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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
Received: 11 December 2013; in revised form: 29 January 2014 / Accepted: 7 February 2014 / Published: 2 April 2014
(This article belongs to the Special Issue Bioactive Compounds from Marine Invertebrates)
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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.

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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.

AMA 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. Marine Drugs. 2014; 12(4):2004-2018.

Chicago/Turabian Style

Wang, Xiao-Hua; Zou, Zheng-Rong; Yi, Yang-Hua; Han, Hua; Li, Ling; Pan, Min-Xiang. 2014. "Variegatusides: New Non-Sulphated Triterpene Glycosides from the Sea Cucumber Stichopus variegates Semper." Mar. Drugs 12, no. 4: 2004-2018.



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