Ford, L, Rayner, CM and Blackburn, RS (2015) Isolation and extraction of ruberythric acid from Rubia tinctorum L. and crystal structure elucidation. Phytochemistry, 117. 168 - 173. ISSN 0031-9422
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 1H and 13C 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.
Metadata
Item Type: | Article |
---|---|
Authors/Creators: |
|
Copyright, Publisher and Additional Information: | © 2015, Elsevier. This is an author produced version of a paper published in Phytochemistry. Uploaded in accordance with the publisher's self-archiving policy. |
Keywords: | Madder; Rubia tinctorum; Dye; Alizarin; Purpurin; Ruberythric acid; Anthraquinone glycoside; Extraction; X-ray crystal structure; Adsorption mechanism |
Dates: |
|
Institution: | The University of Leeds |
Academic Units: | The University of Leeds > Faculty of Arts, Humanities and Cultures (Leeds) > School of Design (Leeds) |
Depositing User: | Symplectic Publications |
Date Deposited: | 19 Jun 2015 10:53 |
Last Modified: | 25 Oct 2016 04:08 |
Published Version: | http://dx.doi.org/10.1016/j.phytochem.2015.06.015 |
Status: | Published |
Publisher: | Elsevier |
Identification Number: | 10.1016/j.phytochem.2015.06.015 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:87252 |