Isolation and Structural Characterization of New Anthocyanin-Derived Yellow Pigments in Aged Red Wines
2006; American Chemical Society; Volume: 54; Issue: 25 Linguagem: Inglês
10.1021/jf062325q
ISSN1520-5118
AutoresJingren He, Celestino Santos‐Buelga, Artur M. S. Silva, Nuno Mateus, Víctor de Freitas,
Tópico(s)Horticultural and Viticultural Research
ResumoTwo newly formed yellow pigments that revealed unique spectral features were detected and isolated from an aged Port red wine by TSK Toyopearl HW-40(s) gel chromatography and characterized by UV−visible spectrophotometry, 1H NMR and 13C NMR, and mass spectrometry (LC-ESI/MS). The UV−vis spectra of these pigments showed maximum absorption at 478 nm that is significantly hypsochromically shifted from those of original grape anthocyanins and other pyranoanthocyanins, exhibiting a more yellow hue in acidic solution. The structures of these pigments correspond to methyl-linked pyranomalvidin 3-glucoside and its respective coumaroyl glucoside derivative. They were shown to arise from the reaction between acetoacetic acid and genuine grape anthocyanins. Isolation and NMR identification using 1D and 2D NMR techniques are reported for the first time for this new family of anthocyanin-derived yellow pigments occurring in red wines. Keywords: Red wine; aging; yellow color; anthocyanins; acetoacetic acid; methyl pyranoanthocyanins; isolation; NMR
Referência(s)