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)

Preview

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.

Supporting Information