192
Views
13
CrossRef citations to date
0
Altmetric
Original Articles

Comparison of Tetrahymena pyriformis toxicity based on hydrophobicity, polarity, ionization and reactivity of class-based compounds

, , , , , & show all
Pages 537-552 | Received 07 Nov 2011, Accepted 24 Jan 2012, Published online: 30 Mar 2012

References

  • Netzeva , TH , Pavan , M and Worth , AP . 2008 . Review of (quantitative) structure – activity relationships for acute aquatic toxicity . QSAR Comb. Sci. , 27 : 77 – 90 .
  • Devillers , J . 2004 . Linear versus nonlinear QSAR modeling of the toxicity of phenol derivatives to Tetrahymena pyriformis . SAR QSAR Environ. Res. , 5 : 237 – 249 .
  • Cronin , MTD , Aptula , AO , Duffy , JC , Netzeva , TI , Rowe , PH , Valkova , IV and Schultz , TW . 2002 . Comparative assessment of methods to develop QSARs for the prediction of the toxicity of phenols to Tetrahymena pyriformis . Chemosphere , 49 : 1201 – 1221 .
  • Cronin , MTD and Schultz , TW . 1996 . Structure–toxicity relationships for phenols to Tetrahymena pyriformis . Chemosphere , 32 : 1453 – 1468 .
  • Duchowicz , PR , Mercader , AG , Fernández , FM and Castro , EA . 2008 . Prediction of aqueous toxicity for heterogeneous phenol derivatives by QSAR . Chemom. Intel. Lab. Sys. , 90 : 97 – 107 .
  • Cronin , MTD , Gregory , BW and Schultz , TW . 1998 . Quantitative structure-activity analyses of nitrobenzene toxicity to Tetrahymena pyriformis . Chem. Res. Toxicol. , 11 : 902 – 908 .
  • Estrada , E and Uriarte , E . 2001 . Quantitative structure-toxicity relationships using tops-mode. 1. Nitrobenzene toxicity to Tetrahymena Pyriformis . SAR QSAR Environ. Res. , 12 : 309 – 324 .
  • Katritzky , AR , Oliferenko , P , Oliferenko , A , Lomaka , A and Karelson , M . 2003 . Nitrobenzene toxicity: QSAR correlations and mechanistic interpretationsy . J. Phys. Org. Chem. , 16 : 811 – 817 .
  • Schultz , TW . 1997 . Tetratox: Tetrahymena pyriformis population growth impairment endpoint – A surrogate for fish lethality . Toxicol. Meth. , 7 : 289 – 309 .
  • Roy , DR , Parthasarathi , R , Maiti , B , Subramanian , V and Chattaraj , PK . 2005 . Electrophilicity as a possible descriptor for toxicity prediction . Bioorg. Med. Chem. , 13 : 3405 – 3412 .
  • Schultz , TW and Yarbrough , JW . 2004 . Trends in structure toxicity relationships for carbonyl-containing α,β-unsaturated compounds . SAR QSAR Environ. Res. , 15 : 139 – 146 .
  • Schultz , TW , Seward-Nagel , J , Foster , KA and Tucker , VA . 2004 . Population growth impairment of aliphatic alcohols to Tetrahymena . Environ. Toxicol. , 19 : 1 – 10 .
  • Schultz , TW , Kissel , TS and Tichy , M . 1994 . Structure-toxicity relationships for unsaturated alcohols to Tetrahymena pyriformis: 3-alkyn-1-ols and 2-alken-1-ols . Bull. Environ. Contam. Toxicol. , 53 : 179 – 185 .
  • Dimitrov , S , Koleva , Y , Schultz , TW , Walker , JD and Mekenyan , O . 2004 . Interspecies quantitative structure–activity relationship model for aldehydes: Aquatic toxicity . Environ. Toxicol. Chem. , 23 : 463 – 470 .
  • Schultz , TW , Netzeva , TI , Roberts , DW and Cronin , MTD . 2005 . Structure-toxicity relationships for the effects to Tetrahymena pyriformis of aliphatic, carbonyl-containing, α,β-unsaturated chemicals . Chem. Res. Toxicol. , 18 : 330 – 341 .
  • Escher , BI and Schwarzenbach , RP . 2002 . Mechanistic studies on baseline toxicity and uncoupling of organic compounds as a basis for modeling effective membrane concentrations in aquatic organisms . Aquat. Sci. , 64 : 20 – 35 .
  • Schultz , TW and Burgan , JT . 2003 . pH-stress and toxicity of nitrophenols to Tetrahymena pyriformis . Bull. Environ. Contam. Toxicol. , 71 : 1069 – 1076 .
  • Zhao , YH , Ji , GD , Cronin , MTD and Dearden , JC . 1998 . QSAR study of the toxicity of benzoic acids to Vibrio fischeri, Daphnia magna and carp . Sci. Total Environ. , 216 : 205 – 215 .
  • Cronin , MTD , Zhao , YH and Yu , RL . 2000 . pH-dependence and QSAR analysis of the toxicity of phenols and anilines to Daphnia magna . Environ. Toxicol. , 15 : 140 – 148 .
  • Zhao , YH , Yuan , X , Su , LM , Qin , WC and Abraham , MH . 2009 . Classification of toxicity of phenols to Tetrahymena pyriformis and subsequent derivation of QSARs from hydrophobic, ionization and electronic parameters . Chemosphere , 75 : 866 – 871 .
  • Zhao , YH , Zhang , XJ , Wen , Y , Sun , FT , Guo , Z , Qin , WC , Qin , HW , Xu , JL , Sheng , LX and Abraham , MH . 2010 . Toxicity of organic chemicals to Tetrahymena pyriformis: Effect of polarity and ionization on toxicity . Chemosphere , 79 : 72 – 77 .
  • Qin , WC , Su , LM , Zhang , XJ , Qin , HW , Wen , Y , Guo , Z , Sun , FT , Sheng , LX , Zhao , YH and Abraham , MH . 2010 . Toxicity of organic pollutants to seven aquatic organisms: Effect of polarity and ionization . SAR QSAR Environ. Res. , 21 : 389 – 401 .
  • Schultz , TW , Bearden , AP and Jaworska , JS . 1996 . A novel QSAR approach for estimating toxicity of phenols . SAR QSAR Environ. Res. , 5 : 99 – 112 .
  • Cronin , MTD and Schultz , TW . 2001 . Development of quantitative structure – activity relationships for the toxicity of aromatic compounds to Tetrahymena pyriformis: Comparative assessment of the methodologies . Chem. Res. Toxicol. , 14 : 1284 – 1295 .
  • Schultz , TW and Netzeva , TI . 2004 . “ Development and evaluation of QSARs for ecotoxic endpoints: the benzene response-surface model for Tetrahymena toxicity ” . In Modelling Environmental Fate and Toxicity , Edited by: Cronin , MTD and Livingstone , D . 265 – 284 . Boca Raton , FL : CRC Press .
  • González , MP , Díaz , HG , Cabrera , MA and Ruiz , RM . 2004 . A novel approach to predict a toxicological property of aromatic compounds in the Tetrahymena pyriformis . Bioorg. Med. Chem. , 12 : 735 – 744 .
  • Castillo-Garit , JA , Marrero-Ponce , Y , Escobar , J , Torrens , F and Rotondo , R . 2008 . A novel approach to predict aquatic toxicity from molecular structure . Chemosphere , 73 : 415 – 427 .
  • Abraham , MH , Chadha , HS , Whiting , GS and Mitchell , RC . 1994 . Hydrogen bonding. 32. An analysis of water-octanol and water-alkane partitioning and the Δlog P parameter of Seiler . J. Pharm. Sci. , 83 : 1085 – 1100 .
  • Verhaar , HJM , Vanleeuwen , CJ and Hermens , JLM . 1992 . Classifying environmental-pollutants. 1: Structure-activity relationships for prediction of aquatic toxicity . Chemosphere , 25 : 471 – 491 .
  • Cronin , MTD and Dearden , JC . 1995 . QSAR in toxicology. 1. Prediction of aquatic toxicity . Quant. Struct.-Act. Relat. , 14 : 1 – 7 .
  • Dearden , JC , Cronin , MTD , Zhao , YH and Raevsky , OA . 2000 . QSAR studies of compounds acting by polar and non-polar narcosis: An examination of the role of polarisability and hydrogen bonding . Quant. Struct.-Act. Relat. , 19 : 3 – 9 .
  • Ellison , CM , Cronin , MTD , Madden , JC and Schultz , TW . 2008 . Definition of the structural domain of the baseline non-polar narcosis model for Tetrahymena pyriformis . SAR QSAR Environ. Res. , 19 : 751 – 783 .
  • Barron , MG . 1990 . Bioconcentration . Environ. Sci. Technol. , 24 : 1612 – 1618 .
  • Roberts , DW and Costello , JF . 2003 . Mechanisms of action for general and polar narcosis: A difference in dimension . QSAR Comb. Sci. , 22 : 226 – 233 .
  • Hall , LH and Kier , LB . 1986 . Structure-activity relationship studies on the toxicities of benzene derivatives: II. An analysis of benzene substituent effects on toxicity . Environ. Toxicol. Chem. , 5 : 333 – 337 .
  • Schultz , TW , Carlson , RE , Cronin , MTD , Hermens , JLM , Johnson , RP , O’Brien , J , Roberts , DW , Siraki , A , Wallace , KB and Veith , GD . 2006 . A conceptual framework for predicting the toxicity of reactive chemicals: Modeling soft electrophilicity . SAR QSAR Environ. Res. , 17 : 413 – 428 .
  • Enoch , SJ , Cronin , MTD , Schultz , TW and Madden , JC . 2008 . An evaluation of global QSAR models for the prediction of the toxicity of phenols to Tetrahymena pyriformis . Chemosphere , 71 : 1225 – 1232 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.