56
Views
1
CrossRef citations to date
0
Altmetric
Original Articles

Mammary carcinogen-protein binding potentials: novel and biologically relevant structure–activity relationship model descriptors

, , , , , & show all
Pages 463-479 | Received 31 Mar 2010, Accepted 05 Jun 2010, Published online: 04 Sep 2010

References

  • Hansch , C and Fujita , T . 1964 . p-s-p Analysis. A method for the correlation of biological activity and chemical structure . J. Am. Chem. Soc. , 86 : 1616 – 1626 .
  • Waller , CL and McKinney , JD . 1992 . Comparative molecular field analysis of polyhalogenated dibenzo-p-dioxins, dibenzofurans, and biphenyls . J. Med. Chem. , 35 : 3660 – 3666 .
  • Waller , CL and McKinney , JD . 1995 . Three-dimensional quantitative structure-activity relationships of dioxins and dioxin-like compounds: Model validation and Ah receptor characterization . Chem. Res. Toxicol. , 8 : 847 – 858 .
  • Waller , CL , Minor , DL and McKinney , JD . 1995 . Using three-dimensional quantitative structure–activity relationships to examine estrogen receptor binding affinities of polychlorinated hydroxybiphenyls . Environ. Health Perspect. , 103 : 702 – 707 .
  • Rosenkranz , HS and Klopman , G . 1986 . “ Mutagens, carcinogens, and computers ” . In Progress in Clinical and Biological Research , Edited by: Ramel , C , Lambert , B and Magnusson , J . 71 – 104 . New York : Alan R. Liss .
  • Rosenkranz , HS and Klopman , G . 1990 . Structural basis of carcinogenicity in rodents of genotoxicants and non-genotoxicants . Mutat. Res. , 228 : 105 – 124 .
  • Ashby , J and Paton , D . 1993 . The influence of chemical structure on the extent and sites of carcinogenesis for 522 rodent carcinogens and 55 different human carcinogen exposures . Mutat. Res. , 286 : 3 – 74 .
  • Ashby , J . 1985 . Fundamental structural alerts to potential carcinogenicity or noncarcinogenicity . Environ. Mutagen. , 7 : 919 – 921 .
  • Ashby , J and Tennant , RW . 1988 . Chemical structure, Salmonella mutagenicity and extent of carcinogenicity as indicators of genotoxic carcinogenesis among 222 chemicals tested in rodents by the U.S. NCI/NTP . Mutat. Res. , 204 : 17 – 155 .
  • Blake , BW , Enslein , K , Gombar , VK and Borqstedt , HH . 1990 . Salmonella mutagenicity and rodent carcinogenicity: Quantitative structure-activity relationships . Mutat. Res. , 241 : 261 – 271 .
  • Marchant , CA . 1996 . Prediction of rodent carcinogenicity using the DEREK system for 30 chemicals currently being tested by the National Toxicology Program . Environ. Health Perspect. Suppl. , 105 : 1065 – 1073 .
  • Cronin , MTD , Jaworska , JS , Walker , JD , Comber , MHI , Watts , CD and Worth , AP . 2003 . Use of QSARs in international decision-making frameworks to predict health effects of chemical substances . Environ. Health Perspect. , 111 : 1391 – 1401 .
  • Cronin , MTD , Walker , JD , Jaworska , JS , Comber , MHI , Watts , CD and Worth , AP . 2003 . Use of QSARs in international decision-making frameworks to predict ecologic effects and environmental fate of chemical substances . Environ. Health Perspect. , 111 : 1376 – 1390 .
  • EPA, Oncologic, (2008), Available at http://www.epa.gov/oppt/newchems/tools/oncologic.htm (last accessed 11/07/08)
  • Contrera , JF , Kruhlak , NL , Matthews , EJ and Benz , RD . 2007 . Comparison of MC4PC and MDL-QSAR rodent carcinogenicity predictions and the enhancement of predictive performance by combining QSAR models . Regul. Toxicol. Pharmacol. , 49 : 172 – 182 .
  • Gold , LS . Carcinogenic Potency Database, (2009), Available at http://potency.berkeley.edu
  • Cunningham , AR , Rosenkranz , HS , Zhang , YP and Klopman , G . 1998 . Identification of “genotoxic” and “non-genotoxic” alerts for cancer in mice: The carcinogenic potency database . Mutat. Res. , 398 : 1 – 17 .
  • Cunningham , AR , Rosenkranz , HS and Klopman , G . 1998 . Identification of structural features and associated mechanisms of action for carcinogens in rats . Mutat. Res. , 405 : 9 – 28 .
  • Cunningham , AR , Moss , ST , Iype , SA , Qian , G , Qamar , S and Cunningham , SL . 2008 . Structure-activity relationship analysis of rat mammary carcinogens . Chem. Res. Toxicol. , 21 : 1970 – 1982 .
  • Gold , LS . Summary of Carcinogenic Potency Database by target organ, (2007), Available at http://potency.berkeley.edu/pdfs/CPDBPathology.pdf (last accessed 11/07/07)
  • Gold , LS , Manley , NB , Slone , TH and Ward , JM . 2001 . Compendium of chemical carcinogens by target organ: Results of chronic bioassays in rats, mice, hamsters, dogs, and monkeys . Toxicol. Pathol. , 29 : 639 – 652 .
  • Zhu , H , Rusyn , I , Richard , A and Tropsha , A . 2008 . Use of cell viability assay data improves the prediction accuracy of conventional quantitative structure–activity relationship models of animal carcinogenicity . Environ. Health Perspect. , 116 : 506 – 513 .
  • Kellenberger , E , Muller , P , Schalon , C , Bret , G , Foata , N and Rognan , D . 2006 . sc-PDB: an annotated database of druggable binding sites from the protein data bank . J. Chem. Inf. Model. , 46 : 717 – 727 .
  • Rognan , D . sc-PBD, (2007), Available at http://bioinfo-pharma.u-strasbg.fr/scPDB/
  • Jain , AN . 2003 . Surflex: Fully automatic flexible molecular docking using a molecular similarity-based search engine . J. Med. Chem. , 46 : 499 – 511 .
  • Jain , AN . 2007 . Surflex-Dock 2.1: Robust performance from ligand energetic modeling, ring flexibility, and knowledge-based search . J. Comput. Aided Mol. Des. , 21 : 281 – 306 .
  • Gold , LS , Slone , TH and Ames , BN . 1997 . Overview and update of analyses of the carcinogenic potency database , Edited by: Gold , LS and Zeiger , E . 661 – 693 . New York : CRC Press .
  • Gottmann , E , Kramer , S , Pfahringer , B and Helma , C . 2001 . Data quality in predictive toxicology: Reproducibility of rodent carcinogenicity experiments . Environ. Health Perspect. , 109 : 509 – 514 .
  • Benigni , R and Bossa , C . 2008 . Predictivity of QSAR . J. Chem. Inf. Model. , 48 : 971 – 980 .
  • Macina , OT , Zhang , YP and Rosenkranz , HS . 1998 . Improved predictivity of carcinogens: The use of a battery of SAR models , Edited by: Kitchin , K . 227 – 250 . New York : Marcel Dekker .
  • Zhang , YP , Sussman , N , Macina , OT , Rosenkranz , HS and Klopman , G . 1996 . Prediction of the carcinogenicity of a second group of chemicals undergoing carcinogenicity testing . Environ. Health Perspect. , 104 ( Suppl5 ) : 1045 – 1050 .
  • Rosenkranz , HS , Cunningham , SL , Mermelstein , R and Cunningham , AR . 2007 . The challenge of testing chemicals for potential carcinogenicity using multiple short term assays. An analysis of a proposed test battery for hair dyes . Mutat. Res. , 633 : 55 – 66 .
  • Bennion , BJ , Cosman , M , Lightstone , FC , Knize , MG , Montgomery , JL , Bennett , LM , Felton , JS and Kulp , KS . 2005 . PhIP carcinogenicity in breast cancer: Computational and experimental evidence for competitive interactions with human estrogen receptor . Chem. Res. Toxicol. , 18 : 1528 – 1536 .
  • Database , CP . Summary Table by Chemical of Carcinogenicity Results in CPDB on 1547 Chemicals, (2010), Available at http://potency.berkeley.edu/pdfs/ChemicalTable.pdf
  • IARC, Some Naturally Occurring Substances: Food Items and Constituents, Heterocyclic Aromatic Amines and Mycotoxins, Vol. 56, International Agency for Research on Cancer, Lyon, 1993
  • Lewis , AJ , Walle , UK , King , RS , Kadlubar , FF , Falany , CN and Walle , T . 1998 . Bioactivation of the cooked food mutagen N-hydroxy-2-amino-1-methyl-6- phenylimidazo[4,5-b]pyridine by estrogen sulfotransferase in cultured human mammary epithelial cells . Carcinogenesis , 19 : 2049 – 2053 .
  • Qiu , C , Shan , L , Yu , M and Snyderwine , EG . 2005 . Steroid hormone receptor expression and proliferation in rat mammary gland carcinomas induced by 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine . Carcinogenesis , 26 : 763 – 769 .
  • IARC, Some Chemicals that Cause Tumours of the Kidney or Urinary Bladder in Rodents and Some other Substances, vol. 73, International Agency for Research on Cancer, Lyon
  • Adesiyan , AC , Oyejola , TO , Abarikwu , SO , Oyeyemi , MO and Farombi , EO . 2010 . Selenium provides protection to the liver but not the reproductive organs in an atrazine-model of experimental toxicity . Exp. Toxicol. Pathol. , [Epub ahead of print]
  • Thornburg , J , Nelson , K , Clem , B , Lane , A , Arumugam , S , Simmons , A , Eaton , J , Telang , S and Chesney , J . 2008 . Targeting aspartate aminotransferase in breast cancer . Breast Cancer Res. , 10 : R84
  • Messner , B , Berndt , J and Still , J . 1979 . Increases in rat liver cyclic AMP and glycogen phosphorylase activity caused by the herbicide atrazine . Biochem. Pharmacol. , 28 : 207 – 210 .
  • Juliani , CC , Silva-Zacarin , EC , Santos , DC and Boer , PA . 2008 . Effects of atrazine on female Wistar rats: Morphological alterations in ovarian follicles and immunocytochemical labeling of 90 kDa heat shock protein . Micron , 39 : 607 – 617 .
  • Lu , YF , Mizutani , M , Neya , T and Nakayama , S . 1995 . Indomethacin-induced lesion modifies contractile activity in rat small intestines . Scand. J. Gastroenterol. , 30 : 445 – 450 .
  • Koc , M , Imik , H and Odabasoglu , F . 2008 . Gastroprotective and anti-oxidative properties of ascorbic acid on indomethacin-induced gastric injuries in rats . Biol. Trace Elem. Res. , 126 : 222 – 236 .
  • Baggott , JE , Morgan , SL , Ha , T , Vaughn , WH and Hine , RJ . 1992 . Inhibition of folate-dependent enzymes by non-steroidal anti-inflammatory drugs . Biochem. J. , 282 : 197 – 202 .
  • Tsukamoto , I and Kojo , S . 1989 . Effect of glucocorticoid on liver regeneration after partial hepatectomy in the rat . Gut , 30 : 387 – 390 .
  • Lehmann , JM , Lenhard , JM , Oliver , BB , Ringold , GM and Kliewer , SA . 1997 . Peroxisome proliferator-activated receptors alpha and gamma are activated by indomethacin and other non-steroidal anti-inflammatory drugs . J. Biol. Chem. , 272 : 3406 – 3410 .
  • Tamura , K , Ono , A , Miyagishima , T , Nagao , T and Urushidani , T . 2006 . Profiling of gene expression in rat liver and rat primary cultured hepatocytes treated with peroxisome proliferators . J. Toxicol. Sci. , 31 : 471 – 490 .
  • Sasaki , YF , Sekihashi , K , Izumiyama , F , Nishidate , E , Saga , A , Ishida , K and Tsuda , S . 2002 . The comet assay with multiple mouse organs: Comparison of comet assay results and carcinogenicity with 208 chemicals selected from the IARC monographs and U.S. NTP Carcinogenicity Database . Crit. Rev. Toxicol. , 30 : 629 – 799 .
  • Sekihashi , K , Yamamoto , A , Matsumura , Y , Ueno , S , Watanabe-Akanuma , M , Kassie , F , Knasmuller , S , Tsuda , S and Sasaki , YF . 2002 . Comparative investigation of multiple organs of mice and rats in the comet assay . Mutat. Res. , 517 : 53 – 75 .
  • Hemminki , K and Thilly , WG . 2004 . Implications of results of molecular epidemiology on DNA adducts, their repair and mutations for mechanisms of human cancer , Edited by: Buffler , P , Rice , J , Baan , R , Bird , M and Boffetta , P . 217 – 235 . Lyon : International Agency for Research on Cancer .

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.