New Flavanol−Anthocyanin Condensed Pigments and Anthocyanin Composition in Guatemalan Beans (Phaseolus spp.)

• Published in: Journal of agricultural and food chemistry Vol. 54; no. 2; pp. 536 - 542
• Main Authors: Macz-Pop, Glenda A, González-Paramás, Ana M, Pérez-Alonso, José J, Rivas-Gonzalo, Julián C
• Format: Journal Article
• Language: English
• Published: Washington, DC American Chemical Society 25.01.2006
• Subjects: anthocyanins; Anthocyanins - analysis; Anthocyanins - chemistry; beans; Biological and medical sciences; Catechin - analogs & derivatives; Catechin - chemistry; chemical condensation; Chromatography, High Pressure Liquid; condensed pigments; flavonols; Flavonols - analysis; Flavonols - chemistry; food chemistry; food composition; Food industries; Fruit and vegetable industries; Fundamental and applied biological sciences. Psychology; Guatemala; Mass Spectrometry; Phaseolus - chemistry; Phaseolus coccineus; Phaseolus vulgaris; Pigments, Biological - chemistry; plant pigments; Anthocyanin; Flavanol; Vegetables; flavanols; Phaseolus; condensed pigments; Flavonoid; Bean; Polyphenol; Leguminosae; Dicotyledones; Angiospermae; beans; Pigments; Anthocyanins; Spermatophyta; Chemical composition
• ISSN: 0021-8561; 1520-5118
• DOI: 10.1021/jf051913l

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. Keywords: Anthocyanins; flavanols; condensed pigments; beans; Phaseolus