Volume 30, Issue 2 pp. 222-226
Research Article

Highly Oxygenated Sesquiterpene Lactones from Cousinia aitchisonii and their Cytotoxic Properties: Rhaserolide Induces Apoptosis in Human T Lymphocyte (Jurkat) Cells via the Activation of c-Jun n-terminal Kinase Phosphorylation

Milad Iranshahy

Milad Iranshahy

Biotechnology Research Center, School of Pharmacy, Mashhad University of Medical Sciences, Mashhad, 91735 Iran

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Zahra Tayarani-Najaran

Zahra Tayarani-Najaran

Department of Pharmacodynamics and Toxicology, School of Pharmacy, Mashhad University of Medical Sciences, Mashhad, Iran

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Jamal Kasaian

Jamal Kasaian

Biotechnology Research Center, School of Pharmacy, Mashhad University of Medical Sciences, Mashhad, 91735 Iran

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Morteza Ghandadi

Morteza Ghandadi

Pharmaceutical Biotechnology Department, School of Pharmacy, Mashhad University of Medical Sciences, Mashhad, 91735 Iran

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Seyed Ahmad Emami

Seyed Ahmad Emami

Department of Pharmcognosy, School of Pharmacy, Mashhad University of Medical Sciences, Mashhad, Iran

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Javad Asili

Javad Asili

Department of Pharmcognosy, School of Pharmacy, Mashhad University of Medical Sciences, Mashhad, Iran

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Jima N. Chandran

Jima N. Chandran

Max Planck Institute for Chemical Ecology, Hans-Knöll-Str. 8, Beutenberg Campus, Jena, Germany

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Bernd Schneider

Bernd Schneider

Max Planck Institute for Chemical Ecology, Hans-Knöll-Str. 8, Beutenberg Campus, Jena, Germany

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Mehrdad Iranshahi

Corresponding Author

Mehrdad Iranshahi

Biotechnology Research Center, School of Pharmacy, Mashhad University of Medical Sciences, Mashhad, 91735 Iran

Correspondence to: Mehrdad Iranshahi, Department of Pharmacognosy, Pharmacy school, Mashhad University of Medical Sciences, Mashhad, Iran

E-mail: [email protected]

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First published: 19 November 2015
Citations: 18

Abstract

Infrared-guided chromatographic fractionation of sesquiterpene lactones from the extracts of Cousinia aitchisonii and Cousinia concolor led to the isolation of five pure compounds. A new sesquiterpene lactone, namely, aitchisonolide, and two known sesquiterpene lactones (desoxyjanerin and rhaserolide) were isolated from C. aitchisonii and two known lignans (arctiin and arctigenin) from C. concolor. The structures of these compounds were elucidated by one-dimensional and two-dimensional nuclear magnetic resonance techniques, as well as high-resolution mass spectrometry. The purified and characterized compounds were subjected to cytotoxicity assay. The sesquiterpene lactones desoxyjanerin and rhaserolide showed significant cytotoxic activities against five different cancer cell lines and the normal human embryonic kidney cell line. Rhaserolide was chosen to evaluate the possible mechanism of action. Western blot analysis revealed that rhaserolide could induce apoptosis in Jurkat cells via the activation of c-Jun n-terminal kinase phosphorylation. Copyright © 2015 John Wiley & Sons, Ltd.

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