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Disesquiterpene and sesquiterpene coumarins from Ferula pseudalliacea, and determination of their absolute configurations

Dastan, D. and Salehi, P. and Gohari, A. R. and Ebrahimi, S. N. and Zimmermann, S. and Kaiser, M. and Hamburger, M. and Khavasi, H. R.. (2012) Disesquiterpene and sesquiterpene coumarins from Ferula pseudalliacea, and determination of their absolute configurations. Phytochemistry, 78. pp. 170-178.

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Official URL: http://edoc.unibas.ch/dok/A6043788

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Abstract

The first disesquiterpene coumarin, sanandajin, five sesquiterpene coumarins, kamolonol acetate, fekrynol acetate, ethyl galbanate, methyl galbanate, farnesiferol B, and a sesquiterpene, aristolone, were isolated from a n-hexane extract of Ferula pseudalliacea roots. The structures were elucidated by 1D and 2D NMR, HR-ESIMS data, and kamolonol acetate was confirmed by single-crystal X-ray analysis. The absolute configuration of compounds was established by comparison of experimental and simulated ECD spectra using time dependence density function theory (TDDFT). In vitro antiplasmodial activity against Plasmodium falciparum K1 strain was determined. sanandajin, kamolonol acetate and methyl galbanate showed moderate antiplasmodial activity, with IC50 values of 2.6, 16.1 and 7.1 μM, respectively.
Faculties and Departments:05 Faculty of Science > Departement Pharmazeutische Wissenschaften > Ehemalige Einheiten Pharmazie > Pharmazeutische Biologie (Hamburger)
09 Associated Institutions > Swiss Tropical and Public Health Institute (Swiss TPH) > Department of Medical Parasitology and Infection Biology (MPI) > Parasite Chemotherapy (Mäser)
UniBasel Contributors:Hamburger, Matthias and Kaiser, Marcel and Zimmermann, Stefanie and Ebrahimi, Samad Nejad
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Elsevier
ISSN:0031-9422
e-ISSN:1873-3700
Note:Publication type according to Uni Basel Research Database: Journal article
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Last Modified:28 Nov 2017 08:35
Deposited On:04 Jan 2013 08:35

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