Structure elucidation of new acacic acid-type saponins from Albizia coriaria.
Three new acacic acid derivatives, named coriariosides C, D, and E (1-3) were isolated from the roots of Albizia coriaria. Their structures were elucidated on the basis of extensive 1D- and 2D-NMR studies and mass spectrometry as 3-O-[β-D-xylopyranosyl-(1 → 2)-β-D-fucopyranosyl-(1 → 6)-2-(acetamido)-2-deoxy-β-D-glucopyranosyl]-21-O-{(2E,6S)-6-O-{4-O-[(2E,6S)-2,6-dimethyl- 6-O-(β-D-quinovopyranosyl)octa-2,7-dienoyl]-4-O-[(2E,6S)-2,6-dimethyl-6-O-(β-D-quinovopyranosyl)octa-2,7-dienoyl]-β-D-quinovopyranosyl}-2,6-dimethylocta-2,7-dienoyl}acacic acid 28-O-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-β-D-glucopyranosyl ester (1), 3-O-{β-D-fucopyranosyl-(1 → 6)-[β-D-glucopyranosyl-(1 → 2)]-β-D-glucopyranosyl}-21-O-{(2E,6S)-6-O-{4-O-[(2E,6S)-2,6-dimethyl-6-O-(β-D-quinovopyranosyl)octa-2,7-dienoyl]-4-O-[(2E,6S)-2,6-dimethyl-6-O-(β-D-quinovopyranosyl)octa-2,7-dienoyl]-β-D-quinovopyranosyl}-2,6-dimethylocta-2,7-dienoyl}acacic acid 28-O-α-L-rhamno pyranosyl-(1 → 2)-β-D-glucopyranosyl ester (2), and 3-O-[β-D-fucopyranosyl-(1 → 6)-β-D-glucopyranosyl]-21-O-{(2E,6S)-6-O-{4-O-[(2E,6S)-2,6-dimethyl-6-O-(β-D-quinovopyranosyl)octa-2,7-dienoyl)-β-D-quinovopyranosyl]octa-2,7-dienoyl}acacic acid 28-O-β-D-glucopyranosyl ester (3).
Noté
Olivier Placide
OP
Mitaine-Offer
Anne-Claire
AC
Miyamoto
Tomofumi
T
Chabert
Philippe
P
Pegnyemb
Dieudonné Emmanuel
DE
Weniger
Bernard
B
Lacaille-Dubois
Marie-Aleth
MA
Lobstein
Annelise
A
D000045:Acacia / Q000737:chemistry; D031289:Albizzia / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D018517:Plant Roots / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry*
D012503:Saponins