Next Article in Journal
Potential Anti-HPV and Related Cancer Agents from Marine Resources: An Overview
Next Article in Special Issue
Insights and Ideas Garnered from Marine Metabolites for Development of Dual-Function Acetylcholinesterase and Amyloid-β Aggregation Inhibitors
Previous Article in Journal / Special Issue
Neritinaceramides A–E, New Ceramides from the Marine Bryozoan Bugula neritina Inhabiting South China Sea and Their Cytotoxicity
Mar. Drugs 2014, 12(4), 2004-2018; doi:10.3390/md12042004
Article

Variegatusides: New Non-Sulphated Triterpene Glycosides from the Sea Cucumber Stichopus variegates Semper

1,2,†
,
3,†
,
1
,
1,4,* , 1,*  and 1,5
1 Research Center for Marine Drugs, School of Pharmacy, Second Military Medical University, 325 Guohe Road, Shanghai 200433, China 2 Department of Pharmacy, 202th Hospital of PLA, 5 Guangrong Street, Shenyang 110003, China 3 College of Life Science, Jiangxi Normal University, 99 Ziyang Road, Nanchang 330022, China 4 School of Medicine, Tongji University, 1239 Siping Road, Shanghai 200092, China 5 Department of Pharmacy, 306th Hospital of PLA, 9 Anxiang North Road, Beijing 100101, China These authors contributed equally to this work.
* Authors to whom correspondence should be addressed.
Received: 11 December 2013 / Revised: 29 January 2014 / Accepted: 7 February 2014 / Published: 2 April 2014
(This article belongs to the Special Issue Bioactive Compounds from Marine Invertebrates)
View Full-Text   |   Download PDF [907 KB, uploaded 24 February 2015]   |   Browse Figures

Abstract

Four new triterpene glycosides, variegatusides C–F (14), together with three structurally known triterpene glycosides, variegatusides A and B (5, 6), and holothurin B (7), were isolated from the sea cucumber Stichopus variegates Semper (Holothuriidae), collected from the South China Sea. Their structures were elucidated on the basis of extensive spectral analysis (nuclear magnetic resonance (NMR) and electrospray ionization mass spectrometry (ESIMS)) and chemical evidence. Variegatusides C–F exhibit the same structural feature consisting of the presence of a 23-hydroxyl group at the holostane-type triterpene aglycone side chain. Variegatuside C (1) has a double bond (24, 25) in this same chain, while variegatuside D (2) exhibits a 8(9)-ene bond in the holostane-type triterpene aglycone, which has not been extracted from other sea cucumber species. Compound 4 is a native compound from the sea cucumber S. variegates Semper, which has been reported to be desacetylstichloroside B1. Except for holothurin B, these glycosides have no sulfate group in their sugar chain and show potent antifungal activities in vitro biotests.
Keywords: sea cucumber; Stichopus variegates Semper; triterpene glycoside; variegatuside; antifungal activity sea cucumber; Stichopus variegates Semper; triterpene glycoside; variegatuside; antifungal activity
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote
MDPI and ACS Style

Wang, X.-H.; Zou, Z.-R.; Yi, Y.-H.; Han, H.; Li, L.; Pan, M.-X. Variegatusides: New Non-Sulphated Triterpene Glycosides from the Sea Cucumber Stichopus variegates Semper. Mar. Drugs 2014, 12, 2004-2018.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

Cited By

[Return to top]
Mar. Drugs EISSN 1660-3397 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert