A histochemical approach to the evaluation of the in vivo cytotoxicity of the nitrobutadienes (1E,3E)-1,4-bis(1-naphthyl)-2,3-dinitro-1,3-butadiene and methyl (2Z,4E)-2-methylsulfanyl-5-(1-naphthyl)-4-nitro-2,4-pentadienoate in mice liver and kidney

Anticancer Research

Volumn 28, Issue 2 A, 2008, Pages 813-823

  Fenoglio, C ^e   Grosso, A ^a   Petrillo, G ^a   Boncompagni, E ^a   Aiello, C ^b   Cordazzo, C ^b   Spinelli, D ^c   Ognio, E ^b   Mariggio', M A ^d   Cassano, A ^d   Viale, M ^b  

^a UNIVERSITY OF GENOA   (Italy)

^b UNIVERSITY OF GENOA   (Italy)

^c UNIVERSITY OF BOLOGNA   (Italy)

^d UNIVERSITY OF BARI   (Italy)

^e UNIVERSITY OF PAVIA   (Italy)

Author keywords

Enzymes; Kidney; Liver; Nitrobutadiene derivatives; Toxicity

Indexed keywords

4 NITROPHENYLPHOSPHATASE; ACID PHOSPHATASE; ALKALINE PHOSPHATASE; ANTINEOPLASTIC AGENT; CATALASE; GLUCOSE 6 PHOSPHATASE; NITROBUTADIENE DERIVATIVE; REACTIVE OXYGEN METABOLITE; SUCCINATE DEHYDROGENASE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ARTICLE; CONTROLLED STUDY; CYTOTOXICITY; DOSE RESPONSE; DRUG EXCRETION; DRUG METABOLISM; DRUG SCREENING; ENZYME ACTIVITY; FEMALE; HISTOCHEMISTRY; HISTOPATHOLOGY; KIDNEY; LIVER; MOUSE; NONHUMAN; OXIDATIVE STRESS; PRIORITY JOURNAL; PROTEIN EXPRESSION;

ANIMALS; BIOLOGICAL MARKERS; BUTADIENES; DOSE-RESPONSE RELATIONSHIP, DRUG; FEMALE; HISTOCYTOCHEMISTRY; KIDNEY; LIVER; MICE; NAPHTHALENES; REACTIVE OXYGEN SPECIES;

EID: 42549144960     PISSN: 02507005     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (36)

1. Viale M, Ottone M, Chiavarina B, Mariggio' MA, Prevosto C, Dell'Erba C, Petrillo G and Novi M: Preliminary evaluation in vitro of the inhibition of cell proliferation, cytotoxicity and induction of apoptosis by 1,4-bis(1-naphthyl)-2,3-dinitro-1,3-butadiene. Invest New Drug 22: 359-367, 2004.
2. Novi M, Ottone M, Dell'Erba C, Barbieri F, Chiavarina B, Maccagno M and Viale M: 1,4-Bis (1-naphthyl)-2,3-dinitro-1,3-butadiene: a novel anticancer compound effective against tumour cell lines characterized by different mechanisms of resistance. Oncol Rep 12: 91-96, 2004.
3. Dell'Erba C, Chiavarina B, Fenoglio C, Petrillo G, Codazzo C, Boncompagni E, Spinelli D, Ognio E, Aiello C, Mariggio' MA and Viale M: Inhibition of cell proliferation, cytotoxicity and induction of apoptosis of 1,4-bis(1-naphthyl)-2, 3-dinitro-1,3-butadiene in gastrointestinal tumour cell lines and preliminary evaluation of its toxicity in vivo. Pharmacol Res 52: 271-282, 2005.
4. Petrillo G, Mariggio' MA, Aiello C, Cordazzo C, Fenoglio C, Morganti S, Croce M, Rizzato E, Spinelli D, Maccagno M, Bianchi L, Prevosto C and Viale M: Design, synthesis and in vitro evaluation of new naphthylnitrobutadienes with potential antiproliferative activity: towards a structure/activity correlation. Bioorg Med Chem, DOI: 10.1016/j.bmc.2007.09.042, in press.
5. Viale M, Petrillo G, Chiavarina B, Mariggio' MA, Spinelli D, Aiello C and Dell'Erba C: Preliminary in vitro evaluation of the antitumour activity of 1-naphthyl-2-nitrobutadiene derivatives. "Abstract" Tumori 4(Suppl): 103, 2005.
6. Petrillo G, Fenoglio C, Ognio E, Aiello C, Spinelli D, Mariggio' MA, Maccagno M, Morganti S, Cordazzo C and Viale M: Naphthylnitrobutadienes as pharmacologically-active molecules: evaluation of the in vivo antitumour activity. Invest New Drug 25: 535-544, 2007.
7. Dell'Erba C, Mele A, Novi M, Petrillo G and Stagnaro P: Synthetic exploitation of the ring-opening of 3,4-dinitrothiophene. A novel access to 1,4-dialkyl- and l14-diaryl-2,3-dinitro-1,3-butadienes. Tetrahedron Lett 31: 4933-4936, 1990.
8. Dell'Erba C, Mele A, Novi M, Petrillo G and Stagnaro P: Synthetic exploitation of the ring-opening of 3,4-dinitrothiophene. Access to 1,4-disubstituted 2,3-dinitro-1,3-butadienes and 2,3-butanedione dioximes. Tetrahedron 48: 4407-4418, 1992.
9. Bianchi L, Dell'Erba C, Maccagno M, Morganti S, Petrillo G, Rizzato E, Sancassan F, Severi E, Spinelli D and Tavani C: Nitrobutadienes from β-nitrothiophenes: valuable building-blocks in the overall ring-opening/ring-closure protocol to homo- or hetero-cycles. Arkivoc vii, pp. 169-185, 2006.
10. Kerver ED, Vogels IM, Bosch KS, Vreeling-Sinderalova H, Van den Munckof RJ and Frederiks WM: In situ detection of spontaneous superoxide anion and singlet oxygen production by mitochondria in rat liver and small intestine. Histochem J 29: 229-237, 1997.
11. Loyda Z, Gossrau R and Schiebler TH: Enzyme Histochemistry. A laboratory Manual. Springer Verlag, New York, pp. 258-261, 1979.
12. Burstone MS: Enzyme Histochemistry and its Application on the Study of Neoplasm. Academic Press, New York, pp. 276-277, 1962.
13. McGadey J: A tetrazolium method for non-specific alkaline phosphatase. Histochemie 23: 180-184, 1970.
14. Van Noorden CJF and Jonges GN: Quantification of the histochemical reaction for alkaline phosphatase activity using the indoxil-tetranitro BT method. Histochem J 19: 94-102, 1987.
15. Van Noorden CJF and Frederiks WM: Enzyme Histochemistry. A Laboratory Manual of Current Methods. Oxford University Press, Oxford. Royal Microscopy Society, pp. 88-89, 1992.
16. Teutsch HF: Improved method for the histochemical demonstration of glucose-6-phosphate activity. Histochem 57: 107-1117, 1978.
17. Halbhuber KJ, Hulstaert CE, Feurstein H and Zimmerman N: Cerium as capturing agent in phosphatase and oxidase histochemistry. Progr Histochem Cytochem 27: 1-118, 1994.
18. Van Schaftingen E and Gerin I: The glucose-6-phosphatase system. Biochem J 362: 513-532, 2002.
19. Feuer G, Goldberg L and LePelley JR: Liver response tests. I. Exploratory studies on glucose-6-phosphatase and other liver enzymes. Food Cosmet Toxicol 3: 235-249, 1965.
20. Richter C, Gogvadze V, Laffranchi R, Schlapbach R, Schweizer M, Suter M, Walter P and Yaffee M: Oxidants in mitochondria: from physiology to diseases. Biochim Biophys Acta 1271: 67-74, 1995.
21. Kiffin R, Bandyopadhyay U and Cuervo AM: Oxidative stress and autophagy. Antioxid Redox Signal 8: 152-161, 2006.
22. Kaushik S and Cuervo AM: Autophagy as a cell-repair mechanism: activation of chaperon-mediated autophagy during oxidative stress. Mol Aspects Med 27: 444-454, 2006.
23. Moore MN and Allen JI and Somerfield PJ: Autophagy: role in surviving environmental stress. Mar Environ Res 62: S420-S425, 2006.
24. Aggarwald SK: A histochemical approach to the mechanism of action of cisplatin and its analogues. J Histochem Cytochem 41: 1053-1073, 1993.
25. Isnard-Bagnis C, Moulin B, Launay-Vacher V, Izzedine H, Tostivint I and Deray G: Anticancer drug-induced nephrotoxicity. Nephrol Ther 1: 101-114, 2005.
26. Taguchi T, Nazneen A, Abid MR and Razzaque MS: Cisplatin-associated nephrotoxicity and pathological events. Contrib Nephrol 148: 107-121, 2005.
27. Higgins CF: Multiple molecular mechanisms for multidrug resistance transporters. Nature 446: 749-757, 2007.
28. Center MS: Mechanisms regulating cell resistance to adriamycin. Evidence that drug accumulation in resistant cells is modulated by phosphorylation of a plasma membrane glycoprotein. Biochem Pharmacol 34: 1471-1476, 1985.
29. Calhau C, Martel F, Hipolito-Reis C and Azevedo I: Effect of P-glycoprotein modulators on alkaline phosphatase activity in cultured rat hepatocyte. Cell Physiol Biochem 10: 195-202, 2000.
30. Martins MJ, Negræo MR and Hipolito-Reis C: Alkaline phosphatase from rat liver and kidney is differentially modulated. Clin Biochem 34: 463-468, 2001.
31. Thiebaut F, Tsuruo T, Hamada H, Gottesman MM, Pastan I and Willingham MC: Cellular localization of the multidrug-resistance gene product P-glycoprotein in normal human tissues. Proc Nat Acad Sci USA 84: 7735-7738, 1987.
32. Chieli E, Romiti N, Cervelli F and Tongiani R: Effects of flavonols on P-glycoprotein activity in cultured rat hepatocytes. Life Sci 57: 1741-1751, 1995.
33. Zhang L, Brett CM and Giacomini KM: Role of organic cation transporters in drug absorption and elimination. Annu Rev Pharmacol Toxicol 38: 431-460, 1998.
34. Ziemann C, Burkle A, Kahl GF and Hirsch-Ernst KI: Reactive oxygen species participate in mdr1b mRNA and P-glycoprotein over expression in primary rat hepatocyte cultures. Carcinogenesis 20: 407-414, 1999.
35. Katz NR: Metabolic heterogeneity of hepatocytes across the liver acinus. J Nutr 122: 843-849, 1992.
36. Jungermann K and Kietzmann T: Oxygen: modulator of metabolic zonation and disease of the liver. Hepatology 31: 255-259, 2000.