Quantitative structure-activity relationship modeling of polycyclic aromatic hydrocarbon mutagenicity by classification methods based on holistic theoretical molecular descriptors.
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.
Gramatica
Paola
P
QSAR and Environmental Chemistry Research Unit, Department of Structural and Functional Biology, University of Insubria, 21100 Varese, Italy. paola.gramatica@uninsubria.it
Papa
Ester
E
Marrocchi
Assunta
A
Minuti
Lucio
L
Taticchi
Aldo
A
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
D004785:Environmental Pollutants; D009153:Mutagens; D011084:Polycyclic Aromatic Hydrocarbons