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Isolation and Extraction of Ruberythric Acid From Rubia Tinctorum L. And Crystal Structure Elucidation

Lauren Ford, Christopher M Rayner, Richard S Blackburn

Phytochemistry. 2015 Sep;117:168-173.

PMID: 26091962

Abstract:

Madder (Rubia tinctorum L.) has been exploited as a dye throughout history. The roots of the plant are very rich in the highly coloured glycosidic compounds ruberythric acid and lucidin primeveroside, alongside the corresponding aglycons which can be readily formed by deglycosylation, particularly during extraction. Supported by (1)H and (13)C NMR data, the conclusive X-ray crystal structure of the natural dye ruberythric acid is presented for the first time. The solid state structure revealed extensive intermolecular hydrogen bonding interactions between the sugar moieties in the unit cell, but only intramolecular hydrogen bonding through the hydroxyquinone groups. There is also some additional π-π stacking from the anthraquinone moiety.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP152841 Ruberythric acid Ruberythric acid 152-84-1 Price
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