Qsar Models for Predicting the Acute Toxicity of Selected Organic Chemicals with Diverse Structures to Aquatic Non-Vertebrates and Humans

References

• Turner , L. , Choplin , F. , Dugard , P. , Hermens , J. , Jaeck , R. , Marsmann , M. and Roberts , D. 1987 . Structure-activity relationships in toxicology and ecotoxicology: an assessment . Toxicol. In Vitro , 1 : 143 – 171 .
   PubMed Web of Science ®Google Scholar
• Benigni , R. , Andreoli , C. and Giuliani , A. 1989 . Interrelationships among carcinogenicity, mutagenicity, acute toxicity, and chemical structure in a genotoxicity data base . J. Toxicol. Environ. Health , 27 : 1 – 20 .
   PubMed Web of Science ®Google Scholar
• Enslein , K. and Borgstedt , H. H. 1989 . A QSAR model for the estimation of carcinogenicity: example application to an azo dye . Toxicol. Lett. , 49 : 107 – 121 .
   PubMed Web of Science ®Google Scholar
• Philipps , J. C. , Gibson , W. B. , Yam , J. , Andrew , C. L. and Hard , G. C. 1990 . Survey of the QSAR and in vitro approaches for developing non-animal methods to superseded the in vivo LD50 test . Food Chem. Toxicol. , 28 : 375 – 394 .
   PubMed Web of Science ®Google Scholar
• Eriksson , L. , Jonsson , J. , Hellberg , S. , Lindgren , F. , Skagerberg , B. , Sjöström , M. , Wold , S. and Berglind , R. 1990 . A strategy for ranking environmentally occurring chemicals. Part III. Multivariate quantitative structure-activity relationships for halogenated aliphatics . Environ. Toxicol. Chem. , 9 : 1339 – 1351 .
   Web of Science ®Google Scholar
• Tosato , M. L. , Marchini , S. , Passerini , L. , Pino , A. , Eriksson , L. , Lindgren , F. , Hellberg , S. , Jonsson , J. , Sjöström , M. , Skagerberg , B. and Wold , S. 1990 . QSARs based on statistical design and their use for identifying chemicals for further biological testing . Environ. Toxicol. Chem. , 9 : 265 – 277 .
   Web of Science ®Google Scholar
• Lindgren , F. , Eriksson , L. , Hellberg , S. , Jonsson , J. , Sjöström , M. and Wold , S. 1991 . A strategy for ranking environmentally occurring chemicals. Part IV: Development of chemical model systems for characterization of halogenated aliphatic hydrocarbons . Quant. Struct.-Act. Relat. , 10 : 36 – 42 .
   Google Scholar
• Veith , G. D. , De Foe , D. and Knuth , M. 1984–85 . Structure-activity relationships for screening organic chemicals for potential ecotoxicity effects . Drug Metab. Rev. , 15 : 1295 – 1303 .
   PubMed Web of Science ®Google Scholar
• Hermens , J. L. , Könemann , H. , Leeuwaugh , P. and Musch , A. 1985 . Quantitative structure-activity relationships in aquatic toxicity studies of chemicals and complex mixtures of chemicals . Environ. Toxicol. Chem. , 4 : 273 – 279 .
   Web of Science ®Google Scholar
• Yoshioka , Y. , Ose , Y. and Sato , T. 1986 . Correlation of the five test methods to assess chemical toxicity and relation to physical properties . Environ. Toxicol. Chem. , 12 : 15 – 21 .
   Google Scholar
• Eriksson , L. , Jonsson , J. , Sjöström , M. and Wold , S. 1989 . A strategy for ranking environmentally occurring chemicals. Part II. An illustration with two data sets of chlorinated aliphatics and aliphatic alcohols . Chemom. Intell. Lab. Syst. , 7 : 131 – 141 .
   Web of Science ®Google Scholar
• Hermens , J. L. 1990 . Electrophiles and acute toxicity to fish . Environ. Health Persp. , 87 : 219 – 225 .
   PubMed Web of Science ®Google Scholar
• Liu , Q. , Hirono , S. , Matsushita , Y. and Moriguchi , I. 1992 . QSARs based on fuzzy adaptive least-squares analysis for the aquatic toxicity of organic chemicals . Environ. Toxicol. Chem. , 11 : 953 – 959 .
   Web of Science ®Google Scholar
• Lipnick , R. L. 1985 . A perspective on quantitative structure-activity relationships in ecotoxicology . Environ. Toxicol. Chem. , 4 : 255 – 257 .
   Web of Science ®Google Scholar
• Rowan , A. N. and Goldberg , A. M. 1985 . Perspectives on alternatives to current animal testing techniques in preclinical toxicology . Ann. Rev. Pharmacol. Toxicol. , 25 : 225 – 247 .
   PubMed Web of Science ®Google Scholar
• Miller , D. D. 1990 . “ Structure-activity relationship and drug design, Chapter 25 ” . In Remington's Pharmaceutical Sciences, , 18th ed. , Edited by: Gennaro , A. R. 422 – 432 . Pennsylvania : Mack Publishing Co. .
   Google Scholar
• Frank , I. E. and Lanteri , S. 1988 . ACE: a non-linear regression model . Chemom. Intell. Lab. Syst. , 3 : 301 – 313 .
   Web of Science ®Google Scholar
• Clare , B. W. 1993 . Structure-activity correlations for psychomimetics 2. Phenylalkylamines: a treatment of non-linearity using the alternating conditional expectations technique . Chemom. Intell. Lab. Syst. , 18 : 71 – 92 .
   Web of Science ®Google Scholar
• Andrea , T. A. and Kalayeh , H. 1991 . Application of neural networks in quantitative structure-activity relationships of dihydrofolate reductase inhibitors . J. Med. Chem. , 34 : 2824 – 2836 .
   PubMed Web of Science ®Google Scholar
• Aoyama , T. , Suzuki , Y. and Ichikawa , H. 1990 . Neural networks applied to quantitative structure-activity relationship analysis . J. Med. Chem. , 33 : 2583 – 2590 .
   PubMed Web of Science ®Google Scholar
• So , S. S. and Richards , W. G. 1992 . Applications of neural networks: quantitative structure-activity relationships of the derivatives of 2,4-diamino-5-(substituted-benzyl)pyrimidines as DHFR inhibitors . J. Med. Chem. , 35 : 3201 – 3207 .
   PubMed Web of Science ®Google Scholar
• Bondesson , I. , Ekwall , B. , Hellberg , S. , Romert , L. , Stenberg , K. and Walum , E. 1989 . MEIC—A new international multicentre project to evaluate the relevance to human toxicity of in vitro cytotoxicity tests . Cell Biol. Toxicol. , 5 : 331 – 347 .
   PubMed Web of Science ®Google Scholar
• Calleja , M. C. , Persoone , G. and Geladi , P. 1993 . The predictive potential of a battery of ecotoxicological tests for human acute toxicity as evaluated with the first 50 MEIC chemicals . ATLA , 21 : 330 – 349 .
   Google Scholar
• Calleja , M. C. , Persoone , G. and Geladi , P. 1994 . Human acute toxicity prediction of the first 50 MEIC chemicals by a battery of ecotoxicological tests and physicochemical properties . Food Chem. Toxicol. , 32 : 173 – 187 .
   PubMed Web of Science ®Google Scholar
• Calleja , M. C. , Persoone , G. and Geladi , P. 1994 . Comparative acute toxicity of the first 50 Multicentre Evaluation of In Vitro Cytotoxicity chemicals to aquatic non-vertebrates . Arch. Environ. Contam. Toxicol. , 26 : 69 – 78 .
   Web of Science ®Google Scholar
• Calleja , M. C. and Persoone , G. 1992 . Cyst-based toxicity tests. IV. The potential of ecotoxicological tests for the prediction of acute toxicity in man as evaluated on the first ten chemicals of the MEIC programme . ATLA , 20 : 396 – 405 .
   Google Scholar
• Vanhaecke , P. , Persoone , G. , Claus , C. and Sorgeloos , P. 1980 . “ Research on the development of a short-term standard toxicity tests with Artemia nauplii ” . In The Brine Shrimp, Artemia, Vol. 1, Morphology, Genetics, Radiobiology, Toxicology , Edited by: Persoone , G. , Sorgeloos , P. , Roels , O. and Jaspers , E. 263 – 285 . Wetteren : Universa Press .
   Google Scholar
• Vanhaecke , P. and Persoone , G. 1981 . “ Report on the intercalibration exercise on a short-term standard toxicity test with Artemia nauplii (ARC-Test) ” . In Les Tests de Toxicité Aigue en Milieu Aquatique, Les Colloques de l'INSERM, Vol. 106 , Edited by: Leclerc , H. and Dive , D. 359 – 376 . Paris : Ministere de la Santé, Institut National de la Santé et de la Recherche Médicale (INSERM) .
   Google Scholar
• Snell , T. W. and Persoone , G. 1989 . Acute toxicity bioassays using rotifers. II. A freshwater test with Brachionus rubens . Aquat. Toxicol. , 14 : 81 – 92 .
   Web of Science ®Google Scholar
• Centeno , M. D.F. , Brendonck , L. and Persoone , G. 1993 . “ Cyst-based toxicity tests. III. Development and standardization of an acute toxicity test with the freshwater anostracan Streptocephalus proboscideus ” . In Progress in Standardization of Aquatic Toxicity Tests , Edited by: Soares , A. M.V.M. and Calow , P. 37 – 55 . Boca Raton, FL : Lewis Publishers .
   Google Scholar
• Organization of Economic Cooperation and Development . April 4 1984 . “ Daphnia species, acute immobilization test and reproduction test ” . In OECD Guidelines for Testing of Chemicals No. 202 April 4 , 1 – 16 . Paris 1984
   Google Scholar
• Microbics . 1989 . A Microtox Manual: How to Run Toxicity Using the Microtox^R Model 500 U.S.A.
   Google Scholar
• Calleja , M. J. and Persoone , G. 1993 . The influence of solvents on the acute toxicity of some lipophilic chemicals to aquatic invertebrates . Chemosphere , 26 : 2007 – 2022 .
   Web of Science ®Google Scholar
• Hamilton , M. A. , Russo , R. C. and Thurston , R. V. 1977 . Trimmed Spearman-Karber method for estimating median lethal concentrations in toxicity bioassays . Environ. Sci. Technol. , 11 : 714 – 719 . (correction 12, 417)
   Web of Science ®Google Scholar
• NIOSH . 1984 . Registry of Toxic Effects of Chemical Substances (RTECS) , Cincannati, OH : Department of Health and Human Services .
   Google Scholar
• NIOSH . 1991 . Registry of Toxic Effects of Chemical Substances (RTECS) , 37 Cincannati, OH : Department of Health and Human Services .
   Google Scholar
• Ellenhorn , M. J. and Barceloux , D. G. 1988 . Medical Toxicology Diagnosis and Treatment of Human Poisoning , New York : Elsevier .
   Google Scholar
• Baselt , R. C. and Cravey , R. H. 1989 . Disposition of Toxic Drugs and Chemicals in Man, , 3rd ed. , Chicago : Year Book Medical Publishers .
   Google Scholar
• Ekwall , B. , Bondesson , B. , Castell , J. V. , Goméz-Léchon , M. J. , Hellberg , S. , Högberg , J. , Jover , R. , Ponsoda , X. , Romert , L. , Stenberg , K. and Walum , E. 1989 . Cytotoxicity evaluation for the first 10 MEIC chemicals: acute lethal toxicity in man predicted by cytotoxicity in five cellular assays and by oral LD50 in rodents . ATLA , 17 : 83 – 100 .
   Google Scholar
• Ekwall , B. , Barile , F. , Bondesson , I. , Clemedson , C. , Clothier , R. , Curren , R. , Dierickx , P. , Fiskejö , G. , Garza-Ocanas , L. , Goméz-Léchon , M. J. , Gülden , M. , Imai , K. , Janus , J. , Kristen , U. , Kunimoto , M. , Kärenlampi , S. , Lavrijsen , K. , Lewan , L. , Malmsten , A. , Miura , T. , Nakamura , M. , Ohno , T. , Ono , H. , Persoone , G. , Roguet , T. , Romert , L. , Sandberg , M. , Sawyer , T. , Seibert , H. , Shrivastava , R. , Stammati , A. , Tanaka , N. , Walum , E. , Wang , X. and Zucco , F. Acute lethal toxicity in man predicted by cytotoxicity in 52 cellular assays and by oral LD50 tests in rodents for the first 30 MEIC chemicals . Alternatives Research. Proceedings of the 6th Annual Meeting of the Japanese Society for Alternatives to Animal Experiments (JSSAE) . December 17–18 1992 . Edited by: Sato , A. pp. 114 – 115 . Tokyo, , Japan
   Google Scholar
• Winek , C. L. 1976 . Tabulation of therapeutic, toxic, and lethal concentrations of drugs and chemicals in blood . Clin. Chem. , 220 : 832 – 836 .
   Google Scholar
• Baselt , R. C. 1978 . Disposition of Toxic Drugs and Chemicals in Man. Volume 1. Centrally-Acting Drugs , Canton, Connecticut : Biomedical Publications .
   Google Scholar
• Baselt , R. C. 1980 . Analytical Procedures for Therapeutic Drug Monitoring and Emergency Toxicology, , 2nd ed. , Littleton, MA : PSG Publication Company .
   Google Scholar
• Baselt , R. C. and Cravey , R. H. 1977 . A compendium of therapeutic and toxic concentrations of toxicologically significant drugs in human biofluids . J. Anal. Toxicol. , 1 : 81 – 103 .
   Web of Science ®Google Scholar
• Windholz , M. 1976 . The Merck Index: An Encyclopedia of Chemicals and Drugs , Rahway, New York : Merck and Co. .
   Google Scholar
• Weast , R. C. 1973 . CRC Handbook of Chemistry and Physics: A Ready-Reference Book of Chemical and Physical Data, , 54th ed. , Boca Raton, FL : CRC Press .
   Google Scholar
• Weast , R. C. 1987 . CRC Handbook of Chemistry and Physics: A Ready-Reference Book of Chemical and Physical Data, , 68th ed. , Boca Raton, FL : CRC Press .
   Google Scholar
• Hansch , C. and Leo , A. 1979 . Substituent Constants for Correlation Analysis in Chemistry and Biology , New York : John Wiley and Sons .
   Google Scholar
• Verschueren , K. 1983 . Handbook of Environmental Data on Organic Chemicals, , 2nd ed. , New York : Van Nostrand Reinhold Co. .
   Google Scholar
• Keith , L. W. and Walter , D. B. 1992 . The National Toxicology Program's Chemical Data Compendium. Volume II. Chemical and Physical Properties , Boca Raton, FL : Lewis Publishers .
   Google Scholar
• Halle , W. , Baeger , I. , Ekwall , B. and Spielmann , H. 1991 . Correlation between in vitro cytotoxicity and octanol/water partition coefficient of 29 substances from the MEIC programme . ATLA , 19 : 338 – 343 .
   Google Scholar
• Moffat , A. C. 1986 . Clarke's Isolation and Identification of Drugs on Pharmaceuticals, Body Fluids and Post-morten Materials, , 2nd ed. , London : The Pharmaceutical Press .
   Google Scholar
• Lide , D. R. 1992 . CRC Handbook of Chemistry and Physics: A Ready-Reference Book of Chemical and Physical Data, , 73th ed. , Boca Raton, FL : CRC Press .
   Google Scholar
• Levin , R. D. and Lias , S. G. 1982 . Ionization Potential and Appearance Potential Measurements, 1971–1981 , Washington, D.C : U.S. Department of Commerce, National Bureau of Standards .
   Google Scholar
• Seydel , J. K. and Schaper , K. J. 1979 . Chemische Struktur und Biologishe Aktivatät von Wirkstoffen. Methoden der Quantitativen Struktur-Wirkung Analyse , Weinheim : Verlag Chemie .
   Google Scholar
• Wold , D. , Ruhe , A. , Wold , H. and Dunn , W. J. III. 1984 . The collinearity problem in linear regression. The partial least squares (PLS) approach to generalized inverses . SIAM J. Sci. Stat. Comput. , 5 : 735 – 742 .
   Web of Science ®Google Scholar
• Geladi , P. and Kowalski , B. R. 1986 . Partial least squares regression: a tutorial . Anal. Chim. Acta , 185 : 1 – 17 .
   Web of Science ®Google Scholar
• Geladi , P. and Kowalski , B. R. 1986 . An example of 2-block predictive partial least squares regression with simulated data . Anal. Chim. Acta , 185 : 19 – 32 .
   Web of Science ®Google Scholar
• Geladi , P. and Tosato , M. L. 1990 . “ Multivariate latent variable projection methods: SIMCA and PLS ” . In Practical Applications of Quantitative Structure-Activity Relationships (QSAR) in Environmental Chemistry and Toxicology , Edited by: Karcher , W. and Devillers , J. 171 – 179 . Brussels and Luxembourg : ECSC, EEC, EAEC .
   Google Scholar
• Lindgren , F. , Geladi , P. and Wold , S. 1993 . The kernel algorithm for PLS . J. Chemom. , 7 : 45 – 59 .
   Web of Science ®Google Scholar
• Stráhle , L. and Wold , S. 1987 . Partial least squares analysis with cross-validation for the two class-problem. A Monte Carlo study . J. Chemom. , 1 : 185 – 196 .
   Google Scholar
• Cramer , R. D. III. , Bunce , J. D. , Patterson , D. E. and Frank , I. E. 1988 . Crossvalidation, bootstrapping and partial least squares compared with multiple regression in conventional QSAR studies . Quant. Struct.-Act. Relat. , 7 : 18 – 25 .
   Web of Science ®Google Scholar
• Lippmann , R. P. 1987 . An introduction to computer with neural nets . IEEE ASSP Magazine , : 4 – 22 . April issue
   Google Scholar
• Zupan , J. and Gasteiger , J. 1991 . Neural networks: a new method for solving chemical problems or just a passing phase? . Anal. Chim. Acta , 248 : 1 – 30 .
   Web of Science ®Google Scholar
• Hush , D. R. and Horne , B. G. 1993 . “ Progress in supervised neural networks ” . In IEEE Signal Processing Magazine 8 – 39 . January issue
   Google Scholar
• Wythoff , B. J. 1993 . Backpropagation neural networks. A tutorial . Chemom. Intell. Lab. Syst. , 18 : 115 – 155 .
   Web of Science ®Google Scholar
• Cramer , R. D. III. , Patterson , D. E. and Bunce , J. D. 1988 . Comparative molecular field analysis (CoMFA). 1. Effect of shape on binding of steroids to carrier proteins . J. Am. Chem. Soc. , 110 : 5959 – 5967 .
   PubMed Web of Science ®Google Scholar
• Seydel , J. K. 1971 . “ Physicochemical approaches to rational development of new drugs, Chapter 3 ” . In Drugs Design , Edited by: Ariëns , E. J. Vol. 1 , 343 – 378 . New York : Academic Press .
   Google Scholar
• Ariëns , E. J. 1971 . “ A general introduction to the field of drug design, Chapter 1 ” . In Drug Design , Edited by: Ariëns , E. J. Vol. 1 , 2 – 41 . New York : Academic Press .
   Google Scholar
• Wold , S. , Berntsson , P. , Eriksson , L. , Geladi , P. , Hellberg , S. , Johansson , E. , Jonsson , J. , Kettaneh-Wold , N. , Lindgren , F. , Rännar , S. , Sandberg , M. and Sjöström , M. 1991 . “ Informationally sound QSAR ” . In QSAR: Rational Approaches to the Design of Bioactive Compounds , Edited by: Silipo , C. and Vittoria , A. 15 – 24 . Amsterdam : Elsevier Science Publishers B.V. .
   Google Scholar
• Sabljic , A. 1991 . Chemical topology and ecotoxicology . Sci. Total Environ. , 109/110 : 197 – 220 .
   Web of Science ®Google Scholar
• Nendza , M. , Dittrich , B. and Klein , W. 1991 . Predictive QSAR models for estimating ecotoxic hazard of plant-protecting agents: target and non-target toxicity . Sci. Total Environ. , 109/110 : 527 – 535 .
   Web of Science ®Google Scholar
• Vighi , M. , Garlanda , M. M. and Calamari , D. 1991 . QSARs for toxicity of organophosphorous pesticides to Daphnia and honeybees . Sci. Total Environ. , 109/110 : 605 – 622 .
   Web of Science ®Google Scholar
• Lipnick , R. L. 1991 . Outliers: their origin and use in the classification of molecular mechanisms of toxicity . Sci. Total Environ. , 109/110 : 131 – 153 .
   PubMed Web of Science ®Google Scholar
• de Bruijn , J. and Hermens , J. 1991 . Qualitative and quantitative modelling of toxic effects of organophosphorus compounds to fish . Sci. Total Environ. , 109/110 : 441 – 455 .
   Web of Science ®Google Scholar
• Wallace , K. B. and Niemi , G. J. 1988 . Structure-activity relationships of species-selectivity in acute chemical toxicity between fish and rodents . Environ. Toxicol. Chem. , 7 : 201 – 212 .
   Web of Science ®Google Scholar
• Weiss , M. T. and Sawyer , T. W. 1993 . Cytotoxicity of the MEIC test chemicals in primary neuron cultures . Toxicol. In Vitro , 7 : 653 – 667 .
   PubMed Web of Science ®Google Scholar
• Balls , M. , Blauuboer , B. , Brusick , D. , Frazier , J. , Lamb , D. , Pemberton , M. , Reinhardt , C. , Robertfroid , M. , Rosenkranz , H. , Schmid , B. , Spielmann , H. , Stammati , A. L. and Walum , E. 1990 . Report and recommendations of the CAAT/ERGATT workshop on the validation of toxicity test procedure . ATLA , 18 : 313 – 337 .
   Google Scholar
• ASTM . 1992 . “ Guidelines on acute toxicity testing with fishes, macroinvertebrates and amphibians, E-729–88a ” . In Annual Book of ASTM Standards. Section II. Water and Environmental Technology , 334 Philadelphia, PA : American Society for Testing and Materials (ASTM) .
   Google Scholar
• Mohney , L. L. , Lightner , D. V. , Williams , R. R. and Bauerlein , M. 1990 . Bioencapsulation of therpeutic quantities of the antibacterial Romet-30 in nauplii of the brine shrimp Artemia and in the nematode Panagrellus redivivus . J. World Aquacult. Soc. , 21 : 186 – 191 .
   Google Scholar
• Nelis , H. J. , Leger , P. , Sorgeloos , P. and De Leenheer , A. P. 1991 . Liquid chromatographic determination of efficacy of incorporation of trimethoprim and sulfamethoxazole in brine shrimp (Artemia spp.) used for prophylactic chemotherapy of fish . Antimicrob. Agents Chemother. , 35 : 2486 – 2489 .
   PubMed Web of Science ®Google Scholar
• Bian , B. Z. , Cao , J. X. and Li , M. R. 1989 . Preliminary studies on Artemia as bio-encapsulation organisms for antibacterial drugs . Artemia Newsletter , : 77
   Google Scholar
• Lloyd , R. 1986 . “ Some common sources of error in data derived from toxicity tests on aquatic organisms ” . In Toxic Hazard Assessment of Chemicals , Edited by: Richardson , M. 65 – 71 . London : The Royal Society of Chemistry .
   Google Scholar
• Berglind , R. and Dave , G. 1981 . Influence of co-solvent (acetone) and ultrasonication on the acute toxicity of a quaternary amine (Aliquat 336) and an organophosphorus compound (HDEHP) to Daphnia magna . Bull. Environ. Contam. Toxicol. , 27 : 316 – 325 .
   PubMed Web of Science ®Google Scholar
• McCarty , L. S. , Hodson , P. V. , Craig , G. R. and Kaiser , K. L.E. 1985 . The use of quantitative structure-activity relationships to predict the acute toxicities of organic chemicals to fish . Environ. Toxicol. Chem. , 4 : 595 – 606 .
   Web of Science ®Google Scholar
• McCarty , L. S. 1986 . The relationship between aquatic toxicity QSARs and bioconcentration for some organic chemicals . Environ. Toxicol. Chem. , 5 : 1071 – 1080 .
   Web of Science ®Google Scholar
• Sijm , D. T.H.M. , Schipper , M. and Opperhuizen , A. 1993 . Toxicokinetics of halogenated benzenes in fish: lethal body burden'as a toxicological endpoint . Environ. Toxicol. Chem. , 12 : 1117 – 1127 .
   Web of Science ®Google Scholar