STRUKTUR UND SYNTHESE VON FLAVONOL-TRIOSIDEN AUS RHAMNUS-ARTEN

Article abstract of DOI:10.1016/0040-4020(82)85113-2

By synthesis and (13)C-NMR spectroscopic investigations of rhamnocitrin-, rhamnazin- and rhamnetin-3-O-4)-O-α-L-rhamnopyranosyl-(1->6)>-β-D-galactopyranosides and of rhamnocitrin-3-O-3)-O-α-L-rhamnopyranosyl-(1->6)-β-D-galactopyranoside (rhamnocitrin-3-O-β-rhamninoside) it was proved that all naturally occuring flavonol-triosides, so far isolated from different Rhamnus species, contain the sugar-moiety rhamninose.Thus it was shown that catharticin (rhamnocitrin-3-O-β-rhamninoside) is identical withalaternin and xanthorhamnin A (rhamnetin-3-O-β-rhamninoside) with xanthorhamnin B, whereas xanthohamnin C is rhamnazin-3-O-β-rhamninoside.From Rhamnus saxatilis JACQ., ssp. saxat. a new flavonol-acetyl-trioside was isolated and the structure by MS and (13)C-NMR spectroscopic means elucidated to be the rhamnetin-3-O-3)-O-(4-O-acetyl-)-α-L-rhamnopyranosyl-(1->6)>-β-D-galactopyranoside.