A topological sub-structural approach of the mutagenic activity in dental monomers. 1. Aromatic epoxides

Abstract The topological sub-structural molecular design (TOPS-MODE) approach has been introduced for the study of mutagenic properties. The mutagenicity of 16 dental monomers was studied with this approach, obtaining a good quantitative structure–toxicity model. For comparison, four different weights were involved in the diagonal entries of the bond matrix for selecting the best TOPS-MODE model. TOPS-MODE was used to derive the contribution of different fragments to the toxicity of studied compounds.

[1]  Ernesto Estrada,et al.  Spectral Moments of the Edge-Adjacency Matrix of Molecular Graphs, 2. Molecules Containing Heteroatoms and QSAR Applications , 1997, J. Chem. Inf. Comput. Sci..

[2]  Ernesto Estrada,et al.  Modelling the diamagnetic susceptibility of organic compounds by a sub-structural graph-theoretical approach , 1998 .

[3]  K Tuppurainen,et al.  Frontier orbital energies, hydrophobicity and steric factors as physical QSAR descriptors of molecular mutagenicity. A review with a case study: MX compounds. , 1999, Chemosphere.

[4]  A. Balaban,et al.  Topological Indices and Related Descriptors in QSAR and QSPR , 2003 .

[5]  Han van de Waterbeemd,et al.  Chemometric methods in molecular design , 1995 .

[6]  H. W. Titus,et al.  Radiopacity of tantalum oxide nanoparticle filled resins. , 1999, Dental materials : official publication of the Academy of Dental Materials.

[7]  Maykel Pérez González,et al.  TOPS-MODE Based QSARs Derived from Heterogeneous Series of Compounds. Applications to the Design of New Herbicides , 2003, J. Chem. Inf. Comput. Sci..

[8]  R. Lipnick.  Outliers: their origin and use in the classification of molecular mechanisms of toxicity. , 1991, The Science of the total environment.

[9]  Jason A. Morrill,et al.  Quantum mechanical quantitative structure activity relationships to avoid mutagenicity in dental monomers , 2001, Journal of biomaterials science. Polymer edition.

[10]  E Uriarte,et al.  Quantitative Structure–Toxicity Relationships Using Tops-Mode. 1. Nitrobenzene Toxicity to Tetrahymena Pyriformis , 2001, SAR and QSAR in environmental research.

[11]  M T D Cronin,et al.  Quantitative structure-permeability relationships (QSPRs) for percutaneous absorption. , 2002, Toxicology in vitro : an international journal published in association with BIBRA.

[12]  J. Devillers,et al.  Practical applications of quantitative structure-activity relationships (QSAR) in environmental chemistry and toxicology , 1990 .

[13]  E Estrada.  On the Topological Sub-Structural Molecular Design (TOSS-MODE) in QSPR/QSAR and Drug Design Research , 2000, SAR and QSAR in environmental research.

[14]  Ernesto Estrada,et al.  Spectral Moments of the Edge Adjacency Matrix in Molecular Graphs. 3. Molecules Containing Cycles , 1998, J. Chem. Inf. Comput. Sci..

[15]  Humberto González Díaz,et al.  Markovian chemicals "in silico" design (MARCH-INSIDE), a promising approach for computer aided molecular design II: experimental and theoretical assessment of a novel method for virtual screening of fasciolicides , 2002, Journal of molecular modeling.

[16]  Maykel Pérez González,et al.  A novel approach to predict a toxicological property of aromatic compounds in the Tetrahymena pyriformis. , 2004, Bioorganic & medicinal chemistry.

[17]  Ernesto Estrada,et al.  Spectral Moments of the Edge Adjacency Matrix in Molecular Graphs, 1. Definition and Applications to the Prediction of Physical Properties of Alkanes , 1996, J. Chem. Inf. Comput. Sci..

[18]  Ramón García-Domenech,et al.  Antimicrobial Activity Characterization in a Heterogeneous Group of Compounds , 1998, J. Chem. Inf. Comput. Sci..

[19]  E Estrada,et al.  In silico studies for the rational discovery of anticonvulsant compounds. , 2000, Bioorganic & medicinal chemistry.

[20]  A. Balaban,et al.  Vertex- and Edge-Weighted Molecular Graphs and Derived Structural Descriptors , 2000 .

[21]  Maykel Pérez González,et al.  TOPS-MODE approach to predict mutagenicity in dental monomers , 2004 .

[22]  B. Ames,et al.  Revised methods for the Salmonella mutagenicity test. , 1983, Mutation research.

[23]  Douglas M. Hawkins,et al.  The Problem of Overfitting , 2004, J. Chem. Inf. Model..

[24]  Roberto Todeschini,et al.  Handbook of Molecular Descriptors , 2002 .

[25]  Charles W. Bock,et al.  Mutagenicity of aminoazobenzene dyes and related structures: a QSAR/QPAR investigation , 2002 .