Catharticin

Tetrahedron, 1972, 28(19):5037-48.

Mass spectrometry of flavonoid trisaccharides : The structure of xanthorhamnin, alaternin and catharticin[Reference: WebLink]

A general mass spectrometric method is described for the structure elucidation of flavonoid oligosaccharides. Information is obtained from the mass spectra of the perdeuteriomethylated compounds and their hydrolysis products, using GC-MS coupling. The major part of the structures of the flavonoid troisides, xanthorhamnin, alaternin and Catharticin has been established by this method.

Tetrahedron, 1982, 38(9):1269-78.

Struktur und synthese von flavonol-triosiden aus rhamnus-arten[Reference: WebLink]

By synthesis and 13C-NMR spectroscopic investigations of rhamnocitrin-, rhamnazin- and rhamnetin - 3 - O - [O - α - l - rhamnopyranosyl - (1 → 4) - O - α - l - rhamnopyranosyl - (1 → 6)] β - d - galactopyranosides and of rhamnocitrin - 3 - O - [O - α - l - rhamnopyranosyl - (1 → 3) - O - α - l - rhamnopyranosyl - (1 → 6)] - β - d - galactopyranoside (rhamnocitrin - 3 - O - β - rhamnisoide) it was proved that all naturally occurring flavonoltriosides, 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 with alaternin and xanthorhamnin A (rhamnetin - 3 - O - β - rhamninoside) with xanthorhamnin B, whereas xanthorhamnin 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 13C-NMR spectroscopic means elucidated to be the rhamnetin - 3 - O - [O - α - l - rhamnopyranosyl - (1 → 3) - O - (4 - O - acetyl - ) - α - l - rhamnopyranosyl - (1 → 6)] - β - d - galactopyranoside.