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Essential amino acids interacting with flavonoids: A theoretical approach
Author(s) -
CodorniuHernández Edelsys,
MesaIbirico Ariel,
HernándezSantiesteban Richel,
MonteroCabrera Luis A.,
MartínezLuzardo Francisco,
SantanaRomero Jorge L.,
Borrmann Tobias,
Stohrer WolfD.
Publication year - 2005
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.20391
Subject(s) - chemistry , flavonoid , amino acid , computational chemistry , quantum chemical , lysine , molecule , stereochemistry , biochemistry , organic chemistry , antioxidant
The interaction of two flavonoid species (resorcinolic and fluoroglucinolic) with the 20 essential amino acids was studied by the multiple minima hypersurface (MMH) procedures, through the AM1 and PM3 semiempirical methods. Remarkable thermodynamic data related to the properties of the molecular association of these compounds were obtained, which will be of great utility for future investigations concerning the interaction of flavonoids with proteins. These results are compared with experimental and classical force field results reported in the available literature, and new evidences and criteria are shown. The hydrophilic amino acids demonstrated high affinity in the interaction with flavonoid molecules; the complexes with lysine are especially extremely stable. An affinity order for the interaction of both flavonoid species with the essential amino acids is suggested. Our theoretical results are compared with experimental evidence on flavonoid interactions with proteins of biomedical interest. © 2005 Wiley Periodicals, Inc. Int J Quantum Chem, 2005