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Chemical Compound Review

AGN-PC-000C74     2-[[19-amino-7-(3,4- dicarboxybutanoyloxy)...

Synonyms: CCRIS 4434, AG-K-57028, ACMC-20clhu, F3771_SIGMA, CTK4A9760, ...
 
 
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Disease relevance of CCRIS 4434

  • The toxicity of purified FB1, FB2, and FB3, individually and in combination (3:1:1 ratio), were evaluated with regard to their embryo toxicity by injection of the toxins into the air cell of chicken eggs at 72 h of incubation [1].
  • Fumonisin B2 (FB2), a secondary metabolite of the fungus Fusarium moniliforme, was administered at a dose of 7.5 mg/kg body weight to male BD IX rats by ip injection or by gavage [2].
 

High impact information on CCRIS 4434

 

Biological context of CCRIS 4434

 

Anatomical context of CCRIS 4434

  • However, if the effective dose level (EDL) is considered (i.e. the lowest level of toxin that binds to the hepatocytes to elicit a cytotoxic effect), FB1 and FB2 exhibited a similar cytotoxic effect [7].
  • Peripheral blood lymphocytes were isolated from broiler chicks that had ingested feed amended with autoclaved Fusarium proliferatum culture material containing fumonisin B1 (FB1), fumonisin B2 (FB2) and moniliformin [8].
 

Associations of CCRIS 4434 with other chemical compounds

  • The minimum detectable amounts for the o-phthaldialdehyde derivatives of FB1 and FB2 were 0.025 microg/g (1 ng injected) and 0.125 microg/g (5 ng), respectively [4].
  • The ground food (tortilla chips, nacho chips, taco shells, or air-dried corn tortillas) was extracted with methanol-water (8:2) or methanol-acetonitrile-water (25:25:50), which also extracted FB1 and fumonisin B2 (FB2) [9].
  • DON, 15-ADON, 3-ADON, NIV, 4-ANIV, ZEA, FB1, FB2, and FB3 were detected in mouldy corn with mean values of 4.0, 0.9, 0.2, 1.7, 0.4, 0.6, 23.2, 7.5, and 6.3 micrograms/g, respectively [10].
  • It was shown by NMR and mass spectrometry to be an isomer of fumonisin B2 that has free hydroxyl groups at C-3 and C-10 instead of the normal C-3 and C-5 [11].
 

Gene context of CCRIS 4434

 

Analytical, diagnostic and therapeutic context of CCRIS 4434

  • AP1 and, separately, FB1 and FB2 were determined as their o-phthaldialdehyde-mercaptoethanol (OPA/MCE) and, in some cases, 4-fluoro-7-nitrobenzofurazan (NBD-F) derivatives by gradient reverse phase liquid chromatography with fluorescence detection [9].
  • The influence of five factors (extraction solvent, extraction mode, volume of extraction solvent, test sample size and clean-up) on method performances was tested by four laboratories using spiked materials (0.5 microgram/g and 1.5 micrograms/g FB1 + FB2) and naturally contaminated materials (ca 1.5 micrograms/g with FB1 + FB2) [14].
  • Samples and maize cultures were analysed for FB1 and FB2 using TLC and fluorescamine-derivative HPLC [15].

References

  1. The toxicity of fumonisin B1, B2, and B3, individually and in combination, in chicken embryos. Henry, M.H., Wyatt, R.D. Poult. Sci. (2001) [Pubmed]
  2. Toxicokinetics of the mycotoxin fumonisin B2 in rats. Shephard, G.S., Thiel, P.G., Sydenham, E.W., Snijman, P.W. Food Chem. Toxicol. (1995) [Pubmed]
  3. Induction of apoptosis in cultured human proximal tubule cells by fumonisins and fumonisin metabolites. Seefelder, W., Humpf, H.U., Schwerdt, G., Freudinger, R., Gekle, M. Toxicol. Appl. Pharmacol. (2003) [Pubmed]
  4. Determination of fumonisins B1 and B2 in herbal tea and medicinal plants in Turkey by high-performance liquid chromatography. Omurtag, G.Z., Yazicioğlu, D. J. Food Prot. (2004) [Pubmed]
  5. A comparison of clinical, histopathological and cell-cycle markers in rats receiving the fungal toxins fumonisin B1 or fumonisin B2 by intraperitoneal injection. Bondy, G.S., Barker, M.G., Lombaert, G.A., Armstrong, C.L., Fernie, S.M., Gurofsky, S., Huzel, V., Savard, M.E., Curran, I.H. Food Chem. Toxicol. (2000) [Pubmed]
  6. Fumonisin and beauvericin induce apoptosis in turkey peripheral blood lymphocytes. Dombrink-Kurtzman, M.A. Mycopathologia (2003) [Pubmed]
  7. Interaction of 14C-labelled fumonisin B mycotoxins with primary rat hepatocyte cultures. Cawood, M.E., Gelderblom, W.C., Alberts, J.F., Snyman, S.D. Food Chem. Toxicol. (1994) [Pubmed]
  8. Lymphocyte cytotoxicity and erythrocytic abnormalities induced in broiler chicks by fumonisins B1 and B2 and moniliformin from Fusarium proliferatum. Dombrink-Kurtzman, M.A., Javed, T., Bennett, G.A., Richard, J.L., Cote, L.M., Buck, W.B. Mycopathologia (1993) [Pubmed]
  9. Determination of hydrolysed fumonisin B1 in alkali-processed corn foods. Scott, P.M., Lawrence, G.A. Food additives and contaminants. (1996) [Pubmed]
  10. Co-occurrence of Fusarium mycotoxins in mouldy and healthy corn from Korea. Sohn, H.B., Seo, J.A., Lee, Y.W. Food additives and contaminants. (1999) [Pubmed]
  11. A new fumonisin from solid cultures of Fusarium moniliforme. Plattner, R.D., Weisleder, D., Shackelford, D.D., Peterson, R.P., Powell, R.G. Mycopathologia (1992) [Pubmed]
  12. Evaluation of a liquid chromatographic method for the determination of fumonisins in corn, poultry feed, and Fusarium culture material. Rice, L.G., Ross, P.F., Dejong, J., Plattner, R.D., Coats, J.R. Journal of AOAC International. (1995) [Pubmed]
  13. Isolation and purification of fumonisin B1 and B2 from rice culture. Meredith, F.I., Bacon, C.W., Norred, W.P., Plattner, R.D. Adv. Exp. Med. Biol. (1996) [Pubmed]
  14. Comparison of different extraction and clean-up procedures for the determination of fumonisins in maize and maize-based food products. De Girolamo, A., Solfrizzo, M., von Holst, C., Visconti, A. Food additives and contaminants. (2001) [Pubmed]
  15. Mycoflora and fumonisin-producing strains of Fusarium moniliforme in mixed poultry feeds and component raw material. Castellá, G., Bragulat, M.R., Cabañes, F.J. Mycopathologia (1996) [Pubmed]
 
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