Cytotoxic Triterpene Glycosides from Far-Eastern Sea Cucumbers Belonging to the GenusCucumaria

✍ Scribed by Drozdova, Olga A. ;Avilov, Sergey A. ;Kalinin, Vladimir I. ;Kalinovsky, Anatoly I. ;Stonik, Valentin A. ;Riguera, Ricardo ;Jiménez, Carlos

• Book ID: 102902607
• Publisher: John Wiley and Sons
• Year: 1997
• Tongue: English
• Weight: 574 KB
• Volume: 1997
• Category: Article
• ISSN: 0947-3440
• DOI: 10.1002/jlac.199719971125

✦ Synopsis

Abstract

New cytotoxic triterpene oligoglycoside disulfates, cucumariosides A~3~ (1) and A~6~‐2 (2), have been isolated from the sea cucumber Cucumaria japonica. The trisulfated cucumarioside A~7~‐3 (4) was found to be the major component in the glycoside fraction of Cucumaria miniata. The structures were assigned on the basis of extensive spectral data (NMR and MS), selective solvolysis of desulfated derivative 3 and other chemical evidence. The presence or absence of a carbonyl group at C‐16 of the aglycone and of sulfate groups at C‐6 of the glucose and 3‐O‐methylglucose units are interpreted in terms of the functional evolution of sea cucumbers in order to improve their defensive system. Both (1) and (2) are cytotoxic in vitro at IC~50~ = 1 μg/ml against a selection of five human and mice tumoral cell lines.