Two new sulphated polyhydroxylated steroid glucuronides, downeyoside A and B (1, 2), C-24 methyl epimers possessing an ethereal ring Linking C-16 to C-22 of the steroid, were isolated from the starfish Henricia downeyae collected from the Gulf of Mexico. Their structures were determined by spectral analysis and the stereochemistry of the highly oxygenated steroid side chain was derived from NMR data combined with molecular dynamics calculation. Compounds 1 and 2 were tested against non-small-cell lung human carcinoma cells and found to be cytotoxic with IC50 of 60 mu g/ml and 36 mu g/ml, respectively.
Downeyoside-a and Downeyoside-b, 2 New Sulfated Steroid Glucuronides From the Starfish Henricia-downeyae / E., Palagiano; Zollo, Franco; L., Minale; L. G., Paloma; M., Iorizzi; P., Bryan; J., Mcclintock; T., Hopkins; D., Riou; C., Roussakis. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 51:(1995), pp. 12293-12300. [10.1016/0040-4020(95)00775-4]
Downeyoside-a and Downeyoside-b, 2 New Sulfated Steroid Glucuronides From the Starfish Henricia-downeyae
ZOLLO, FRANCO;
1995
Abstract
Two new sulphated polyhydroxylated steroid glucuronides, downeyoside A and B (1, 2), C-24 methyl epimers possessing an ethereal ring Linking C-16 to C-22 of the steroid, were isolated from the starfish Henricia downeyae collected from the Gulf of Mexico. Their structures were determined by spectral analysis and the stereochemistry of the highly oxygenated steroid side chain was derived from NMR data combined with molecular dynamics calculation. Compounds 1 and 2 were tested against non-small-cell lung human carcinoma cells and found to be cytotoxic with IC50 of 60 mu g/ml and 36 mu g/ml, respectively.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.