The significance of pyrogenic polycyclic aromatic hydrocarbons in Borneo peat core for the reconstruction of fire history.

The reconstruction of fire history is essential to understand the palaeoclimate and human history. Polycyclic aromatic hydrocarbons (PAHs) have been extensively used as a fire marker. In this work, the distribution of PAHs in Borneo peat archives was investigated to understand how PAHs reflect the palaeo-fire activity. In total, 52 peat samples were analysed from a Borneo peat core for the PAH analysis. Pyrogenic PAHs consist of 2-7 aromatic rings, some of which have methyl and ethyl groups. The results reveal that the concentration of pyrogenic PAHs fluctuated with the core depth. Compared to low-molecular-weight (LMW) PAHs, the high-molecular-weight (HMW) PAHs had a more similar depth variation to the charcoal abundance. This finding also suggests that the HMW PAHs were mainly formed at a local fire near the study area, while the LMW PAHs could be transported from remote locations.

Classifying polycyclic aromatic hydrocarbons by carcinogenic potency using in vitro biosignatures.

One of the most difficult challenges for risk assessment is evaluation of chemicals that predominately co-occur in mixtures like polycyclic aromatic hydrocarbons (PAHs). We previously developed a classification model in which systems biology data collected from mice short-term after chemical exposure accurately predict tumor outcome. The present study demonstrates translation of this approach into a human in vitro model in which chemical-specific bioactivity profiles from 3D human bronchial epithelial cells (HBEC) classify PAHs by carcinogenic potency. Gene expression profiles were analyzed from HBEC exposed to carcinogenic and non-carcinogenic PAHs and classification accuracies were identified for individual pathway-based gene sets. Posterior probabilities of best performing gene sets were combined via Bayesian integration resulting in a classifier with four gene sets, including aryl hydrocarbon receptor signaling, regulation of epithelial mesenchymal transition, regulation of angiogenesis, and cell cycle G2-M. In addition, transcriptional benchmark dose modeling of benzo[a]pyrene (BAP) showed that the most sensitive gene sets to BAP regulation were largely dissimilar from those that best classified PAH carcinogenicity challenging current assumptions that BAP carcinogenicity (and subsequent mode of action) is reflective of overall PAH carcinogenicity. These results illustrate utility of using systems toxicology approaches to analyze global gene expression towards carcinogenic hazard assessment.

Polycyclic aromatic hydrocarbons (PAHs) present in ambient urban dust drive proinflammatory T cell and dendritic cell responses via the aryl hydrocarbon receptor (AHR) in vitro.

Atmospheric particulate matter (PM) is a complex component of air pollution that is a composed of inorganic and organic constituents. The chemically-extracted organic fraction (OF) of PM excludes inorganics but retains most organic constituents like polycyclic aromatic hydrocarbons (PAHs). PAHs are ubiquitous environmental toxicants and known aryl hydrocarbon receptor (AHR) ligands. The AHR is a ligand activated transcription factor that responds to endogenous ligands and exogenous ligands including PAHs. Activation of the AHR leads to upregulation of cytochrome P450 (CYP) metabolizing enzymes which are important for the biotransformation of toxicants to less toxic, or in the case of PAHs, more toxic intermediates. Additionally, the AHR plays an important role in balancing regulatory and effector T cell responses. This study aimed to determine whether PAHs present in PM aggravate inflammation by driving inflammatory T cell and dendritic cell (DC) responses and their mechanism of action. This study tests the hypothesis that PAHs present in PM activate the AHR and alter the immune balance shifting from regulation to inflammation. To test this, the effects of SRM1649b OF on T cell differentiation and DC function were measured in vitro. SRM1649b OF enhanced Th17 differentiation in an AHR and CYP-dependent manner and increased the percent of IFNγ positive DCs in an AHR-dependent manner. SRM1649b PAH mixtures enhanced Th17 differentiation in an AHR-dependent but CYP-independent manner and increased the percent of IFNγ positive DCs. Cumulatively, these results suggest that PAHs present in PM are active components that contribute to immune responses in both T cells and BMDCs through the AHR and CYP metabolism. Understanding the role of AHR and CYP metabolism of PAHs in immune cells after PM exposure will shed light on new targets that will shift the immune balance from inflammation to regulation.

Enumeration of the constitutional isomers of environmentally relevant substituted polycyclic aromatic compounds.

Polycyclic aromatic compounds (PACs) are a diverse group of environmentally relevant compounds which can be persistent, bioaccumulative and toxic. The cyclic backbone of PACs can be substituted with halogens or hydrocarbon chains. The amount and positions of these substituents influence their toxicity. For many classes of PACs, substitution creates mixtures containing large numbers of isomers. For example, 209 theoretical isomers of chlorinated biphenyls are possible. Many other classes of environmentally relevant PACs exist where the number of theoretical isomers are unknown. Here, a mathematical approach using molecular symmetry and the binomial coefficient is presented that determines the number of theoretical isomers of PACs. The approach was validated on PACs with known isomer numbers and then applied to PACs with unknown isomer numbers. When the approach was applied to alkylated polycyclic aromatic hydrocarbons, the possible theoretical isomers ranged from 2 for C1 naphthalene up to 19 502 for C6 dibenzo(ah)anthracene. Heterocyclic PACs had similar numbers ranging from 4 isomers for C1 dibenzothiophene to 13 938 for C6 dibenzo[a,i]carbazole. The work presented will aide analytical chemists and ecotoxicologists in their efforts to develop methods to measure these compounds, and in attempting to assess the toxicity and environmental fate of individual isomers.

Spatial And Temporal Trends Of Organic Pollutants In Vegetation From Remote And Rural Areas.

Persistent organic pollutants (POPs) and polycyclic aromatic hydrocarbons (PAHs) used in agricultural, industrial, and domestic applications are widely distributed and bioaccumulate in food webs, causing adverse effects to the biosphere. A review of published data for 1977-2015 for a wide range of vegetation around the globe indicates an extensive load of pollutants in vegetation. On a global perspective, the accumulation of POPs and PAHs in vegetation depends on the industrialization history across continents and distance to emission sources, beyond organism type and climatic variables. International regulations initially reduced the concentrations of POPs in vegetation in rural areas, but concentrations of HCB, HCHs, and DDTs at remote sites did not decrease or even increased over time, pointing to a remobilization of POPs from source areas to remote sites. The concentrations of compounds currently in use, PBDEs and PAHs, are still increasing in vegetation. Differential congener specific accumulation is mostly determined by continent-in accordance to the different regulations of HCHs, PCBs and PBDEs in different countries-and by plant type (PAHs). These results support a concerning general accumulation of toxic pollutants in most ecosystems of the globe that for some compounds is still far from being mitigated in the near future.

Mechanism-Based Classification of PAH Mixtures to Predict Carcinogenic Potential.

We have previously shown that relative potency factors and DNA adduct measurements are inadequate for predicting carcinogenicity of certain polycyclic aromatic hydrocarbons (PAHs) and PAH mixtures, particularly those that function through alternate pathways or exhibit greater promotional activity compared to benzo[a]pyrene (BaP). Therefore, we developed a pathway-based approach for classification of tumor outcome after dermal exposure to PAH/mixtures. FVB/N mice were exposed to dibenzo[def,p]chrysene (DBC), BaP, or environmental PAH mixtures (Mix 1-3) following a 2-stage initiation/promotion skin tumor protocol. Resulting tumor incidence could be categorized by carcinogenic potency as DBC >> BaP = Mix2 = Mix3 > Mix1 = Control, based on statistical significance. Gene expression profiles measured in skin of mice collected 12 h post-initiation were compared with tumor outcome for identification of short-term bioactivity profiles. A Bayesian integration model was utilized to identify biological pathways predictive of PAH carcinogenic potential during initiation. Integration of probability matrices from four enriched pathways (P < .05) for DNA damage, apoptosis, response to chemical stimulus, and interferon gamma signaling resulted in the highest classification accuracy with leave-one-out cross validation. This pathway-driven approach was successfully utilized to distinguish early regulatory events during initiation prognostic for tumor outcome and provides proof-of-concept for using short-term initiation studies to classify carcinogenic potential of environmental PAH mixtures. These data further provide a 'source-to-outcome' model that could be used to predict PAH interactions during tumorigenesis and provide an example of how mode-of-action-based risk assessment could be employed for environmental PAH mixtures.

[CONTENT OF POLYCYCLIC AROMATIC HYDROCARBONS IN SOILS OF ANTARCTIC STATIONS REGIONS].

Comparative investigation of the soil contamination by polycyclic aromatic compounds (PAC) has been performed on examples of three polar stations of the Antarctic Peninsula. Data obtained are especially interesting for the Ukrainian Antarctic station "Academician Vernadsky" were no such investigations were performed since the technogenic spill of the hydrocarbons in 1992. Results of investigations permit to establish the values of the total background level of the PAC pollution as the base for the further monitoring of anthropogenic contamination. The data of analysis of soils from the all ecological zones of Point Thomas oasis (Polish Station "Genrik Artstovskiy") show the PAC homogenous background pollution to be similar to identified at the Galindez Island (the region of the station Academician Vernadskiy). Local pollutions are revealed in some areas of the Galindez Island. At the same time results of the investigation of the soils pollution from the various areas of the Fildes Peninsula (the station Bellingshausen.) show the absence of clearly pronounced contrast between the background and "hot points" that is likely related with the even pollution of the Peninsula. There was demonstrated the necessity of the development of regional standards and the establishment of a local background concentrations of PACs within the Antarctic Peninsula. At the same time, significant differences between the contamination of soils taken from the stations"Academician Vernadsky" and "Bellingshausen", apparently are associated with a lesser capacity of soils on the island Galindez that in the commensurable pollution creates greater concentrations in an investigated sample of the soil. There was shown the necessity of the development of the regional standard and the establishment of a local background concentrations of PACs within the Antarctic Peninsula.

[PROBLEMS OF POLLUTION OF FISH PRODUCTION BY POLYCYCLIC AROMATIC HYDROCARBONS].

There are considered the possibilities of the identification of sources of contamination of food products (from the external environment and due to cooking techniques of fish products) by polycyclic aromatic hydrocarbons (PAHs). There was revealed a relatively low informativeness for the identification of sources of PA H infoods products on the basis of the indicating ratios. There was shown the necessity of the adjustment of existing chemical markers. There was substantiated the possibility of the development of the indicating ratios as markers of carcinogenic and mutagenic activity of the PAH in terms of metabolic processes.

[Carcinogenic risk of polycyclic aromatic hydrocarbons: classification and interpretation of the monitoring]. / Rischio cancerogeno degli idrocarburi policiclici aromatici: classificazioni e interpretazioni del monitoraggio.

The polycyclic aromatic hydrocarbons (PAHs) are widespread contaminants characterized by various chemical, physical and toxic properties. The characterization of occupational and environmental exposures and the use of suitable measurements protocols are very significant because their presence in mixtures and environmental persistency. In the past few years, the knowledge concerning carcinogenicity of PAHs have been reviewed, the mechanisms involved are the interaction of PAH's metabolites with DNA and oxidative damages. The main requirement for research concerns lack of knowledge on reference values and occupational exposure's assessment in particular PAHs sampling methods that can lead to combined measurements of vapor and aerosol mixtures. Aims of this study are to describe a possible occupational sources of PAHs providing also an update of mechanism involved in their carcinogenicity and risk calculation as is done in the TEF approach. The classifications provided by International Agencies and Institutions and the limit values adopted have been reviewed and taken into account.

Classification of polycyclic aromatic hydrocarbons based on mutagenicity in lung tissue through DNA microarray.

Polycyclic aromatic hydrocarbons (PAHs) are widespread environmental pollutants produced in the combustion of organic matter. Exposure to PAHs raises the risk of lung cancer and inflammatory and allergic disorders such as asthma. DNA microarray technologies have been applied to research on toxicogenomics in the recent years. To evaluate the mutagenicity of PAHs and constituents of environmental pollutants in lung tissue, including metabolic activation, human alveolar epithelial type II cells (A549) were treated with nonmutagenic PAH pyrene and with the mutagenic PAHs benzo-[a]-pyrene, 1-nitropyrene, or 1,8-dinitropyrene. Comparison of genome-wide microarray expression profiles between a nonmutagenic and a mutagenic PAH-treated group revealed that xenobiotic response genes such as CYP1B1 were commonly upregulated in two groups and that DNA damage induced genes, especially p53-downstream genes such as p21 (CDKN1A) were upregulated only in the mutagenic PAH-treated group. Pretreatment with cytochrome P450 inhibitor α-naphthoflavone or p53 inhibitor pifithrin-α inhibited the benzo-[a]-pyrene-induced p21 expression. These data suggest that when PAHs enter the cells, lung epithelium induces PAH metabolic activating enzymes, and then the DNA damages-recognition signal is converged with p53 downstream genes. This metabolic activation and DNA damage is induced in lung epithelium, and the mutagenicity of PAHs can be classified by DNA microarray expression profiles.

[Characterization and potential risks of polycyclic aromatic hydrocarbons in green space soils of educational areas in Beijing].

Pollution of green space by polycyclic aromatic hydrocarbons (PAHs) in education area may pose a potential impact on the faculty, students, and staffs. To study the characterization, influencing factors, sources and risks of soil PAHs in Beijing educational areas, the concentrations of 16 priority PAH identified by United States Environmental Protection Agency (USEPA) in green spaces of 20 schools and academies were determined. The total PAHs concentration ranged from 194 microg x kg(-1) to 6 988 microg x kg(-1), with a mean of 1 637 microg x kg(-1). Middle and high molecular weight PAHs (4-6 rings) accounted for 85% of the total PAHs concentration. Coal combustion for winter heating and food supply were the main sources of PAHs in Beijing educational areas. Based on the Cluster analysis, the transportation and accumulation of NAP were distinguished from other 15 PAH congeners. No significant correlation between PAHs and soil organic matter (SOM) was found except for NAP, suggesting that most of the PAH congeners were derived from direct deposition of urban sources. The integrated lifetime cancer risks (ILCRs) associated with exposure to soil PAHs in Beijing educational areas were acceptable, but the indirect effects should not be ignored.

Glutathione transferase pi class 2 (GSTp2) protects against the cardiac deformities caused by exposure to PAHs but not PCB-126 in zebrafish embryos.

Glutathione transferases (GSTs) are phase II enzymes that detoxify a wide range of toxicants and reactive intermediates. One such class of toxicants is the ubiquitous polycyclic aromatic hydrocarbons (PAHs). Certain PAHs are known to cause developmental cardiac toxicity in fish. Herein, we explored the role of GST pi class 2 (GSTp2) in PAH- and PCB-induced cardiac toxicity in zebrafish (Danio rerio) embryos. We measured expression of GSTp2 in embryos exposed to individual and co-exposures of the PAHs benzo[k]fluoranthene (BkF), benzo[a]pyrene (BaP), and fluoranthene (FL) as well as 3,3',4,4',5-pentachlorobiphenyl (PCB-126). GSTp2 mRNA expression was induced by exposure to BkF, BaP, PCB-126, and BaP+FL and BkF+FL co-exposure. A splice junction morpholino was then used to knockdown GSTp2 in developing zebrafish. GSTp2 knockdown exacerbated the toxicity caused by co-exposures to BkF+FL and BaP+FL. However, GSTp2 knockdown did not affect PCB-126 toxicity. These results further suggest that pi class GSTs serve a protective function against the synergistic toxicity caused by PAHs in developing zebrafish.

High performance liquid chromatography-tandem mass spectrometry for rapid and sensitive analysis of six polycyclic aromatic hydrocarbons in wastewater.

A sensitive and fast method was developed to quantitatively analyse the six polycyclic aromatic hydrocarbons (fluoranthene (FLT), benzo[b]fluoranthene (BbF), benzo[k]fluoranthene (BkF), benzo[a] pyrene (Bap), benzo[ghi]perylene (BghiP) and indeno[1,2,3-cd]pyrene (INPY)) by high performance liquid chromatography (UPLC) coupling with tandem mass spectrometry (MS/MS). Chromatographic separation was performed on a Waters Acquity UPLC BEHC18 column (1.7 microm, 2.1 mm x 50 mm). A 0.2 microm precolumn filter was used to protect the analytical column. Mobile phase Awas acetonitrile containing 0.5% toluene. Mobile phase B was water. Linearity of detection was in the range of 1-100 microg L(-1); LOD of 5 PAHs were lower than 0.1 microg L(-1); LOQ were 0.2 microg L(-1) except for benzo[k]fluoranthene. The LOD and the LOQ of benzo[k]fluoranthene were respectively 0.1 microg L(-1) and 0.8 microg L(-1). Wastewater samples collected from two wastewater treatment plants were determined using this method respectively. Recovery of all compounds varied from 67.8 +/- 10.6% to 113.2 +/- 7.2%. In comparison with the existing methods, this rapid method saves time and solvent and improves instrument sample throughput by 2-5 fold.

Modeling spatial patterns of traffic-related air pollutants in complex urban terrain.

BACKGROUND: The relationship between traffic emissions and mobile-source air pollutant concentrations is highly variable over space and time and therefore difficult to model accurately, especially in urban settings with complex terrain. Regression-based approaches using continuous real-time mobile measurements may be able to characterize spatiotemporal variability in traffic-related pollutant concentrations but require methods to incorporate temporally varying meteorology and source strength in a physically interpretable fashion. OBJECTIVE: We developed a statistical model to assess the joint impact of both meteorology and traffic on measured concentrations of mobile-source air pollutants over space and time. METHODS: In this study, traffic-related air pollutants were continuously measured in the Williamsburg neighborhood of Brooklyn, New York (USA), which is affected by traffic on a large bridge and major highway. One-minute average concentrations of ultrafine particulate matter (UFP), fine particulate matter [≤ 2.5 µm in aerodynamic diameter (PM2.5)], and particle-bound polycyclic aromatic hydrocarbons were measured using a mobile-monitoring protocol. Regression modeling approaches to quantify the influence of meteorology, traffic volume, and proximity to major roadways on pollutant concentrations were used. These models incorporated techniques to capture spatial variability, long- and short-term temporal trends, and multiple sources. RESULTS: We observed spatial heterogeneity of both UFP and PM2.5 concentrations. A variety of statistical methods consistently found a 15-20% decrease in UFP concentrations within the first 100 m from each of the two major roadways. For PM2.5, temporal variability dominated spatial variability, but we observed a consistent linear decrease in concentrations from the roadways. CONCLUSIONS: The combination of mobile monitoring and regression analysis was able to quantify local source contributions relative to background while accounting for physically interpretable parameters. Our results provide insight into urban exposure gradients.

Organic compound characterization and source apportionment of indoor and outdoor quasi-ultrafine particulate matter in retirement homes of the Los Angeles Basin.

UNLABELLED: Quasi-ultrafine (quasi-UF) particulate matter (PM(0.25)) and its components were measured in indoor and outdoor environments at four retirement communities in Los Angeles Basin, California, as part of the Cardiovascular Health and Air Pollution Study (CHAPS). The present paper focuses on the characterization of the sources, organic constituents and indoor and outdoor relationships of quasi-UF PM. The average indoor/outdoor ratios of most of the measured polycyclic aromatic hydrocarbons (PAHs), hopanes, and steranes were close to or slightly lower than 1, and the corresponding indoor-outdoor correlation coefficients (R) were always positive and, for the most part, moderately strong (median R was 0.60 for PAHs and 0.74 for hopanes and steranes). This may reflect the possible impact of outdoor sources on indoor PAHs, hopanes, and steranes. Conversely, indoor n-alkanes and n-alkanoic acids were likely to be influenced by indoor sources. A chemical mass balance model was applied to both indoor and outdoor speciated chemical measurements of quasi-UF PM. Among all apportioned sources of both indoor and outdoor particles, vehicular emissions was the one contributing the most to the PM(0.25) mass concentration measured at all sites (24-47% on average). PRACTICAL IMPLICATIONS: Although people (particularly the elderly retirees of our study) generally spend most of their time indoors, a major portion of the PM(0.25) particles they are exposed to comes from outdoor mobile sources. This is important because, an earlier investigation, also conducted within the Cardiovascular Health and Air Pollution Study (CHAPS), showed that indoor-infiltrated particles from mobile sources are more strongly correlated with adverse health effects observed in the elderly subjects living in the studied retirement communities compared with other particles found indoors (Delfino et al., 2008).

Towards a comprehensive electronic database of polycyclic aromatic hydrocarbons and its application in constraining the identities of possible carriers of the diffuse interstellar bands.

A theoretical approach is developed to pre-select individual polycyclic aromatic hydrocarbons (PAHs) as possible carriers of the diffuse interstellar bands (DIBs). In this approach, a computer program is used to enumerate all PAH molecules with up to a specific number of fused benzene rings. Fast quantum chemical calculations are then employed to calculate the electronic transition energies, oscillator strengths, and rotational constants of these molecules. An electronic database of all PAHs with up to any specific number of benzene rings can be constructed this way. Comparison of the electronic transition energies, oscillator strengths, and rotational band contours of all PAHs in the database with astronomical spectra allows one to constrain the identities of individual PAHs as possible carriers of some of the intense narrow DIBs. Using the current database containing up to 10 benzene rings we have pre-selected 8 closed-shell PAHs as possible carriers of the famous lambda6614 DIB.

Practical aspects of chemometrics for oil spill fingerprinting.

Tiered approaches for oil spill fingerprinting have evolved rapidly since the 1990s. Chemometrics provides a large number of tools for pattern recognition, calibration and classification that can increase the speed and the objectivity of the analysis and allow for more extensive use of the available data in this field. However, although the chemometric literature is extensive, it does not focus on practical issues that are relevant to oil spill fingerprinting. The aim of this review is to provide a framework for the use of chemometric approaches in tiered oil spill fingerprinting and to provide clear-cut practical details and experiences that can be used by the forensic chemist. The framework is based on methods for initial screening, which include classification of samples into oil type, detection of non matches and of weathering state, and detailed oil spill fingerprinting, in which a more rigorous matching of an oil spill sample to suspected source oils is obtained. This review is intended as a tutorial, and is based on two examples of initial screening using respectively gas chromatography with flame ionization detection and fluorescence spectroscopy; and two of detailed oil spill fingerprinting where gas chromatography-mass spectrometry data are analyzed according to two approaches: The first relying on sections of processed chromatograms and the second on diagnostic ratios.

Aryl hydrocarbon receptor-mediated effects of chlorinated polycyclic aromatic hydrocarbons.

Chlorinated polycyclic aromatic hydrocarbons (ClPAHs) with 3-5 rings are ubiquitous environmental contaminants. However, toxicities of ClPAHs remain unclear. In this study, aryl hydrocarbon receptor (AhR)-mediated activities of ClPAHs were investigated by using a yeast assay system. All environmentally relevant 18 ClPAHs showed the AhR activities in the test; the activities were elevated with the number of chlorine atoms on the lower molecular weight PAH ( approximately three-ring and fluoranthene derivatives) but not for higher molecular weight ClPAHs (>four-ring). The similar trends were also observed in certain ClPAHs-induced cytochrome P450 1A1 expression in MCF-7 cells. The structure-activity relationship between the AhR activity and the corresponding solvent accessible surface area of ClPAHs revealed a parabolic relationship, with approximately 350 A (2)/molecule as the optimal dimensions as the ligand for binding to AhR. These findings indicate that the spatial dimensions of ClPAHs apparently influence their ability to activate the AhR. Finally, we discussed the toxicity of exposure to ClPAHs based on the AhR activities, estimated that it would be approximately 30-50 times higher than that of dioxins.

Air pollutants and the characterization of the organic content of aerosol particles in a mixed industrial/semi-rural area in central Italy.

Both regulated and unregulated air pollutants were detected during an intensive seasonal sampling campaign in a mixed industrial/semi-rural area on the outskirts of Rome, Italy, at two sites located opposite a hospital waste incinerator, downwind according to the direction of the prevailing local winds. Concentrations of pollutants were significantly lower than in urban atmospheres. The composition of particulate organic material indicated a heavy biogenic impact, accompanied by a lower contribution from petroleum-related processes. Both PAH and nitro-PAH group compositions of particulates were used to assess the nature and relative importance of sources. Both sites showed that different and diffuse sources contributed to local pollution with a significant contribution from traffic, proving that the hospital waste incinerator was not the main pollution source in this area. Among unregulated compounds, a series of positional isomers of nitro-PAHs and other organic compounds associated with particulate matter were investigated. In particular, 1- and 3-nitrophenanthrene identification was carried out, and they proved to be the most abundant nitro-PAHs.

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.