Isolation and structural characterization of new acylated anthocyanin-vinyl-flavanol pigments occurring in aging red wines

• Tipo: Artigo em Revista Científica Internacional
• Data: 2003

Autores

Mateus, N (Autor) FCUP; Carvalho, E (Autor) Outra; Carvalho, ARF (Autor) Outra; Melo, A (Autor) FCUP; Gonzalez Paramas, AM (Autor) Outra; Santos Buelga, C (Autor) Outra; Silva, AMS (Autor) Outra; de Freitas, V (Autor) FCUP

Revista

Título: Journal of Agricultural and Food Chemistry

Vol. 51

Páginas: 277-282

ISSN: 0021-8561

Editora: American Chemical Society

Indexação

ISI Web of Knowledge - 95 Citações

Scopus - 104 Citações

Classificação Científica

FOS: Ciências agrárias > Outras ciências agrárias

Outras Informações

ID Authenticus: P-000-JZ8

DOI: 10.1021/jf020695i

Abstract (EN): Three newly formed pigments were detected and isolated from a 2-year-old Port wine through TSK Toyopearl HW-40(S) gel column chromatography and characterized by UV-visible spectrophotometry, NMR, and mass spectrometry (ESI/MS). H-1 NMR and C-13 NMR data for these pigments obtained using 1D and 2D NMR techniques (COSY, NOESY, gHSQC, and gHMBC) are reported for the first time. The structure of the pigments was found to correspond to the vinyl cycloadducts of malvidin 3-coumaroylglucoside bearing either a procyanidin dimer or a flavanol monomer ((+)-catechin or (-)-epicatechin). Additionally, conformational analysis was performed for one of these newly formed pigment using computer-assisted model building and molecular mechanics. A chemical nomenclature is proposed to unambiguously name this new family of anthocyanin-derived pigments.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 6