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Planta Med 2013; 79(02): 157-162
DOI: 10.1055/s-0032-1328021
Natural Product Chemistry
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Cytotoxic Cardiac Glycosides from the Roots of Streptocaulon juventas

Rui Xue   *
1   Development and Utilization Key Laboratory of Northeast Plant Materials, Key Laboratory of Northeast Authentic Materials Research and Development in Liaoning Province, School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang, China
,
Na Han   *
1   Development and Utilization Key Laboratory of Northeast Plant Materials, Key Laboratory of Northeast Authentic Materials Research and Development in Liaoning Province, School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang, China
,
Hiroaki Sakurai
2   Department of Cancer Cell Biology, Graduate School of Medicine and Pharmaceutical Sciences, University of Toyama, Sugitani, Toyama, Japan
,
Ikuo Saiki
3   Department of Bioscience, Institute of Natural Medicine, University of Toyama, Sugitani, Toyama, Japan
,
Chun Ye
1   Development and Utilization Key Laboratory of Northeast Plant Materials, Key Laboratory of Northeast Authentic Materials Research and Development in Liaoning Province, School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang, China
,
Jun Yin
1   Development and Utilization Key Laboratory of Northeast Plant Materials, Key Laboratory of Northeast Authentic Materials Research and Development in Liaoning Province, School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang, China
› Author Affiliations
Further Information

Publication History

received 20 June 2012
revised 17 October 2012

accepted 29 October 2012

Publication Date:
05 December 2012 (online)

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Abstract

Chemical investigation on the 75 % ethanol extract of the roots of Streptocaulon juventas afforded two new cardiac glycosides, digitoxigenin 3-O-[O-β-D-glucopyranosyl-(1 → 4)-2-O-acetyl-β-D-digitalopyranoside] (1) and periplogenin 3-O-[O-β-D-glucopyranosyl-(1 → 4)-O-β-D-glucopyranosyl-(1 → 4)-β-D-cymaropyranoside] (2), and thirteen known cardenolides. Structures were elucidated by spectral methods. This is the first report of the isolation of compounds 3, 10, 14, and 15 from plants of the Streptocaulon genus, while 4, 11, and 12 are hitherto unreported from Streptocaulon juventas. All the compounds were in vitro evaluated for their cytotoxic activities against the A549 cell line, and seven effective cardiac glycosides were screened against the PC-9 cell line by WST assay, which also showed strong antiproliferation activities. Moreover, the characteristic morphological changes in PC-9 cells treated with cardenolides indicated cell inhibition due to apoptosis. These results revealed that these compounds possessed potential antitumor activities.

Key words

Asclepiadaceae - Streptocauon juventas - cardiac glycosides - cytotoxicity

* Both authors contributed equally to this work.


Supporting Information

 

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