Structure elucidation and in vitro cytotoxicity of ochratoxin α amide, a new degradation product of ochratoxin A

Mycotoxin Research

Volumn 31, Issue 2, 2015, Pages 83-90

  Bittner, Andrea ^a   Cramer, Benedikt ^a   Harrer, Henning ^a   Humpf, Hans Ulrich ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

Coffee; Degradation; Detoxification; Extrusion; Light; Ochratoxin A; Ochratoxin amide; Roasting; Thermal stability

Indexed keywords

AMIDE; OCHRATOXIN;

CELL LINE; CELL SURVIVAL; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECTS; EPITHELIUM CELL; FOOD CONTAMINATION; FOOD HANDLING; HEAT; HUMAN; IC50; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

AMIDES; CELL LINE; CELL SURVIVAL; EPITHELIAL CELLS; FOOD CONTAMINATION; FOOD HANDLING; HOT TEMPERATURE; HUMANS; INHIBITORY CONCENTRATION 50; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; MOLECULAR STRUCTURE; OCHRATOXINS;

EID: 84940008814     PISSN: 01787888     EISSN: 18671632     Source Type: Journal    
DOI: 10.1007/s12550-014-0218-y     Document Type: Article

References (24)

1. Beyer M, Dänicke S, Rohweder D, Humpf HU (2010) Determination of deoxynivalenol-sulfonate (DONS) in cereals by hydrophilic interaction chromatography coupled to tandem mass spectrometry. Mycotoxin Res 26(2):109–117
2. Bittner A, Cramer B, Humpf HU (2013) Matrix binding of ochratoxin A during roasting. J Agric Food Chem 61:12737–12743
3. Bretz M, Beyer M, Cramer B, Knecht A, Humpf HU (2006) Thermal degradation of the Fusarium mycotoxin deoxynivalenol. J Agric Food Chem 54:6445–6451
4. Brown MH, Szczech GM, Purmalis BP (1976) Teratogenic and toxic effects of ochratoxin A in rats. Toxicol Appl Pharmacol 37:331–338
5. Castells M, Pardo E, Ramos AJ, Sanchis V, Marin S (2006) Reduction of ochratoxin A in extruded barley meal. J Food Prot 69:1139–1143
6. Commission E (2006) Commission regulation No 1881/2006 of 19 December 2006 setting maximum levels for certain contaminants in foodstuffs. Off J Eur Union L364:5–24
7. Cramer B, Königs M, Humpf HU (2008) Identification and in vitro cytotoxicity of ochratoxin A degradation products formed during coffee roasting. J Agric Food Chem 56:5673–5681
8. Cramer B, Harrer H, Nakamura K, Uemura D, Humpf HU (2010) Total synthesis and cytotoxicity evaluation of all ochratoxin A stereoisomers. Bioorg Med Chem 18:343–347
9. Entwisle AC, Williams AC, Mann PJ, Slack PT, Gilbert J (2000) Liquid chromatographic method with immunoaffinity column cleanup for determination of ochratoxin A in barley: collaborative study. J AOAC Int 83:1377–1383
10. European Commission Scientific Committee for Food (2002), SCOOP task 3.2.7. Reports on tasks for scientific cooperation: assessment of dietary intake of ochratoxin A by the population of EU Member States. Available from: http://ec.europa.eu/food/fs/scoop/3.2.7_en.pdf (Accessed 17 December 2014)
11. European Food Safety Authority (EFSA) (2006) Opinion of the scientific panel on contaminants in the food chain on a request from the commission related to ochratoxin A in food. EFSA J 365:1–56
12. International Agency for Research on Cancer (IARC) (1993) Some naturally occurring substance: some food items and constituents, heterocyclic aromatic amines and mycotoxins. IARC Monogr Eva Carcinog Risks Hum 56:489
13. Ishiyama M, Tominaga H, Shiga M, Sasamoto K, Ohkura Y, Ueno KA (1996) Combined assay of cell viability and in vitro cytotoxicity with a highly water-soluble tetrazolium salt, neutral red and crystal violet. Biol Pharm Bull 19:1518–1520
14. Jalili M, Jinap S, Son R (2011) The effect of chemical treatment on reduction of aflatoxins and ochratoxin A in black and white pepper during washing. Food Addit Contam Part A 28:485–493
15. Jaynes WF, Zartman RE (2011) Aflatoxin toxicity reduction in feed by enhanced binding to surface-modified clay additives. Toxins (Basel) 3:551–565
16. Krogh P (1992) Role of ochratoxin in disease causation. Food Chem Toxicol 30:213–224
17. Petzinger E, Weidenbach A (2002) Mycotoxins in the food chain: the role of ochratoxins. Livest Prod Sci 76:245–250
18. Romani S, Pinnavaia GG, Dalla Rosa M (2003) Influence of roasting levels on ochratoxin A content in coffee. J Agric Food Chem 51:5168–5171
19. Schmidt-Heydt M, Cramer B, Graf I, Lerch S, Humpf HU, Geisen R (2012a) Wavelength-dependent degradation of ochratoxin and citrinin by light in vitro and in vivo and its implications on Penicillium. Toxins (Basel) 4:1535–1551
20. Schmidt-Heydt M, Graf E, Stoll D, Geisen R (2012b) The biosynthesis of ochratoxin A by Penicillium as one mechanism for adaptation to NaCl rich foods. Food Microbiol 29:233–241
21. Scudamore KA, Banks JN, Guy RC (2004) Fate of ochratoxin A in the processing of whole wheat grain during extrusion. Food Addit Contam 21:488–497
22. Tveito G, Hansteen IL, Dalen H, Haugen A (1989) Immortalization of normal human kidney epithelial cells by nickel (II). Cancer Res 49:1829–1835
23. van der Merwe KJ, Steyn PS, Fourie L, Scott DB, Theron JJ (1965) Ochratoxin A, a toxic metabolite produced by Aspergillus ochraceus. Wilh Nat 205:1112–1113
24. Wu Q, Lohrey L, Cramer B, Yuan Z, Humpf HU (2011) Impact of physicochemical parameters on the decomposition of deoxynivalenol during extrusion cooking of wheat grits. J Agric Food Chem 59:12480–12485