Please use this identifier to cite or link to this item: http://hdl.handle.net/10884/504
Title: NEW ASPECTS OF ANTHOCYANIN COMPLEXATION. INTRAMOLECULAR COPIGMENTATION AS A MEANS FOR COLOUR LOSS?
Authors: Figueiredo, Paulo
Elhabiri, Mourad
Toki, Kenjiro
Saito, Norio
Dangles, Olivier
Brouillard, Raymond
Keywords: Anthocyanins
Intramolecular copigmentation
Dissacharide Hydrophilic effect
Issue Date: 1996
Citation: Phytochemistry, 41 (1996) 301-308
Abstract: Two series of structurally related anthocyanins, extracted from the blue flowers of Evolvulus pilosus cv. Blue Daze and from the blue-purple flowers of Eichhornia crassipes, exhibit remarkable colour stabilities in aqueous solution at mildly acidic pH values. All the pigments possess the same chromophore (delphinidin), but a different pattern of glycosylation and acylation. Moreover, one of the pigments has an apigenin 7-glucoside molecule (a flavone) attached to the glycosidic chain by two ester bonds with malonic acid, instead of an aromatic acid and is the only known anthocyanin with such a structure. All the molecules studied, except one which has only a 3-gentiobioside (a disaccharide) as substituent, denote an effect of reduction in the hydration constant when compared with the parent delphinidin 3-glucoside or 3,5-diglucoside molecules, which supports the existence of intramolecular hydrophobic interactions between the chromophoric skeleton and the acyl or flavonoid groups. The role played by the sugar units on the hydrophobicity/hydrophilicity of the pigments is also discussed.
URI: http://hdl.handle.net/10884/504
Appears in Collections:CS/CN - Artigos

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