Cytotoxic Holostane-Type Triterpene Glycosides from the Sea Cucumber Pentacta quadrangularis

Abstract

Two new holostane-type triterpene glycosides, named pentactasides I (1) and II (2), and a new natural product, pentactaside III (3), together with two known glycosides, philinopsides A (4) and B (5), were isolated from the sea cucumber Pentacta quadrangularis. Their structures were elucidated by extensive spectroscopic analysis and chemical evidences. Compounds 1 and 2 possess the same trisaccharide moiety which is a rare structural feature among naturally occurring sea cucumber glycosides and has been infrequently reported, while 3 is a sulfated diglycoside. All the glycosides showed significant in vitro cytotoxicities against six tumor cell lines (P-388, A-549, MCF-7, MKN-28, HCT-116, and U87MG) with IC₅₀ in the range of 0.60–3.95 µM.

Key words

sea cucumber - Cucumariidae - Pentacta quadrangularis - triterpene glycosides - cytotoxicity

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1 First co-author.