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Planta Med 2014; 80(13): 1118-1123
DOI: 10.1055/s-0034-1382996
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Bioactive Sesquiterpene Coumarins from Ferula pseudalliacea

Dara Dastan
1   Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, G. C. Evin, Tehran, Iran
,
Peyman Salehi
1   Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, G. C. Evin, Tehran, Iran
,
Ahmad Reza Gohari
2   Medicinal Plants Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
,
Samad Nejad Ebrahimi
1   Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, G. C. Evin, Tehran, Iran
3   Division of Pharmaceutical Biology, University of Basel, Basel, Switzerland
,
Atousa Aliahmadi
4   Department of Biology, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, G. C. Evin, Tehran, Iran
,
Matthias Hamburger
3   Division of Pharmaceutical Biology, University of Basel, Basel, Switzerland
› Author Affiliations
Further Information

Publication History

received 13 April 2014
revised 01 July 2014

accepted 17 July 2014

Publication Date:
19 August 2014 (online)

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Abstract

One new and five known sesquiterpene coumarins were isolated from the roots of Ferula pseudalliacea. The structures were elucidated by 1D and 2D NMR, and HR-ESIMS data as 4′-hydroxy kamolonol acetate (1), kamolonol (2), szowitsiacoumarin A (3), farnesiferon B (4), farnesiferol C (5), and flabellilobin A (6). The absolute configuration of compounds 1, 2, and 4 was established by comparison of experimental and simulated electronic circular dichroism spectra using time dependence density function theory. 4′-Hydroxy kamolonol acetate and kamolonol showed antibacterial activity against Heliobacter pylori and Staphylococcus aureus at a concentration of 64 µg/mL. Kamolonol, 4′-hydroxy kamolonol acetate, and farnesiferon B displayed a cytotoxic activity in HeLa cells, with an IC50 of 3.8, 4.5, and 7.7 µM, respectively.

Key words

Ferula pseudalliacea - Apiaceae - sesquiterpene coumarin - TDDFT - cytotoxicity - antibacterial

Supporting Information

 

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