STARFISH SAPONINS .54. CYTOTOXIC ASTEROSAPONINS FROM AN ANTARCTIC STARFISH OF THE FAMILY ECHINASTERIDAE

Citation
S. Demarino et al., STARFISH SAPONINS .54. CYTOTOXIC ASTEROSAPONINS FROM AN ANTARCTIC STARFISH OF THE FAMILY ECHINASTERIDAE, Gazzetta chimica italiana, 126(10), 1996, pp. 667-672
Citations number
20
Categorie Soggetti
Chemistry
Journal title
ISSN journal
00165603
Volume
126
Issue
10
Year of publication
1996
Pages
667 - 672
Database
ISI
SICI code
0016-5603(1996)126:10<667:SS.CAF>2.0.ZU;2-2
Abstract
An investigation of the polar extracts from a starfish, collected in t he Antarctic Sea, and identified as belonging to the Echinasteridae fa mily, has led to the isolation of seven sulphated <<asterosaponins>>. Five are new compounds. Three of them, named antarcticoside A, 1, B, 2 , and C, 3, contain a novel hexasaccharide chain with two branches: i. e., ta-quinovopyranosyl-(1-->3)-beta-quinovopyranosyl, linked to C-6 o f sulphated steroidal aglycones, which differ from one another in the side chains. The novel asterosaponins 4-5, are the 24-methyl analogues of brasiliensoside, 6, and pectinioside A, 7, pentaglycosides describ ed from Echinaster brasiliensis and Asterina pectinifera, respectively . The spectral data of the two remaining asterosaponins agree with tho se of brasiliensoside, 6 and with those of pectinioside A, 7, respecti vely. The isolated asterosaponins have been found to be cytotoxic agai nst human bronchopulmunary non-small-cell-lung carcinoma cells at IC50 < 3.3 mu g/ml.