REFERENCES
- Ajioka , R. S. , Phillips , J. D. and Kushner , J. P. 2006 . Biosynthesis of heme in mammals . Biochim. Biophys. Acta , 1763 : 723 – 36 .
- Ardais , A. P. , Viola , G. G. , Costa , M. S. , Nunes , F. , Behr , G. A. , Klamt , F. , Moreira , J. C. , Souza , D. O. , Rocha , J. B. and Porciúncula , L. O. 2010 . Acute treatment with diphenyl diselenide inhibits glutamate uptake into rat hippocampal slices and modifies glutamate transporters, SNAP-25, and GFAP immunocontent . Toxicol. Sci. , 113 : 434 – 43 .
- Barbosa , N. B. V. , Rocha , J. B. T. , Zeni , G. , Emanuelli , T. , Beque , M. C. and Braga , A. L. 1998 . Effect of organic forms of selenium on delta-aminolevulinate dehydratase from liver, kidney, and brain of adult rats . Toxicol. Appl. Pharmacol. , 149 : 243 – 53 .
- Bechara , E. J. M. , Medeiros , M. H. G. , Monteiro , H. P. , Hermes-Lima , M. , Pereira , B. , Demasi , M. , Costa , C. A. , Adballa , D. S. P. , Onuki , J. , Wendel , C. M. A. and Masci , P. D. 1993 . A free radical hypothesis of lead poisoning and in born porphyrias associated with 5-aminolevulinic acid overload . Quim. Nova , 16 : 385 – 92 .
- Brüning , C. A. , Prigol , M. , Baracelli , D. A. , Nogueira , C. W. and Zeni , G. 2009 . Disubstituted diaryl diselenides inhibit δ-ALAD and Na+, K+-ATPase activities in rat brain homogenates . in vitro. Mol. Cell. Biochem. , 332 : 17 – 24 .
- Bursulaya , B. D. , Totrov , M. , Abagyan , R. A. and Brooks , C. L. I II. 2003 . Comparative study of several algorithms for flexible ligand docking . J. Comput. Aid. Mol. Des. , 17 : 755 – 63 .
- Chang , M. W. , Ayeni , C. , Breuer , S. and Torbett , B. E. 2010 . Virtual screening for HIV protease inhibitors: A comparison of AutoDock 4 and Vina . PLoS ONE , 5 : e11955
- da Silva , A. C , Rocha , J. B. , Morsch , A. L. , Zanin , R. F. , Kaizer , R. , Maldonado , P. A. , Arantes , L. C. , Silva , L. A. , Morsch , V. M. and Schetinger , M. R. 2007 . Oxidative stress and delta-ALAD activity in chronic renal failure patients . Biomed. Pharmacother. , 61 : 180 – 85 .
- de Bem , A. F. , Portella , R. , de , L , Colpo , E. , Duarte , M. M. , Frediane , A. , Taube , P. S. , Nogueira , C. W. , Farina , M. , da Silva , E. L. and Teixeira Rocha , J. B . 2009 . Diphenyl diselenide decreases serum levels of total cholesterol and tissue oxidative stress in cholesterol-fed rabbits . Basic Clin. Pharmacol. Toxicol. , 105 : 17 – 23 .
- de Freitas , A. S. , Funck , V. R. , Rotta , M. S. , Bohrer , D. , Mörschbächer , V. , Puntel , R. , Nogueira , C. W. , Farina , M. , Aschner , M. and Rocha , J. B. 2009 . Diphenyl diselenide, a simple organoselenium compound, decreases methylmercury-induced cerebral, hepatic and renal oxidative stress and mercury deposition in adult mice . Brain Res Bull. , 79 : 77 – 84 .
- Emanuelli , T. , Rocha , J. B. , Pereira , M. E. , Nascimento , P. C. , Souza , D. O. and Beber , F. A. 1998 . delta-Aminolevulinate dehydratase inhibition by 2,3-dimercaptopropanol is mediated by chelation of zinc from a site involved in maintaining cysteinyl residues in a reduced state . Pharmacol. Toxicol. , 83 : 95 – 103 .
- Erdtman , E. , Bushnell , E. A. C. , Gauld , J. W. and Eriksson , L. A. 2010 . Computational insights into the mechanism of porphobilinogen synthase . J. Phys. Chem. B. , 114 : 16860 – 70 .
- Fachinetto , R. , Pivetta , L. A. , Farina , M. , Pereira , R. P. , Nogueira , C. W. and Rocha , J. B. 2006 . Effects of ethanol and diphenyl diselenide exposure on the activity of delta-aminolevulinate dehydratase from mouse liver and brain . Food. Chem. Toxicol. , 44 : 588 – 94 .
- Farina , M. , Barbosa , N. B. V. , Nogueira , C. W. , Folmer , V. , Zeni , G. , Andrade , L. H. , Braga , A. L. and Rocha , J. B. T. 2002 . Reaction of diphenyl diselenide with hydrogen peroxide and inhibition of delta-aminolevulinate dehydratase from rat liver and cucumber leaves . Braz. J. Med. Biol. Res. , 35 : 623 – 31 .
- Fujihara , J. , Agusa , T. , Yasuda , T. , Soejima , M. , Kato , H. , Panduro , A. , Koda , Y. , Kimura-Kataoka , K. and Takeshita , H. 2009 . Ethnic variation in genotype frequencies of δ-aminolevulinic acid dehydratase (ALAD) . Toxicol. Lett. , 191 : 236 – 39 .
- Golombieski , R. M. , Graichen , D. A. S. , Pivetta , L. A. , Nogueira , C. W. , Loreto , E. L. S. and Rocha , J. B. T. 2008 . Diphenyl diselenide [(PhSe2)] inhibits Drosophila melanogaster δ-aminolevulinate dehydratase (δ-ALAD) gene transcription and enzyme activity . Comp. Biochem. Physiol. C Toxicol. Pharmacol. , 147 : 198 – 204 .
- Gonçalves , T. L. , Erthal , F. , Corte , C. L. , Müller , L. G. , Piovezan , C. M. , Nogueira , C. W. and Rocha , J. B. 2005 . Involvement of oxidative stress in the pre-malignant and malignant states of cervical cancer in women . Clin. Biochem. , 38 : 1071 – 75 .
- Gonçalves , T. L. , Benvegnú , D. M. , Bonfanti , G. , Frediani , A. V. and Rocha , J. B. 2009 . Delta-ALAD activity is a reliable marker for oxidative stress in bone marrow transplant patients . BMC Cancer , 9 : 138
- Grotto , D. , Valentini , J. , Fillion , M. , Passos , C. J. S. , Garcia , S. C. , Mergler , D. and Barbosa- , F Jr. 2010 . Mercury exposure and oxidative stress in communities of the Brazilian Amazon . Sci. Total Environ. , 408 : 806 – 11 .
- Heinemann , I. L. , Jahn , M. and Jahn , D. 2008 . The biochemistry of heme biosynthesis . Biochem. Biophys. , 474 : 218 – 51 .
- Hort , M. A. , Straliotto , M. R. , Netto , P. M. , da Rocha , J. B , de Bem , A. F. and Ribeiro-do-Valle , R. M. 2011 . Diphenyl diselenide effectively reduces atherosclerotic lesions in LDLr -/- mice by attenuation of oxidative stress and inflammation . J. Cardiovasc. Pharmacol. , 58 : 91 – 101 .
- Jaffe , E. K. , Martins , J. , Li , J. , Kervinen , J. and Dunbrack , R. L. Jr. 2001 . The molecular mechanism of lead inhibition of human porphobilinogen synthase . J. Biol. Chem. , 276 : 1531 – 37 .
- Jaffe , E. K. 2003 . An unusual phylogenetic variation in the metal ion binding sites of porphobilinogen synthase . Chem. Biol. , 10 : 25 – 34 .
- Jaffe , E. K. 2004 . The porphobilinogen synthase catalyzed reaction mechanism . Bioorg. Chem. , 32 : 316 – 25 .
- Jakalian , A. , Jack , D. B. and Bayly , C. I. 2002 . Fast, efficient generation of high-quality atomic charges. AM1-BCC model: II. Parameterization and validation . J. Comput. Chem. , 23 : 1623 – 41 .
- Kade , I. J. and Rocha , J. B. T. 2010 . Comparative study on the influence of subcutaneous administration of diphenyl and dicholesteroyl diselenides on sulphydryl proteins and antioxidant parameters in mice . J. Appl. Toxicol. , 30 : 688 – 93 .
- Kelada , S. N. , Shelton , E. , Kaufmann , R. B. and Khoury , M. J. 2001 . The δ-aminolevulinic acid dehydratase genotype and lead toxicity: A HuGE review . Am. J. Epidemiol. , 154 : 1 – 13 .
- Kitchen , D. B. , Decornez , H. , Furr , J. R. and Bajorath , J. 2004 . Docking and scoring in virtual screening for drug discovery: Methods and applications . Nature , 3 : 935 – 49 .
- Kusell , M. , Lake , L. , Andersson , M. and Gerschenson , L. E. 1978 . Cellular and molecular toxicology of lead. II. Effect of lead on δ-aminolevulinic acid synthetase of cultured cells . J. Toxicol. Environ. Health , 4 : 515 – 25 .
- Lugokenski , T. H. , Müller , L. G. , Taube , P. S. , Rocha , J. B. and Pereira , M. E. 2011 . Inhibitory effect ofebselen on lactate dehydrogenase activity from mammals: A comparative study with diphenyl diselenide and diphenyl ditelluride . Drug Chem. Toxicol. , 34 : 66 – 76 .
- Ma , C. , Kang , H. , Liu , Q. , Zhu , R. and Cao , Z. 2011 . Insight into potential toxicity mechanisms of melamine: An in silico study . Toxicology , 283 : 96 – 100 .
- Maciel , E. N. , Bolzan , R. C. , Braga , A. L. and Rocha , J. B. 2000 . Diphenyl diselenide and diphenyl ditelluride differentially affect delta-aminolevulinate dehydratase from liver, kidney, and brain of mice . J. Biochem. Mol. Toxicol. , 14 : 310 – 19 .
- Mochizuki , N. , Tanaka , R. , Grimm , B. , Masuda , T. , Moulin , M. , Smith , A. G. , Tanaka , A. and Terry , M. J. 2010 . The cell biology of tetrapyrroles: A life and death struggle . Trends Plant. Sci. , 15 : 488 – 98 .
- Morris , G. M. , Huey , R. , Lindstrom , W. , Sanner , M. F. , Belew , R. K. , Goodsell , D. S. and Olson , A. J. 2009 . AutoDock4 and AutoDockTools4: Automated docking with selective receptor flexibility . J. Comput. Chem. , 30 : 2785 – 91 .
- Nogueira , C. W. and Rocha , J. B. T. 2011 . Toxicology and pharmacology of selenium: Emphasis on synthetic organoselenium compounds . Arch. Toxicol. , 85 : 1313 – 59 .
- Oskarsson , A. 1989 . Effects of perinatal treatment with lead and disulfiram on ALAD activity in blood, liver and kidney and urinary ALA excretion in rats . Pharmacol Toxicol. , 64 : 344 – 48 .
- Posser , T. , de Paula , M. T. , Franco , J. L. , Leal , R. B. and da Rocha , J. B . 2011 . Diphenyl diselenide induces apoptotic cell death and modulates ERK1/2 phosphorylation in human neuroblastoma SH-SY5Y cells . Arch. Toxicol. , 85 : 645 – 51 .
- Puntel , R. L. , Roos , D. H. , Folmer , V. , Nogueira , C. W. , Galina , A. , Aschner , M. and Rocha , J. B. 2010 . Mitochondrial dysfunction induced by different organochalchogens is mediated by thiol oxidation and is not dependent of the classical mitochondrial permeability transition pore opening . Toxicol. Sci. , 117 : 133 – 43 .
- Rappé , A. K. , Casewit , C. J. , Colwell , K. S. , Goddard , W. A. III and Skiff , W. M. 1992 . UFF, a full periodic table force field for molecular mechanics and molecular dynamics simulations . J. Am. Chem. Soc. , 114 : 10024 – 39 .
- Rocha , J. B. , Freitas , A. J. , Marques , M. B. , Pereira , M. E. , Emanuelli , T. and Souza , D. O. 1993 . Effects of methylmercury exposure during the second stage of rapid postnatal brain growth on negative geotaxis and on delta-aminolevulinate dehydratase of suckling rats . Braz. J. Med. Biol. Res. , 26 : 1077 – 83 .
- Roncaglioni , A. and Benfenati , E. 2008 . In silico-aided prediction of biological properties of chemicals: Oestrogen receptor-mediated effects . Chem. Soc. Rev. , 37 : 441 – 50 .
- Sakaguchi , S. , Sakaguchi , T. , Nakamura , I. , Aminaka , M. , Tanaka , T. and Kudo , Y. 1997 . Effect of beryllium chloride on porphyrin metabolism in pregnant mice administered by subcutaneous injection . J. Toxicol. Environ. Health , 50 : 507 – 17 .
- Sassa , S. and Kappas , A. 1983 . Hereditary tyrosinemia and the heme byosinthetic pathway. Profound inhibition of delta-aminolevulinic acid dehydratase activity by succinilacetone . J. Clin. Invest. , 71 : 625 – 34 .
- Sausen de Freitas , A. , de Souza Prestes , A , Wagner , C. , Haigert Sudati , J. , Alves , D. , Oliveira Porciúncula , L. , Kade , I. J. and Teixeira Rocha , J. B . 2010 . Reduction of diphenyl diselenide and analogs by mammalian thioredoxin reductase is independent of their gluthathione peroxidase-like activity: A possible novel pathway for their antioxidant activity . Molecules , 28 : 7699 – 714 .
- Scinicariello , F. , Murray , H. E. , Moffett , D. B. , Abadin , H. G. , Sexton , M. J. and Fowler , B. A. 2007 . Lead and delta-aminolevulinic acid dehydratase polymorphism: Where does it lead? A meta-analysis . Environ. Health Perspect. , 11 : 35 – 41 .
- Seeliger , D. and De Groot , B. L. 2010 . Ligand docking and binding site analysis with PyMOL and Autodock/Vina . J. Computer Aided Mol. Des. , 24 : 417 – 22 .
- Soares , F. A. , Farina , M. , Böettcher , A. C. , Braga , A. L. and Rocha , J. B. T. 2005 . Organic and inorganic forms of selenium inhibited differently fish (Rhamdia quelen) and rat (Rattus norvergicus albinus) δ-aminolevulinate dehydratase . Environ. Res. , 98 : 46 – 54 .
- Stewart, J. P. 2009. MOPAC2009. Stewart Computational Chemistry, Colorado Springs, CO http://openmopac.net (http://openmopac.net)
- Straliotto , M. R. , Mancini , G. , de Oliveira , J. , Nazari , E. M. , Müller , Y. M. , Dafre , A. , Ortiz , S. , Silva , E. L. , Farina , M. , Latini , A. , Rocha , J. B. and de Bem , A. F. 2010 . Acute exposure of rabbits to diphenyl diselenide: A toxicological evaluation . J. Appl. Toxicol. , 30 : 761 – 68 .
- Sun , H. and Yost , G. S. 2008 . Metabolic activation of a novel 3-substituted indole-containing TNF-alpha inhibitor: Dehydrogenation and inactivation of CYP3A4 . Chem. Res. Toxicol. , 21 : 374 – 85 .
- Takebayashi , T. , Omae , K. , Hosoda , K. , Satoh , T. , Hamaguchi , T. and Sakurai , H. 1993 . Evaluation of delta-aminolaevulinic acid in blood of workers exposed to lead . Br. J. Ind. Med. , 50 : 49 – 54 .
- Trott , O. and Olson , A. J. 2010 . AutoDock Vina: improving the speed and accuracy of docking with a new scoring function, efficient optimization and multithreading . J. Comput. Chem. , 31 : 455 – 61 .
- Zhao , Y. , Wang , L. , Shen , H. B. , Wang , Z. X. , Wei , Q. Y. and Chen , F. 2007 . Association between δ-aminolevulinic acid dehydratase (ALAD) polymorphism and blood lead levels: A meta-regression analysis . J. Toxicol. Environ. Health A , 70 : 1986 – 94 .