The toxic major saponin from the starfish Echinaster sepositus, has been completely characterized. The structure is unique having as it does both a Δ7,3β,6β-dioxygenated-23-oxosteroidal moiety and a sugar moiety [β-D-glucopyranosyl-(1→2)-β-D-galactopyranosyl- (1→2)-β-D-glucuronopyranosyl] which bridges the C-3 and C-6 atoms of the steroid. The 3β-hydroxy-group of the steroid forms an O-acetal linkage with the glucuronate unit, while the HO-C(6‴) of the glucopyranosyl unit is attached to C-6 of the aglycone, forming a 6β-O-ethereal linkage.
Starfish saponins. Part 5. Structure of sepositoside A, a novel steroidal cyclic glycoside from the starfish Echinaster sepositus / F., De Simone; A., Dini; E., Finamore; L., Minale; Zollo, Franco; T., Sevenet. - In: JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS. I. - ISSN 0300-922X. - STAMPA. - (1981), pp. 1855-1862. [10.1039/P19810001855]
Starfish saponins. Part 5. Structure of sepositoside A, a novel steroidal cyclic glycoside from the starfish Echinaster sepositus
ZOLLO, FRANCO;
1981
Abstract
The toxic major saponin from the starfish Echinaster sepositus, has been completely characterized. The structure is unique having as it does both a Δ7,3β,6β-dioxygenated-23-oxosteroidal moiety and a sugar moiety [β-D-glucopyranosyl-(1→2)-β-D-galactopyranosyl- (1→2)-β-D-glucuronopyranosyl] which bridges the C-3 and C-6 atoms of the steroid. The 3β-hydroxy-group of the steroid forms an O-acetal linkage with the glucuronate unit, while the HO-C(6‴) of the glucopyranosyl unit is attached to C-6 of the aglycone, forming a 6β-O-ethereal linkage.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
