Structural characterization of inclusion complexes between cyanidin-3-0-glucoside and beta-cyclodextrin

• Tipo: Artigo em Revista Científica Internacional
• Data: 2014

Autores

Ana Fernandes (Autor) Outra; Galya Ivanova (Autor) Outra; Natercia F Bras (Autor) FCUP; Nuno Mateus (Autor) FCUP; Maria J Ramos (Autor) FCUP; Maria Rangel (Autor) ICBAS; Victor de Freitas (Autor) FCUP

Revista

Título: Carbohydrate Polymers

Vol. 102

Páginas: 269-277

ISSN: 0144-8617

Editora: Elsevier

Indexação

ISI Web of Knowledge - 64 Citações

Scopus - 67 Citações

Classificação Científica

FOS: Ciências exactas e naturais > Química

Outras Informações

ID Authenticus: P-008-K75

DOI: 10.1016/j.carbpol.2013.11.037

Abstract (EN): Inclusion complex formation between the multiple equilibrium forms of cyanidin-3-O-glucoside (cy3gIc) and p-cyclodextrin (beta-CD) was investigated using a combined approach of NMR spectroscopy and Molecular Dynamics simulation. Diffusion ordered NMR spectroscopy (DOSY) and study of nuclear Overhauser effects (NOE) were used to determine the selective intermolecular interactions and structure of these complexes in aqueous solution. The observed chemical shift displacements of resonance signals of protons from the interior of beta-CD cavity and protons belonging to the hemiketal (B) and cis-chalcone forms (Cc), the diffusion measurements using DOSY and the NOE studies have anticipated the formation of an inclusion complex between these two forms and beta-CD. The analysis of the NMR spectral data has shown no evidence of internal interaction between beta-CD and the flavylium cation (AH(+)) or trans-chalcone (Ct) forms of cy3gIc. The hemiketal formed a 1:1 inclusion complex with beta-cyclodextrin in which the pyranic C ring is deeply included inside the beta-CD cavity while B ring lies on the plane of the wider rim of beta-CD. The structure of the complexes was also clarified through a theoretical approach by Molecular Dynamics simulation.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 9