Pyranoanthocyanins and other pyranoflavylium dyes: From chemistry towards novel applications

被引：5
作者：
Gomes, Vania [1 ]
Mateus, Nuno [1 ]
de Freitas, Victor [1 ]
Oliveira, Joana [1 ]
Cruz, Luis [1 ]
机构：
[1] Univ Porto, Fac Ciencias, Dept Quim & Bioquim, REQUIMTE LAQV, Rua Campo Alegre 687, P-4169007 Porto, Portugal
来源：
DYES AND PIGMENTS | 2023年 / 220卷
关键词：
Anthocyanin derivatives; pH-sensitive dyes; Synthesis; Chromatic properties; Fluorescence; Technological applications; ANTHOCYANIN-DERIVED PIGMENTS; STRUCTURAL-CHARACTERIZATION; PYRUVIC-ACID; ANTICANCER PROPERTIES; VINYLPHENOL ADDUCTS; CHEMICAL-EQUILIBRIA; COLOR PROPERTIES; RED WINES; ANTIOXIDANT; NMR;
D O I：
10.1016/j.dyepig.2023.111683
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
Pyranoanthocyanins and pyranoflavylium analogous pigments occurring either naturally or from the synthetic origin are a family of flavylium derivatives that have risen the attention from the scientific community in several areas such as food, cosmetics, biomedical, and energy due to their physical-chemical features. This review presents an overview of the chemistry of these compounds including their synthesis procedures, formation mechanisms, physical-chemical characterization, spectroscopic properties, and interactions studies with macromolecules. Gathering all the insights about these pigments will allow exploring and investigating their potential technological applications such as dyes, colorants, photosensitizers, pH-sensors, and antioxidants, as well as in the development of emergent materials and devices from intelligent (bio)materials to organic electronics.
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页数：16
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共 101 条
[1]   PIGMENTS OF DRAGONS BLOOD RESIN .8. SYNTHESIS OF (+ OR -)-DRACORUBIN AND OF (+ OR -)-NORDRACORUBIN [J].
AGBAKWURU, EOP ;
WHALLEY, WB .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (13) :1392-1394
[2]   Ground and excited state properties of furanoflavylium derivatives [J].
Alejo-Armijo, Alfonso ;
Basilio, Nuno ;
Freitas, Adilson A. ;
Macanita, Antonio L. ;
Lima, Joao C. ;
Jorge Parola, A. ;
Pina, Fernando .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2019, 21 (38) :21651-21662
[3]   Anthocyanin from strawberry (Fragaria ananassa) with the novel aglycone, 5-carboxypyranopelargonidin [J].
Andersen, OM ;
Fossen, T ;
Torskangerpoll, K ;
Fossen, A ;
Hauge, U .
PHYTOCHEMISTRY, 2004, 65 (04) :405-410
[4]   Stabilization of bluish pyranoanthocyanin pigments in aqueous systems Cheek for using lignin nanoparticles [J].
Araujo, Paula ;
Costa, Ana ;
Fernandes, Iva ;
Mateus, Nuno ;
De Freitas, Victor ;
Sarmento, Bruno ;
Oliveira, Joana .
DYES AND PIGMENTS, 2019, 166 :367-374
[5]   Colour modulation of blue anthocyanin-derivatives. Lignosulfonates as a tool to improve the water solubility of natural blue dyes [J].
Araujo, Paula ;
Basilio, Nuno ;
Azevedo, Joana ;
Fernandes, Ana ;
Mateus, Nuno ;
Pina, Fernando ;
de Freitas, Victor ;
Oliveira, Joana .
DYES AND PIGMENTS, 2018, 153 :150-159
[6]   A New Chemical Pathway Yielding A-Type Vitisins in Red Wines [J].
Araujo, Paula ;
Fernandes, Ana ;
de Freitas, Victor ;
Oliveira, Joana .
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2017, 18 (04)
[7]   Antioxidant Features of Red Wine Pyranoanthocyanins: Experimental and Theoretical Approaches [J].
Azevedo, Joana ;
Oliveira, Joana ;
Cruz, Luis ;
Teixeira, Natercia ;
Bras, Natercia F. ;
De Freitas, Victor ;
Mateus, Nuno .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2014, 62 (29) :7002-7009
[8]   Antioxidant properties of anthocyanidins, anthocyanidin-3-glucosides and respective portisins [J].
Azevedo, Joana ;
Fernandes, Iva ;
Faria, Ana ;
Oliveira, Joana ;
Fernandes, Ana ;
de Freitas, Victor ;
Mateus, Nuno .
FOOD CHEMISTRY, 2010, 119 (02) :518-523
[9]   Novel Pyrano and Vinylphenol Adducts of Deoxyanthocyanidins in Sorghum Sourdough [J].
Bai, Yunpeng ;
Findlay, Brandon ;
Maldonado, Alma Fernanda Sanchez ;
Schieber, Andreas ;
Vederas, John C. ;
Gaenzle, Michael G. .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2014, 62 (47) :11536-11546
[10]   Isolation, identification, and characterization of new color-stable anthocyanins occurring in some red wines [J].
Bakker, J ;
Timberlake, CF .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1997, 45 (01) :35-43
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