Planta Med 2016; 82(11/12): 1117-1121
DOI: 10.1055/s-0042-106972
Natural Product Chemistry and Analytical Studies
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Cytotoxic Steroidal Glycosides from the Whole Plant of Calamus acanthophyllus [*]

Hunsa Prawat
1  Chulabhorn Research Institute, Bangkok, Thailand
,
Chulabhorn Mahidol
1  Chulabhorn Research Institute, Bangkok, Thailand
2  Chulabhorn Graduate Institute and Center of Excellence in Environmental Health and Toxicology (EHT), Bangkok, Thailand
,
Wirongrong Kaweetripob
1  Chulabhorn Research Institute, Bangkok, Thailand
,
Pakamas Intachote
1  Chulabhorn Research Institute, Bangkok, Thailand
,
Somchai Pisutjaroenpong
1  Chulabhorn Research Institute, Bangkok, Thailand
,
Somsak Ruchirawat
1  Chulabhorn Research Institute, Bangkok, Thailand
2  Chulabhorn Graduate Institute and Center of Excellence in Environmental Health and Toxicology (EHT), Bangkok, Thailand
› Author Affiliations
Further Information

Publication History

received 28 February 2016
revised 10 April 2016

accepted 11 April 2016

Publication Date:
24 May 2016 (eFirst)

Abstract

A new steroidal glycoside, callaphylloside (1), together with seven known glycosides (28), was isolated from the whole plant of Calamus acanthophyllus. The structure of the new compound was elucidated by spectral data analyses and chemical transformations. Compounds 5 and 8 exhibited strong cytotoxic activity against four cancer cell lines (0.7 ≤ IC50 ≤ 3.4 µM). Evaluation of the structure-activity relationship among steroidal glycosides revealed that the structure of spirostanol with an α-L-rhamnopyranosyl linked to C-2 of the inner glucopyranosyl residue both play a critical role in the effects of these compounds on the cancer cell lines.

* This paper is dedicated to Professor Dr. Dr. h. c. mult. Kurt Hostettmann for his outstanding lifetime achievements.


Supporting Information