PMID: 8588872Jan 1, 1996Paper

New aspects of anthocyanin complexation. Intramolecular copigmentation as a means for colour loss?

Phytochemistry
P FigueiredoR Brouillard

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.

Citations

Dec 29, 2005·Analytical Sciences : the International Journal of the Japan Society for Analytical Chemistry·Paulo H MarcoMarcello G Trevisan
Apr 5, 2014·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Eva VavříkováVladimír Křen
Jun 26, 2009·Natural Product Reports·Kumi YoshidaTadao Kondo
Apr 13, 2004·European Journal of Cancer Prevention : the Official Journal of the European Cancer Prevention Organisation (ECP)·G GrazziniM Zappa
Mar 10, 2016·Chemical Reviews·Patrick TrouillasOlivier Dangles
Feb 15, 2005·Journal of Photochemistry and Photobiology. B, Biology·Jasmina M Dimitrić MarkovićJelisaveta M Baranac
May 6, 2015·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Chiara ZaffinoSilvia Bruni
Mar 28, 2007·Analytica Chimica Acta·Paulo Henrique Março, Ieda Spacino Scarminio
Aug 11, 2016·Food Chemistry·Chang-Ling ZhaoXing-Lei Xiao
Nov 1, 2005·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Jasmina M Dimitrić MarkovićTanja P Brdarić
Nov 19, 2008·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Fu-Liang HanChang-Qing Duan
Apr 10, 2015·Chemical Society Reviews·Giuseppe CalogeroFrancesco Bonaccorso
Feb 9, 2012·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Fei HeChang-Qing Duan
Nov 18, 2020·Critical Reviews in Food Science and Nutrition·Noemí EchegarayJosé M Lorenzo
Sep 30, 2008·The Journal of Physical Chemistry. a·Laura Estévez, Ricardo A Mosquera
Oct 13, 2007·The Journal of Physical Chemistry. a·Laura Estévez, Ricardo A Mosquera
Apr 1, 2021·Journal of the Science of Food and Agriculture·Burcu GuldikenJochen Weiss
Mar 14, 2009·Journal of Agricultural and Food Chemistry·Sarah Anne OsmaniBirger Lindberg Møller
Aug 7, 2021·Frontiers in Plant Science·Grecia Hurtado, Moritz Knoche
Oct 12, 2010·Journal of Agricultural and Food Chemistry·Kristin S AlongiGavin L Sacks
Dec 20, 1999·Journal of Agricultural and Food Chemistry·T ShojiT Kanda
Dec 20, 1999·Journal of Agricultural and Food Chemistry·M M GiustiR E Wrolstad
Jul 7, 2005·Journal of Agricultural and Food Chemistry·Tomasz BorkowskiBozena Tyrakowska
Oct 3, 2002·Journal of Agricultural and Food Chemistry·Florian C StintzingRonald E Wrolstad
Dec 20, 1999·Journal of Agricultural and Food Chemistry·N E Es-SafiM Moutounet

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