ring features conjugated acetylenic bonds, named campestrolide (23.0%). The crude extract showed moderate antitrypanosomal (Trypanosoma brucei brucei), antileishmanial (Leishmania mexicana mexicana) and anticancer (cancerous macrophage-like murine cells) activities, and also displayed cytotoxicity, (human normal fibroblasts) in similar concentration ranges (IC50 = 3.0, 3.9, 4.0 and 4.4 mu g/mL respectively). Likewise, campestrolide displayed low activity on all tested cells (IC50: 12.5-19.5 mu M) except on Trypanosoma, on which it was very active and moderately selective (IC50 = 2.2 mu M. S I= 8.9). In conclusion, the new compound that has been described, displaying a singular structure, possesses interesting antitrypanosomal activity that should be further investigated and improved.
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https://hal-amu.archives-ouvertes.fr/hal-02091874
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Submitted on : Saturday, April 6, 2019 - 5:16:35 PM
Last modification on : Tuesday, January 4, 2022 - 5:05:21 AM

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Ali Medbouhi, Aura Tintaru, Claire Beaufay, Jean-Valère Naubron, Nassim Djabou, et al.. Structural Elucidation and Cytotoxicity of a New 17-Membered Ring Lactone from Algerian Eryngium campestre. Molecules, MDPI, 2018, 23 (12), pp.3250. ⟨10.3390/molecules23123250⟩. ⟨hal-02091874⟩

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