INFIQC   05475
INSTITUTO DE INVESTIGACIONES EN FISICO- QUIMICA DE CORDOBA
Unidad Ejecutora - UE
artículos
Título:
In Silico study of carcinogenic ortho-quinone metabolites derived from polycyclic aromatic hydrocarbons (PAHs)
Autor/es:
BOROSKY, GABRIELA L.; LAALI, KENNETH K.
Revista:
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY
Editorial:
JOHN WILEY & SONS LTD
Referencias:
Año: 2012 p. 720 - 728
ISSN:
0894-3230
Resumen:
A computational density functional theory study on the structural and electronic properties of several polycyclic aromatic hydrocarbon (PAH) ortho-quinones was performed and the possible mechanism of DNA-adduct formation was analyzed to evaluate its thermodynamic viability. Molecular docking techniques were applied to examine the noncovalent interactions developed when a model PAH ortho-quinone intercalates between the DNA double helix. was analyzed to evaluate its thermodynamic viability. Molecular docking techniques were applied to examine the noncovalent interactions developed when a model PAH ortho-quinone intercalates between the DNA double helix. ortho-quinones was performed and the possible mechanism of DNA-adduct formation was analyzed to evaluate its thermodynamic viability. Molecular docking techniques were applied to examine the noncovalent interactions developed when a model PAH ortho-quinone intercalates between the DNA double helix.ortho-quinone intercalates between the DNA double helix. Quantum-chemical ONIOM (our Own N-layer Integrated molecular Orbital molecular Mechanics) calculations within the structure of a DNA fragment were carried out to evaluate the significant steps of noncovalent complex and covalent adduct formation. The solvent effect was also considered by employing a continuum solvation model. The present calculations suggest that initial noncovalent interactions of the PAH o-quinone within the DNA double helix could determine the feasibility of benzo[a]pyrene-7,8-dione-DNA covalent adduct formation, and that dispersion-corrected functionals are more suitable for locating the noncovalent complex. functionals are more suitable for locating the noncovalent complex. determine the feasibility of benzo[a]pyrene-7,8-dione-DNA covalent adduct formation, and that dispersion-corrected functionals are more suitable for locating the noncovalent complex. functionals are more suitable for locating the noncovalent complex. adduct formation. The solvent effect was also considered by employing a continuum solvation model. The present calculations suggest that initial noncovalent interactions of the PAH o-quinone within the DNA double helix could determine the feasibility of benzo[a]pyrene-7,8-dione-DNA covalent adduct formation, and that dispersion-corrected functionals are more suitable for locating the noncovalent complex. functionals are more suitable for locating the noncovalent complex. determine the feasibility of benzo[a]pyrene-7,8-dione-DNA covalent adduct formation, and that dispersion-corrected functionals are more suitable for locating the noncovalent complex. functionals are more suitable for locating the noncovalent complex. the structure of a DNA fragment were carried out to evaluate the significant steps of noncovalent complex and covalent adduct formation. The solvent effect was also considered by employing a continuum solvation model. The present calculations suggest that initial noncovalent interactions of the PAH o-quinone within the DNA double helix could determine the feasibility of benzo[a]pyrene-7,8-dione-DNA covalent adduct formation, and that dispersion-corrected functionals are more suitable for locating the noncovalent complex. functionals are more suitable for locating the noncovalent complex. determine the feasibility of benzo[a]pyrene-7,8-dione-DNA covalent adduct formation, and that dispersion-corrected functionals are more suitable for locating the noncovalent complex. functionals are more suitable for locating the noncovalent complex. adduct formation. The solvent effect was also considered by employing a continuum solvation model. The present calculations suggest that initial noncovalent interactions of the PAH o-quinone within the DNA double helix could determine the feasibility of benzo[a]pyrene-7,8-dione-DNA covalent adduct formation, and that dispersion-corrected functionals are more suitable for locating the noncovalent complex. functionals are more suitable for locating the noncovalent complex. determine the feasibility of benzo[a]pyrene-7,8-dione-DNA covalent adduct formation, and that dispersion-corrected functionals are more suitable for locating the noncovalent complex. functionals are more suitable for locating the noncovalent complex. the structure of a DNA fragment were carried out to evaluate the significant steps of noncovalent complex and covalent adduct formation. The solvent effect was also considered by employing a continuum solvation model. The present calculations suggest that initial noncovalent interactions of the PAH o-quinone within the DNA double helix could determine the feasibility of benzo[a]pyrene-7,8-dione-DNA covalent adduct formation, and that dispersion-corrected functionals are more suitable for locating the noncovalent complex. functionals are more suitable for locating the noncovalent complex. determine the feasibility of benzo[a]pyrene-7,8-dione-DNA covalent adduct formation, and that dispersion-corrected functionals are more suitable for locating the noncovalent complex. functionals are more suitable for locating the noncovalent complex. adduct formation. The solvent effect was also considered by employing a continuum solvation model. The present calculations suggest that initial noncovalent interactions of the PAH o-quinone within the DNA double helix could determine the feasibility of benzo[a]pyrene-7,8-dione-DNA covalent adduct formation, and that dispersion-corrected functionals are more suitable for locating the noncovalent complex. functionals are more suitable for locating the noncovalent complex. determine the feasibility of benzo[a]pyrene-7,8-dione-DNA covalent adduct formation, and that dispersion-corrected functionals are more suitable for locating the noncovalent complex. functionals are more suitable for locating the noncovalent complex. adduct formation. The solvent effect was also considered by employing a continuum solvation model. The present calculations suggest that initial noncovalent interactions of the PAH o-quinone within the DNA double helix could determine the feasibility of benzo[a]pyrene-7,8-dione-DNA covalent adduct formation, and that dispersion-corrected functionals are more suitable for locating the noncovalent complex. functionals are more suitable for locating the noncovalent complex. determine the feasibility of benzo[a]pyrene-7,8-dione-DNA covalent adduct formation, and that dispersion-corrected functionals are more suitable for locating the noncovalent complex. functionals are more suitable for locating the noncovalent complex. determine the feasibility of benzo[a]pyrene-7,8-dione-DNA covalent adduct formation, and that dispersion-corrected functionals are more suitable for locating the noncovalent complex. functionals are more suitable for locating the noncovalent complex. functionals are more suitable for locating the noncovalent complex.