Cytotoxic triterpene diglycosides from the sea cucumber Stichopus horrens.

Abstract

Using various chromatographic separation techniques, eight triterpene diglycosides (1-8), including four new compounds namely stichorrenosides A-D (1-4), were isolated from a methanol extract of the Vietnamese sea cucumber S. horrens. Their structures were elucidated based on spectroscopic analyses, including HR ESI MS, 1D and 2D NMR. Their in vitro cytotoxic activity against five human cancer cell lines, Hep-G2 (hepatoma cancer), KB (epidermoid carcinoma), LNCaP (prostate cancer), MCF7 (breast cancer), and SK-Mel2 (melanoma), was evaluated using SRB methods. Stichorrenoside D (4), stichoposide A (5), and 3β-O-[β-d-xylopyranosyl-(1→2)-β-d-xylopyranosyl]-23S-acetoxyholost-7-ene (7) showed strong cytotoxicity on all five tested cancer cell lines, whereas significant effect was observed for stichorrenoside C (3) and stichoposide B (6).

• Authors: Nguyen Xuan Cuong, Le Thi Vien, Le Hoang, Tran Thi Hong Hanh, Do Thi Thao, Nguyen Van Thanh, Nguyen Hoai Nam, Do Cong Thung, Phan Van Kiem, Chau Van Minh
• Journal: Bioorganic & medicinal chemistry letters (Bioorg Med Chem Lett) Vol. 27 Issue 13 Pg. 2939-2942 (07 01 2017) ISSN: 1464-3405 [Electronic] England
• PMID: 28512032 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright © 2017 Elsevier Ltd. All rights reserved.

Chemical References

• Antineoplastic Agents
• Glycosides
• Triterpenes

Topics

• Animals
• Antineoplastic Agents (chemistry, isolation & purification, pharmacology)
• Cell Line, Tumor
• Cell Proliferation (drug effects)
• Dose-Response Relationship, Drug
• Drug Screening Assays, Antitumor
• Glycosides (chemistry, isolation & purification, pharmacology)
• Humans
• Molecular Structure
• Stichopus (chemistry)
• Structure-Activity Relationship
• Triterpenes (chemistry, isolation & purification, pharmacology)