Document Detail


Predicted toxicity of naphthenic acids present in oil sands process-affected waters to a range of environmental and human endpoints.
MedLine Citation:
PMID:  22464029     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Naphthenic acids (NAs) are considered to be a major toxic component of oil sands process-affected waters (OSPW) and are also widely used for industrial processes. The effects of previously identified NAs (54 in total), together with six alkylphenols, were modelled for a range of environmental and human toxicity related endpoints using ADMET predictor™ software. In addition to the models, experimental CALUX® assays were performed on seven tricyclic diamondoid acids. Most of the NAs modelled were predicted to have lethal median concentrations (LC(50)) >100 μM for the three aquatic species modelled. Polycyclic acids containing a single aromatic ring were predicted to be the most toxic to fathead minnows with LC(50)s typically ca 1 μM. Some of these compounds were also predicted to be the most carcinogenic (based on rat and mouse models), possess human estrogenic and androgenic activity and potentially disrupt reproductive processes. Some aliphatic pentacyclic acids also were predicted to exhibit androgenic activity and, uniquely amongst the compounds tested, act as substrates for the cytochrome P450 enzyme CYP3A4. Consistent with the models' predictions for the tricyclic acids, no estrogenic or androgenic activity was detected by ER/AR CALUX®. Further experimental validation of the predictions should now be performed for the compounds highlighted by the models (e.g. priority should perhaps be focused on the polycyclic monoaromatic acids and the aliphatic pentacyclic acids). If shown to be accurate, these compounds can then be targeted for toxicity reduction remediation efforts.
Authors:
Alan G Scarlett; Charles E West; David Jones; Tamara S Galloway; Steven J Rowland
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2012-03-29
Journal Detail:
Title:  The Science of the total environment     Volume:  425     ISSN:  1879-1026     ISO Abbreviation:  Sci. Total Environ.     Publication Date:  2012 May 
Date Detail:
Created Date:  2012-04-23     Completed Date:  2012-10-30     Revised Date:  2014-02-20    
Medline Journal Info:
Nlm Unique ID:  0330500     Medline TA:  Sci Total Environ     Country:  Netherlands    
Other Details:
Languages:  eng     Pagination:  119-27     Citation Subset:  IM    
Copyright Information:
Copyright © 2012 Elsevier B.V. All rights reserved.
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MeSH Terms
Descriptor/Qualifier:
Animals
Carboxylic Acids / toxicity*
Carcinogens / toxicity
Cyprinidae
Cytochrome P-450 CYP3A / metabolism
Cytochrome P-450 Enzyme System / metabolism
Endocrine Disruptors / chemistry,  toxicity
Extraction and Processing Industry
Humans
Lethal Dose 50
Liver / drug effects
Mice
Petroleum
Rats
Structure-Activity Relationship
Toxicity Tests
Water Pollutants, Chemical / chemistry,  toxicity*
Grant Support
ID/Acronym/Agency:
228149//European Research Council
Chemical
Reg. No./Substance:
0/Carboxylic Acids; 0/Carcinogens; 0/Endocrine Disruptors; 0/Petroleum; 0/Water Pollutants, Chemical; 1338-24-5/naphthenic acid; 9035-51-2/Cytochrome P-450 Enzyme System; EC 1.14.14.1/Cytochrome P-450 CYP3A

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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