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Chemical Compound Review

DIBUTYLTIN     dibutyltin

Synonyms: Dibutyl-zinn, AC1L1MMR, LS-146502, AKOS015913920, BRN 4123669, ...
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Disease relevance of dibutyltin


High impact information on dibutyltin


Chemical compound and disease context of dibutyltin


Biological context of dibutyltin

  • Studies on energy-linked reactions: inhibition of oxidative phosphorylation and energy-linked reactions by dibutyltin dichloride [13].
  • Additional studies showed that other organotin compounds, including trimethyltin, triphenyltin, and dibutyltin had minimal effects on cytosolic Ca2+, DNA fragmentation, and cell viability [14].
  • Concentrations of di-n-butyltin in embryos, maternal liver and maternal blood on day 9 of gestation were increased by CCl4 pretreatment, which inhibited the activity of maternal hepatic microsomal drug-metabolizing enzymes [15].
  • In order to elucidate the present status of contamination by butyltin (BT) compounds, we measured the levels of BTs [monobutyltin (MBT), dibutyltin (DBT) and TBT] in seawater and Caprella spp. samples obtained from the western part of Seto Inland Sea, Uwa Sea and Uranouchi Bay in western Japan during March to September, 2001 [16].
  • Effects of maternal age on teratogenicity of di-n-butyltin diacetate in rats [17].

Anatomical context of dibutyltin

  • Cerulein induced acute pancreatitis and dibutyltin dichloride induced pancreas fibrosis were used as experimental models for acute and chronic fibrogenic reactions, respectively [18].
  • The effects of di-n-butyltin dichloride on heme oxygenase and cytochrome P-450 were pronounced in the small intestine and extended to the liver and kidneys within 21 hr after oral-exposure, whereas TBTO did not affect the liver until much later (6 days), when cytochrome P-450 content was reduced markedly (30%) [19].
  • Selective inhibition of immature CD4-CD8+ thymocyte proliferation, but not differentiation, by the thymus atrophy-inducing compound di-n-butyltin dichloride [20].
  • Higher concentrations of TBT and DBT decreased the cytotoxic function of NK cells (by greater than 90%) after only a 1-h exposure [21].
  • In relation to the thymolytic activity of dialkyltin compounds, the effects of di-n-butyltin (DBTC) and di-n-octyltin dichloride (DOTC) on the ultrastructure of the rat thymus, the proliferation of bone marrow stem cells and their interference with growth hormone production are analyzed [22].

Associations of dibutyltin with other chemical compounds

  • It was found that of eight immunoactive chemicals, only HgCl2, dinitrochlorobenzene, and dibutyltin dichloride induced synthesis of HSC73/HSP72 and HSP90 in murine splenocytes in vitro [23].
  • As a result in the presence of acclimatized biomass, half-lives of 1.4, 3.6, 9.8 and 5.0 days were calculated for TBT, DBT, MBT and TPhT, respectively [24].
  • Tri-n-butyltin chloride (TBTC), tri-n-butyltin oxide (TBTO), and their in vitro metabolites in rat liver microsomal enzyme systems, di-n-butyl(3-hydroxybutyl)tin chloride (T3OH), di-n-butyl(3-oxobutyl)tin chloride (T3CO), dibutyltin dichloride (DBTC), and monobutyltin trichloride (MBTC), were intraperitoneally administered to rats [25].
  • Proliferin induction and morphological transformation were both reduced in confluent cultures treated with di-n-butyltin dichloride, as compared to subconfluent cultures [26].
  • 2- and 4-Nitrophenyl beta-D-xylopyranosides (4 and 5) were transformed, via dibutyltin oxidemediated acylation, into the corresponding 2,3-di-O-benzoyl derivatives 11 and 15 [27].

Gene context of dibutyltin


Analytical, diagnostic and therapeutic context of dibutyltin


  1. Pancreatic fibrosis in experimental pancreatitis induced by dibutyltin dichloride. Sparmann, G., Merkord, J., Jäschke, A., Nizze, H., Jonas, L., Löhr, M., Liebe, S., Emmrich, J. Gastroenterology (1997) [Pubmed]
  2. Anti-monocyte chemoattractant protein 1 gene therapy attenuates experimental chronic pancreatitis induced by dibutyltin dichloride in rats. Zhao, H.F., Ito, T., Gibo, J., Kawabe, K., Oono, T., Kaku, T., Arita, Y., Zhao, Q.W., Usui, M., Egashira, K., Nawata, H. Gut (2005) [Pubmed]
  3. Inhibitory effect of dibutyltin dichloride on pancreatic adenocarcinoma development by N-nitrosobis(2-oxopropyl)amine in the Syrian hamster. Jang, J.J., Takahashi, M., Furukawa, F., Toyoda, K., Hasegawa, R., Sato, H., Hayashi, Y. Jpn. J. Cancer Res. (1986) [Pubmed]
  4. Species-specific isotope dilution analysis and isotope pattern deconvolution for butyltin compounds metabolism investigations. Rodríguez-González, P., Rodríguez-Cea, A., Alonso, J.I., Sanz-Medel, A. Anal. Chem. (2005) [Pubmed]
  5. Camostat mesilate attenuates pancreatic fibrosis via inhibition of monocytes and pancreatic stellate cells activity. Gibo, J., Ito, T., Kawabe, K., Hisano, T., Inoue, M., Fujimori, N., Oono, T., Arita, Y., Nawata, H. Lab. Invest. (2005) [Pubmed]
  6. Nociception in persistent pancreatitis in rats: effects of morphine and neuropeptide alterations. Vera-Portocarrero, L.P., Lu, Y., Westlund, K.N. Anesthesiology (2003) [Pubmed]
  7. Thymocyte injury after in vitro chemical exposure: potential mechanisms for thymic atrophy. Comment, C.E., Blaylock, B.L., Germolec, D.R., Pollock, P.L., Kouchi, Y., Brown, H.W., Rosenthal, G.J., Luster, M.I. J. Pharmacol. Exp. Ther. (1992) [Pubmed]
  8. The mutagenicity of organotin compounds as environmental pollutants. Hamasaki, T., Sato, T., Nagase, H., Kito, H. Mutat. Res. (1993) [Pubmed]
  9. A mixture toxicity study employing combinations of tributyltin chloride, dibutyltin dichloride, and tin chloride using the marine bacterium Vibrio harveyi as the test organism. Thomulka, K.W., Lange, J.H. Ecotoxicol. Environ. Saf. (1996) [Pubmed]
  10. Butyltin compounds in human liver. Nielsen, J.B., Strand, J. Environmental research. (2002) [Pubmed]
  11. Antidotal effects of 2,3-dimercaptopropane-1-sulfonic acid (DMPS) and meso-2,3-dimercaptosuccinic acid (DMSA) on the organotoxicity of dibutyltin dichloride (DBTC) in rats. Merkord, J., Weber, H., Kröning, G., Hennighausen, G. Human & experimental toxicology. (2000) [Pubmed]
  12. The acute toxicity and in vivo antitumour activity against L1210 leukemia of triphenyltin 3,5-diisopropylsalicylate, bis (di-n-butyl-(s)-2-pyrrolidone-5-carboxylato)tin oxide and di-n-butyltin bis(3-amino-4-methylbenzoate). Gielen, M., de Vos, D., Meriem, A., Boualam, M., el Khloufi, A., Willem, R. In Vivo (1993) [Pubmed]
  13. Studies on energy-linked reactions: inhibition of oxidative phosphorylation and energy-linked reactions by dibutyltin dichloride. Cain, K., Hyams, R.L., Griffiths, D.E. FEBS Lett. (1977) [Pubmed]
  14. Tributyltin stimulates apoptosis in rat thymocytes. Aw, T.Y., Nicotera, P., Manzo, L., Orrenius, S. Arch. Biochem. Biophys. (1990) [Pubmed]
  15. Enhanced teratogenic activity of di-n-butyltin diacetate by carbon tetrachloride pretreatment in rats. Noda, T., Morita, S., Baba, A. Food Chem. Toxicol. (1994) [Pubmed]
  16. Status of butyltin pollution along the coasts of western Japan in 2001, 11 years after partial restrictions on the usage of tributyltin. Murai, R., Takahashi, S., Tanabe, S., Takeuchi, I. Mar. Pollut. Bull. (2005) [Pubmed]
  17. Effects of maternal age on teratogenicity of di-n-butyltin diacetate in rats. Noda, T., Yamano, T., Shimizu, M. Toxicology (2001) [Pubmed]
  18. Translocation of p21(Cip1/WAF1) from the nucleus to the cytoplasm correlates with pancreatic myofibroblast to fibroblast cell conversion. Manapov, F., Muller, P., Rychly, J. Gut (2005) [Pubmed]
  19. Actions of orally administered organotin compounds on heme metabolism and cytochrome P-450 content and function in intestinal epithelium. Rosenberg, D.W., Kappas, A. Biochem. Pharmacol. (1989) [Pubmed]
  20. Selective inhibition of immature CD4-CD8+ thymocyte proliferation, but not differentiation, by the thymus atrophy-inducing compound di-n-butyltin dichloride. Pieters, R.H., Bol, M., Ariëns, T., Punt, P., Seinen, W., Bloksma, N., Penninks, A.H. Immunology (1994) [Pubmed]
  21. Butyltin exposure causes a rapid decrease in cyclic AMP levels in human lymphocytes. Whalen, M.M., Loganathan, B.G. Toxicol. Appl. Pharmacol. (2001) [Pubmed]
  22. On the mechanism of dialkyltin-induced thymus involution. Penninks, A., Kuper, F., Spit, B.J., Seinen, W. Immunopharmacology (1985) [Pubmed]
  23. Stress proteins (HSP) and chemical-induced autoimmunity. Albers, R., van der Pijl, A., Bol, M., Seinen, W., Pieters, R. Toxicol. Appl. Pharmacol. (1996) [Pubmed]
  24. Aerobic biodegradation of organotin compounds in activated sludge batch reactors. Stasinakis, A.S., Thomaidis, N.S., Nikolaou, A., Kantifes, A. Environ. Pollut. (2005) [Pubmed]
  25. Some sulfur-containing metabolites of tri-n-butyltin chloride in male rats. Suzuki, T., Kondo, K., Uchiyama, M., Murayama, M. J. Agric. Food Chem. (1999) [Pubmed]
  26. Promotion of morphological transformation by Di-n-butyltin dichloride in C3H/10T1/2 cells: prediction by prior expression of tumour promoter-responsive genes. Parfett, C.L., Marquardt, T., Pilon, R. Food Chem. Toxicol. (2000) [Pubmed]
  27. Synthesis of 2- and 4-nitrophenyl beta-glycosides of beta-(1-->4)- D-xylo-oligosaccharides of dp 2-4. Takeo, K., Ohguchi, Y., Hasegawa, R., Kitamura, S. Carbohydr. Res. (1995) [Pubmed]
  28. Identification by DNA macroarray of nur77 as a gene induced by di-n-butyltin dichloride: its role in organotin-induced apoptosis. Gennari, A., Bleumink, R., Viviani, B., Galli, C.L., Marinovich, M., Pieters, R., Corsini, E. Toxicol. Appl. Pharmacol. (2002) [Pubmed]
  29. The role of monocyte chemoattractant protein-1 in experimental chronic pancreatitis model induced by dibutyltin dichloride in rats. Inoue, M., Ino, Y., Gibo, J., Ito, T., Hisano, T., Arita, Y., Nawata, H. Pancreas (2002) [Pubmed]
  30. Evaluation of mitogen-induced responses in marine mammal and human lymphocytes by in-vitro exposure of butyltins and non-ortho coplanar PCBs. Nakata, H., Sakakibara, A., Kanoh, M., Kudo, S., Watanabe, H., Nagai, N., Miyazaki, N., Asano, Y., Tanabe, S. Environ. Pollut. (2002) [Pubmed]
  31. Apoptosis of cerebellar granule cells induced by organotin compounds found in drinking water: involvement of MAP kinases. Mundy, W.R., Freudenrich, T.M. Neurotoxicology (2006) [Pubmed]
  32. Effects of in utero tributyltin chloride exposure in the rat on pregnancy outcome. Adeeko, A., Li, D., Forsyth, D.S., Casey, V., Cooke, G.M., Barthelemy, J., Cyr, D.G., Trasler, J.M., Robaire, B., Hales, B.F. Toxicol. Sci. (2003) [Pubmed]
  33. Expression of hepatocyte growth factor, keratinocyte growth factor and their receptors in experimental chronic pancreatitis. Otte, J.M., Schwenger, M., Brunke, G., Sparmann, G., Emmrich, J., Schmitz, F., Fölsch, U.R., Herzig, K.H. Eur. J. Clin. Invest. (2001) [Pubmed]
  34. Structure-activity comparison of organotin species: dibutyltin is a developmental neurotoxicant in vitro and in vivo. Jenkins, S.M., Ehman, K., Barone, S. Brain Res. Dev. Brain Res. (2004) [Pubmed]
  35. Speciation of organotin compounds by capillary electrophoresis using indirect ultraviolet absorbance detection. Han, F., Fasching, J.L., Brown, P.R. J. Chromatogr. B, Biomed. Appl. (1995) [Pubmed]
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