Six new pregnane glycosides, four of them sulfated derivs., were isolated from small branches of Periploca graeca. The compds. were identified as 16alfa-[(6-O-sulfo-beta-D-glucopyranosyl)oxy]pregn-5-en-20-ol-3beta-yl O-(2-O-acetyl-beta-D-digitalopyranosyl)-(1-4)-beta-D-cymaropyranoside (1), 16alfa-[(6-O-sulfo-beta-D-glucopyranosyl)oxy]pregn-5-en-20-ol-3beta-yl O-beta-D-oleandropyranosyl-(1-4)-beta-D-oleandropyranoside (2), 16alfa-[(6-O-sulfo-beta-D-glucopyranosyl)oxy]pregn-5-en-20-ol-3beta-yl O-beta-D-oleandropyranoside (3), 16alfa-[(6-O-sulfo-beta-D-glucopyranosyl)oxy]pregn-5-ene-3beta,20-diol (4), 20-O-[(beta-D-glucopyranosyl-(1-6)-beta-D-glucopyranosyl-(1-2)-beta-D-digitalopyranosyl)oxy]pregn-5-en-16beta-ol-3beta-yl O-beta-D-digitalopyranosyl-(1-4)-beta-D-cymaropyranoside (5), and calogenin 3-O-beta-D-digitalopyranoside-20-O-beta-D-canaropyranoside (6). Three pregnane glycosides, previously reported from the genus Periploca, were also isolated. Structures were established on the basis of spectroscopic analyses, including 1D and 2D NMR expts., HRESIMS, elemental anal., and chem. degrdn.
Sulphated pregnane glycosides from Periploca graeca
MORELLI, IVANO;BRACA, ALESSANDRA
2005-01-01
Abstract
Six new pregnane glycosides, four of them sulfated derivs., were isolated from small branches of Periploca graeca. The compds. were identified as 16alfa-[(6-O-sulfo-beta-D-glucopyranosyl)oxy]pregn-5-en-20-ol-3beta-yl O-(2-O-acetyl-beta-D-digitalopyranosyl)-(1-4)-beta-D-cymaropyranoside (1), 16alfa-[(6-O-sulfo-beta-D-glucopyranosyl)oxy]pregn-5-en-20-ol-3beta-yl O-beta-D-oleandropyranosyl-(1-4)-beta-D-oleandropyranoside (2), 16alfa-[(6-O-sulfo-beta-D-glucopyranosyl)oxy]pregn-5-en-20-ol-3beta-yl O-beta-D-oleandropyranoside (3), 16alfa-[(6-O-sulfo-beta-D-glucopyranosyl)oxy]pregn-5-ene-3beta,20-diol (4), 20-O-[(beta-D-glucopyranosyl-(1-6)-beta-D-glucopyranosyl-(1-2)-beta-D-digitalopyranosyl)oxy]pregn-5-en-16beta-ol-3beta-yl O-beta-D-digitalopyranosyl-(1-4)-beta-D-cymaropyranoside (5), and calogenin 3-O-beta-D-digitalopyranoside-20-O-beta-D-canaropyranoside (6). Three pregnane glycosides, previously reported from the genus Periploca, were also isolated. Structures were established on the basis of spectroscopic analyses, including 1D and 2D NMR expts., HRESIMS, elemental anal., and chem. degrdn.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
