title: Quantitative structure-activity relationship modeling of polycyclic aromatic hydrocarbon mutagenicity by classification methods based on holistic theoretical molecular descriptors.
abstract: Various polycyclic aromatic hydrocarbons (PAHs), ubiquitous environmental pollutants, are recognized mutagens and carcinogens. A homogeneous set of mutagenicity data (TA98 and TA100,+S9) for 32 benzocyclopentaphenanthrenes/chrysenes was modeled by the quantitative structure-activity relationship classification methods k-nearest neighbor and classification and regression tree, using theoretical holistic molecular descriptors. Genetic algorithm provided the selection of the best subset of variables for modeling mutagenicity. The models were validated by leave-one-out and leave-50%-out approaches and have good performance, with sensitivity and specificity ranges of 90-100%. Mutagenicity assessment for these PAHs requires only a few theoretical descriptors of their molecular structure.
authors.affiliation: QSAR and Environmental Chemistry Research Unit, Department of Structural and Functional Biology, University of Insubria, 21100 Varese, Italy. paola.gramatica@uninsubria.it
authors.forename: Paola
authors.initials: P
authors.lastname: Gramatica
authors.forename: Ester
authors.initials: E
authors.lastname: Papa
authors.forename: Assunta
authors.initials: A
authors.lastname: Marrocchi
authors.forename: Lucio
authors.initials: L
authors.lastname: Minuti
authors.forename: Aldo
authors.initials: A
authors.lastname: Taticchi
mesh_terms: D004785:Environmental Pollutants / Q000145:classification / Q000633:toxicity*; D008954:Models, Biological; D015394:Molecular Structure; D009153:Mutagens / Q000145:classification / Q000633:toxicity*; D011084:Polycyclic Aromatic Hydrocarbons / Q000145:classification / Q000633:toxicity*; D021281:Quantitative Structure-Activity Relationship; D012486:Salmonella typhimurium / Q000187:drug effects* / Q000235:genetics
chemical_list: D004785:Environmental Pollutants; D009153:Mutagens; D011084:Polycyclic Aromatic Hydrocarbons