4.7 Article

Cyanosalvianin, a supramolecular blue metalloanthocyanin, from petals of Salvia uliginosa

Journal

PHYTOCHEMISTRY
Volume 69, Issue 18, Pages 3151-3158

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.phytochem.2008.03.015

Keywords

Salvia uliginosa; Labiatae; Bog sage; Blue flower color development; Circular dichroism (CD); Chiral molecular-stacking; Metalloanthocyanin

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A metalloanthocyanin, cyanosalvianin, was found in blue petals of Salvia uliginosa. Cyanosalvianin consisted of 3-O-(6-O-p-coumaroylglucopyranosyl)-5-O-(4-O-acetyl-6-O-malonylglucopyranosyl) delphinidin, 7,4'-di-O-glucopyranosylapigeiiin and magnesium ion. We reproduced the same blue color as the petals by mixing the three components together. An ESI-MS measurement gave a molecular weight of 9014 indicating the composition of cyanosalvianin to be six molecules of the anthocyanin component, six molecules of the flavone component and two magnesium ions. The special arrangement of the organic components in cyanosalvianin was analyzed by CD and 2D-NMR spectroscopy. It was clarified that cyanosalvianin has a similar structure to that of commelinin, a nietalloanthocyanin isolated from blue dayflower, Cornmelina communis. (c) 2008 Elsevier Ltd. All rights reserved.

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