New flavanol-anthocyanin condensed pigments and anthocyanin composition in Guatemalan beans (Phaseolus spp.)

被引:27
作者
Macz-Pop, GA [1 ]
González-Paramás, M [1 ]
Pérez-Alonso, JJ [1 ]
Rivas-Gonzalo, JC [1 ]
机构
[1] Univ Salamanca, Area Nutr & Bromatol, Fac Farm, E-37007 Salamanca, Spain
关键词
anthocyanins; flavanols; condensed pigments; beans; Phaseolus;
D O I
10.1021/jf051913l
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
It has long been considered that the pigments resulting from direct condensation between anthocyanins and flavanols were formed exclusively during storage and processing, both in plant-derived foods and in drinks. Recently, however, the minor presence of this type of pigment has been shown in different plant extracts, among them beans. In this work we have studied this family of pigments in beans from Guatemala belonging to two distinct species of the genus Phaseolus, confirming the presence of (epi)gallocatechin carbon-carbon linked to the aglycone of delphinidin and (epi)catechin-cyanidin-3-glucoside. Furthermore, for the first time in this foodstuff another three flavanol-anthocyanin condensed pigments formed by the linkage of (epi)catechin with the corresponding aglycones of cyanidin, petunidin, and peonidin have been described. Also, the natural occurrence of anthocyanidins in this matrix has been confirmed in some of the samples analyzed in this work, the majority being components of their anthocyanin composition. The corresponding aglycones of delphinidin, cyanidin, petunidin, pelargonidin, and malvidin have been identified as well as two aglycones with identical mass to those of peonidin and petunidin, but with different retention times, which leads to the supposition that they are probably methylated derivatives of cyanidin and delphinidin, respectively.
引用
收藏
页码:536 / 542
页数:7
相关论文
共 32 条
[1]   Structure of a new dimeric acetaldehyde malvidin 3-glucoside condensation product [J].
Atanasova, V ;
Fulcrand, H ;
Le Guernevé, C ;
Cheynier, W ;
Moutounet, M .
TETRAHEDRON LETTERS, 2002, 43 (35) :6151-6153
[2]   CHARACTERIZATION OF THE CONDENSATION PRODUCT OF MALVIDIN 3,5-DIGLUCOSIDE AND CATECHIN [J].
BISHOP, PD ;
NAGEL, CW .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1984, 32 (05) :1022-1026
[3]   Anthocyanin profile of Korean cultivated kidney bean (Phaseolus vulgaris L.) [J].
Choung, MG ;
Choi, BR ;
An, YN ;
Chu, YH ;
Cho, YS .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2003, 51 (24) :7040-7043
[4]   Role of aldehydic derivatives in the condensation of phenolic compounds with emphasis on the sensorial properties of fruit-derived foods [J].
Es-Safi, NE ;
Cheynier, V ;
Moutounet, M .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2002, 50 (20) :5571-5585
[5]   Dimeric anthocyanins from strawberry (Fragaria ananassa) consisting of pelargonidin 3-glucoside covalently linked to four flavan-3-ols [J].
Fossen, T ;
Rayyan, S ;
Andersen, OM .
PHYTOCHEMISTRY, 2004, 65 (10) :1421-1428
[6]   New anthocyanin pigments formed after condensation with flavanols [J].
FranciaAricha, EM ;
Guerra, MT ;
RivasGonzalo, JC ;
SantosBuelga, C .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1997, 45 (06) :2262-2266
[7]   Investigation of proanthocyanidins by HPLC with electrospray ionization mass spectrometry [J].
Friedrich, W ;
Eberhardt, A ;
Galensa, R .
EUROPEAN FOOD RESEARCH AND TECHNOLOGY, 2000, 211 (01) :56-64
[8]   Antioxidant and cellular activities of anthocyanins and their corresponding vitisins A -: Studies in platelets, monocytes, and human endothelial cells [J].
García-Alonso, M ;
Rimbach, G ;
Rivas-Gonzalo, JC ;
De Pascual-Teresa, S .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2004, 52 (11) :3378-3384
[9]   Electrospray and tandem mass spectroscopy as tools for anthocyanin characterization [J].
Giusti, MM ;
Rodríguez-Saona, LE ;
Griffin, D ;
Wrolstad, RE .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1999, 47 (11) :4657-4664
[10]   Characterization of red radish anthocyanins [J].
Giusti, MM ;
Wrolstad, RE .
JOURNAL OF FOOD SCIENCE, 1996, 61 (02) :322-326