Theoretical Prediction of the Color Expression of Malvidin 3-Glucoside by In Silico Tristimulus Colorimetry: Effects of Structure Conformational Changes and Molecular Interactions

The development of in silico methods for accurately predicting the perceived color of wine pigments is still a challenge for current theoretical approaches. In this work, computational tools (docking and molecular dynamics) in conjunction with TD-DFT calculations and the basis of tristimulus colorim...

ver descrição completa

Detalhes bibliográficos
Autores: Chamizo González, Francisco, Heredia Mira, Francisco José, López Molina, María Fernanda, Rodríguez Pulido, Francisco José, González-Miret Martín, María Lourdes, Gordillo Arrobas, Belén
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2025
País:España
Recursos:Universidad de Sevilla (US)
Repositorio:idUS. Depósito de Investigación de la Universidad de Sevilla
OAI Identifier:oai:idus.us.es:11441/176673
Acesso em linha:https://hdl.handle.net/11441/176673
https://doi.org/10.3390/app15084238
Access Level:acceso abierto
Palavra-chave:Chemical composition
Phenolic compounds
In silico colorimetry
Computational modelling
Malvidin 3-glucoside
Color
Descrição
Resumo:The development of in silico methods for accurately predicting the perceived color of wine pigments is still a challenge for current theoretical approaches. In this work, computational tools (docking and molecular dynamics) in conjunction with TD-DFT calculations and the basis of tristimulus colorimetry in the CIELAB color space were applied to study the molecular mechanisms involved in the color expression of malvidin 3-glucoside. The 3D structure of different malvidin 3-glucoside conformers was obtained, and the theoretical visible spectra were computed, providing insight into the effects of the internal distortions of the flavylium chromophore (involving the dihedral angle) and non-covalent interactions (with a grape seed peptide) on the predicted color due to copigmentation phenomena. The results show a strong relationship between the conformational changes of the flavylium cation and the predicted CIELAB parameters, mainly the hue. The simulated malvidin 3-glucoside–grape seed peptide interactions allowed a good hue prediction of energetically favorable conformations of anthocyanin complexes as part of the comprehensive appearance in wines.