Cytotoxic triterpene diglycosides from the sea cucumber Stichopus horrens

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

doi:10.1016/j.bmcl.2017.05.003

Cytotoxic triterpene diglycosides from the sea cucumber Stichopus horrens

Bioorg Med Chem Lett. 2017 Jul 1;27(13):2939-2942. doi: 10.1016/j.bmcl.2017.05.003. Epub 2017 May 6.

Authors

Affiliations

¹ Institute of Marine Biochemistry (IMBC), Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Caugiay, Hanoi, Viet Nam; Graduate University of Science and Technology, VAST, 18 Hoang Quoc Viet, Caugiay, Hanoi, Viet Nam.
² Institute of Marine Biochemistry (IMBC), Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Caugiay, Hanoi, Viet Nam.
³ Institute of Biotechnology, VAST, 18 Hoang Quoc Viet, Caugiay, Hanoi, Viet Nam.
⁴ Institute of Marine Environment and Resources (IMER), VAST, 246 Da Nang, Haiphong, Viet Nam.
⁵ Institute of Marine Biochemistry (IMBC), Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Caugiay, Hanoi, Viet Nam. Electronic address: cvminh@vast.vn.

PMID: 28512032
DOI: 10.1016/j.bmcl.2017.05.003

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).

Keywords: Cytotoxicity; Stichopodidae; Stichopus horrens; Triterpene glycoside.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

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

Substances

Antineoplastic Agents
Glycosides
Triterpenes