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Antitrypanosomal triterpenoid with an ε-lactone e-ring from Salvia urmiensis

Moridi Farimani, Mahdi and Nejad Ebrahimi, Samad and Salehi, Peyman and Bahadori, Mir Babak and Sonboli, Ali and Khavasi, Hamid Reza and Zimmermann, Stefanie and Kaiser, Marcel and Hamburger, Matthias. (2013) Antitrypanosomal triterpenoid with an ε-lactone e-ring from Salvia urmiensis. Journal of natural products, Vol. 76, H. 9. pp. 1806-1809.

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Official URL: http://edoc.unibas.ch/dok/A6183919

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Abstract

A new triterpenoid, urmiensolide (1), was isolated from Salvia urmiensis. The structure was elucidated by a combination of 1D and 2D NMR, HRESIMS, and X-ray crystallographic analyses. The absolute configuration was established by comparison of experimental and simulated ECD spectra. Urmiensolide is the first pentacyclic triterpenoid bearing a ε-lactone E-ring. The compound showed in vitro antitrypanosoal activity with an IC50 value of 5.6 μM against the Trypanosoma brucei rhodesiense STIB 900 strain and a selectivity index of 33. A possible biosynthetic pathway of 1 from α-amyrin is proposed.
Faculties and Departments:05 Faculty of Science > Departement Pharmazeutische Wissenschaften > Pharmazie > Pharmazeutische Biologie (Hamburger)
09 Associated Institutions > Swiss Tropical and Public Health Institute (Swiss TPH)
09 Associated Institutions > Swiss Tropical and Public Health Institute (Swiss TPH) > Department of Medical Parasitology and Infection Biology > Parasite Chemotherapy (Mäser)
UniBasel Contributors:Hamburger, Matthias and Ebrahimi, Samad Nejad and Zimmermann, Stefanie and Kaiser, Marcel
Item Type:Article, refereed
Article Subtype:Research Article
Bibsysno:Link to catalogue
Publisher:American Society of Pharmacognosy
ISSN:0163-3864
Note:Publication type according to Uni Basel Research Database: Journal article
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Last Modified:06 Dec 2013 09:35
Deposited On:06 Dec 2013 09:35

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