INVESTIGADORES
GOMEZ ZAVAGLIA Andrea
artículos
Título:
Conformational Study of Arbutin by Quantum Chemical Calculations and Multivariate Analysis
Autor/es:
CUAUHTÉMOC ARAUJO-ANDRADE, SUSY LOPES, RUI FAUSTO, ANDREA GÓMEZ ZAVAGLIA
Revista:
JOURNAL OF MOLECULAR STRUCTURE
Editorial:
Elsevier
Referencias:
Lugar: Amsterdam; Año: 2010 vol. 975 p. 100 - 109
ISSN:
0022-2860
Resumen:
A conformational study of the molecule of arbutin (4-hydroxyphenyl-b-D-glucopyranoside) has been
undertaken. The molecule is composed by a glucopyranoside moiety bound to a phenol ring. It has eight
conformationally relevant dihedral angles, five of them related with the orientation of the hydroxyl
groups and the remaining three taking part in the skeleton of the molecule. A systematic search on the
conformational space of arbutin was performed using molecular orbital methods, followed by the identification
of structural similarities between the different conformers, using multivariate analyses. This
approach allowed the grouping of conformers according to their structural affinity and the establishment
of correlations between their structures and several properties. Intramolecular interactions involving OH
groups were also investigated and correlations between spectroscopic, structural and thermodynamic
properties established. The developed strategy might be useful to investigate the structure and structure/
properties correlations in other conformationally flexible molecules.