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Recent advances in analytical procedures for the detection of diarrhetic phycotoxins: a review

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Abstract

Okadaic acid and dinophysistoxins are produced by some marine unicellular algae from the plankton and also benthic microalgae and may accumulate in shellfish. These phycotoxins are involved in a gastrointestinal syndrome called diarrhetic shellfish poisoning (DSP), which occurs in humans after consumption of bivalve molluscs. Thousands cases of human poisonings in Europe were caused by consumption of toxic shellfish during the past decade. The rapid detection and the reliable determination of the main phycotoxins implicated in DSP are a major concern for governmental institutions in charge of the sanitary control of seafood safety. Analytical procedures for the detection and determination of DSP toxins can be classified as: bioassays, biochemical methods including immunoassays, or physicochemical methods. Although a large number of methods have been developed, none have been officially validated. A complete panel of tools for DSP toxin analysis should include screening, investigation, and confirmation methods. This paper presents a compilation of recent developments and optimisations of these methods.

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References

  • Aase B, Rogstad A (1997) Optimization of sample cleanup procedure for determination of diarrhetic shellfish poisoning toxins by use of experimental design. J. Chromatography A 764: 223–231

    Article  CAS  Google Scholar 

  • Akasaka K, Ohrui H, Meguro H, Yasumoto T (1996) Fluorimetric determination of diarrhetic shellfish toxins in scallops and mussels by high-performance liquid chromatography. J. Chromatography A 729: 381–386

    Article  CAS  Google Scholar 

  • Amzil Z, Pouchus YF, Morel D, Marcaillou-Le Baut C, Verbist JF (1996) Simplification of the cytodetection method on KB cells for DSP toxins detection in shellfish. Abstracts, IXth International Symposium on Mycotoxins and Phycotoxins, Rome, May 24–31: 265.

  • Bouaïcha N, Hennion MC, Sandra P (1997) Determination of okadaic acid by micellar electrokinetic chromatography with ultraviolet detection. Toxicon 35: 273–281.

    Article  PubMed  Google Scholar 

  • Carmody EP, James KJ, Kelly SS (1995) Diarrhetic shellfish poisoning: evaluation of enzyme-linked immunosorbent assay methods for determination of dinophysistoxin-2. J. AOAC Int. 78(6): 1403–1408.

    CAS  Google Scholar 

  • Carmody EP, James KJ, Kelly SS (1996) Dinophysistoxin-2: the predominant diarrhoetic shellfish toxin in Ireland. Toxicon 34: 351–359.

    Article  PubMed  CAS  Google Scholar 

  • Croci L, Draisci R, Lucentini L, Cozzi L, Giannetti L, Toti L, Stacchini A (1995) Influence of the extraction procedure on recovery of okadaic acid from experimentally contaminated mussels. Toxicon 33: 1511–1518.

    Article  PubMed  CAS  Google Scholar 

  • Croci L, Cozzi L, Stacchini A, DeMedici D, Toti L (1997) A rapid tissue culture assay for the detection of okadaic acid and related compounds in mussels. Toxicon 35: 223–230.

    Article  PubMed  CAS  Google Scholar 

  • Della Loggia R, Sidari L, Honsel G, Sosa S, Viezzoli A, Tubaro A (1998) The PP2A inhibition assay for DSP monitoring: Two years of experience. Proceedings of the 8th International Conference on Harmful Algal Blooms, Vigo, June 1997: 549–550.

  • Diogene G, Fessard V, Dubreuil A, Puiseux-Dao S (1995) Comparative studies of the actin cytoskeleton response to maitotoxin and okadaic acid. Toxic. in vitro 9: 1–10.

    Article  CAS  Google Scholar 

  • Draisci R, Lucentini L, Giannetti L, Boria P, Stacchini A (1995) Detection of diarrhoetic shellfish toxins in mussels from Italy by ion spray liquid chromatography-mass spectrometry. Toxicon 33: 1591–1603.

    Article  PubMed  CAS  Google Scholar 

  • Draisci R, Giannetti L, Lucentini L, Marchiafava C, James KJ, Bishop AG, Healy BM, Kelly SS (1998) Isolation of a new okadaic acid analogue from phytoplankton implicated in diarrhetic shellfish poisoning. J. Chromatography A 798: 137–145.

    Article  CAS  Google Scholar 

  • Fernandez ML, Cembella AD (1996) Mammalian bioassays. In Hallegraeff GM, Anderson DM, Cembella AD (eds), Harmful Marine Microalgae. UNESCO, Paris, IOC Manual 33: 213–228.

    Google Scholar 

  • Fessard V, Pfohl-Leszkowicz A, Grosse Y, Puiseux-Dao S (1996) Okadaic acid treatment induces DNA adduct formation in BHK21 C13 fibroblasts and HESV keratinocytes. Mut. Res. 361: 133–141.

    CAS  Google Scholar 

  • Fiorentini C, Matarrese P, Fattorossi A, Donelli G (1996) Okadaic acid reorganizes the actin skeleton in intestinal cultured cells. Abstracts, IXth International Symposium on Mycotoxins and Phycotoxins, Rome, May 24–31: 71.

  • Fremy JM, Gleizes E, Quod JP, Ammar M, Turquet J (1996) Reliable use of an ELISA test kit for DSP toxin determination in dinoflagellate cultures and shellfish. Abstracts, IXth International Symposium on Mycotoxins and Phycotoxins, Rome, May 24–31: 266.

  • Fremy JM, Park DL, Gleizes E, Mohapatra SK, Goldsmith CH, Sikorska HM (1994) Application of immunochemical methods for the detection of okadaic acid in mussels. J. nat. Toxins 3: 95–105.

    CAS  Google Scholar 

  • Fujiki H, Suganuma M (1993) Tumor promotion by inhibitors of protein phosphatases 1 and 2A: the okadaic class of compounds. Adv. Cancer Res. 61: 143–194.

    Article  PubMed  CAS  Google Scholar 

  • Gonzalez JC, Vieytes MR, Vieites JM, Botana LM (1998) Improvement on sample clean-up for high-performance liquid chromatographic-fluorimetric determination of diarrhetic shell-fish toxins using 1-bromoacetylpyrene. J. Chromatography A 793: 63–70.

    Article  CAS  Google Scholar 

  • Gupta V, Ogawa AK, Du XH, Houk KN, Armstrong RW (1997) A model for binding of structurally diverse natural product inhibitors of protein phosphatases PP1 and PP2A. J. med. Chem. 40(20): 3199–3206.

    Article  PubMed  CAS  Google Scholar 

  • Honkanen RE, Mowdy DE, Dickey RW (1996) Detection of DSPtoxins, okadaic acid, and dinophysistoxin-1 in shellfish by serine/threonine protein phosphatase assay. J. AOAC Int. 79(6): 1336–1343.

    PubMed  CAS  Google Scholar 

  • Hu T, Curtis JM, Walter JA, Wright JLC (1995) Identification of DTX4, a new water soluble phosphatase inhibitor from the toxic dinoflagellate Prorocentrum lima. J. Chem. Soc. Chem. Commun.: 597–599.

  • Hu T, Marr J, de Freitas AS, Quilliam M, Walter JA, Wright JL, Pleasance S (1992) New diol esters isolated from cultures of the dinoflagellates Prorocentrum lima and Prorocentrum concavum. J. nat. Prod. 55(11): 1631–1637.

    Article  CAS  Google Scholar 

  • Hummert C, Shen JL, Luckas B (1996) Automatic highperformance liquid chromatography method for the determination of diarrhetic shellfish poison. J. Chromatogr. A 729: 387–392.

    Article  PubMed  CAS  Google Scholar 

  • James KJ, Carmody EP, Kelly SS (1996) A new constituent of diarrhetic shellfish toxins in Irish mussels. Poster presented at the IXth International Symposium on Mycotoxins and Phycotoxins, Rome, May 24–31.

  • Kelly SS, Bishop AG, Carmody EP, James KJ (1996) Isolation of dinophysistoxin-2 and the high-performance liquid chromatographic analysis of diarrhetic shellfish toxins using derivatisation with 1-bromoacetylpyrene. J. Chromatography A 749(1/2): 33–40.

    Article  CAS  Google Scholar 

  • Lawrence JF, Roussel S, Ménard C (1996) Liquid chromatography determination of okadaic acid and dinophysistoxin-1 in shellfish after derivatization with 9-chloromethylanthracene. J. Chromatography A 721: 359–364.

    Article  CAS  Google Scholar 

  • Lee JS, Yanagi T, Kenma R, Yasumoto T (1987) Fluorometric determination of diarrhetic shellfish toxins by high-performance liquid chromatography. Agric. Biol. Chem. 51: 877–881.

    CAS  Google Scholar 

  • Mondeguer F, Marcaillou C, Le Plomb E, Marquais M, Simon JF, Vernoux JP (1998) Assay of diarrhoeic toxins by inhibition of phosphatase protein 2A extracted from musselmeat. Proceedings of the 8th International Conference on Harmful Algal Blooms, Vigo, June 1997: 545–546.

  • Morton SL, Tindall DR (1996) Determination of okadaic acid content of dinoflagellate cells: a comparison of the HPLC-fluorescent method and two monoclonal antibody ELISA test kits. Toxicon 34: 947–954.

    Article  PubMed  CAS  Google Scholar 

  • Murata M, Kumagai M, Lee JS, Yasumoto T (1987) Isolation and structure of yessotoxin, a polyether compound implicated in diarrhetic shellfish poisoning. Tetrahedron Letts 28(4): 5869– 5872.

    Google Scholar 

  • Murata M, Shimatani M, Sugitani H, Oshima Y, Yasumoto T (1982) Isolation and structural elucidation of the causative toxin of the diarrhetic shellfish poisoning. Bull. Jap. Soc. Sci. Fish. 48: 549–552.

    CAS  Google Scholar 

  • Nakagama H, Kaneko S, Shima H, Inamori H, Fukuda H, Kominami R, Sugimura T, Nagao M (1997) Induction of minisatellite mutation in NIH 3t3 cells by treatment with the tumor promoter okadaic acid. Proc. nat. Acad. Sci., USA 94(20): 10813–10816.

    Article  CAS  Google Scholar 

  • Pouchus YF, Amzil Z, Marcaillou-Lebaut C, James KJ, Verbist JF (1997) Specificity of the test based on modification of cell morphology for detection of lipophilic inhibitors of protein phosphatases. Toxicon 35(7): 1137–1142.

    Article  PubMed  CAS  Google Scholar 

  • Puech L, Dragacci S, Gleizes E, Fremy JM (1999) Use of immunoaffinity columns for clean up of DSP toxin extracts from shellfish prior to their analysis by HPLC-fluorimetry. Food Add. Contam. 16: 239–254.

    Article  CAS  Google Scholar 

  • Quilliam MA (1995) Analysis of diarrhetic shellfish poisoning toxins in shellfish tissue by liquid chromatography with fluorometric and mass spectrometric detection. J. AOAC Int. 78(2): 555–569.

    PubMed  CAS  Google Scholar 

  • Quilliam MA, Gilgan M, Pleasance S, de Freitas AS, Fritz L, Hu T, Marr JC, Smyth C,Wright JL (1993) Confirmation of an incident of diarrhetic shellfish poisoning in eastern Canada. In Smayda T, Shimidzu Y (eds), Toxic Phytoplankton Blooms in the Sea. Elsevier, Amsterdam: 547–552.

    Google Scholar 

  • Sasaki K, Satake M, Yasumoto T (1997) Identification of the absolute configuration of pectenotoxin 6, a polyether macrolide compound, by NMR spectroscopic method using a chiral anisotropic reagent, phenylglycine methyl ester. Biosci. Biotech. Biochem. 61(10): 1783–1785.

    Article  CAS  Google Scholar 

  • Sasaki K, Wright JL, Yasumoto T (1998) Identification and characterization of pectenotoxin 4 and 7 as spiroketal stereoisomers of two previously reported pectenotoxins. J. org. Chem. 53: 2475–2480.

    Article  Google Scholar 

  • Satake M, MacKenzie L, Yasumoto T (1997b) Identification of Protoceratium reticulatum as the biogenetic origin of yessotoxin. Natural Toxins 5: 164–167.

    Article  PubMed  CAS  Google Scholar 

  • Satake M, Tubaro A, Lee JS, Yasumoto T (1997a) Two new analogues of yessotoxin isolated from mussels of the Adriatic sea. Natural Toxins 5: 107–110.

    Article  PubMed  CAS  Google Scholar 

  • Shen JL, Hummert C, Luckas B (1996) Sensitive HPLC-fluororimetric and HPLC-MS determination of diarrhetic shellfish poisoning (DSP) toxins as 4-bromomethyl-7methoxycoumarin esters. Fresenius J. anal. Chem. (1996) 354.

  • Takai A, Sasaki K, Nagai H, Mieskes G, Isobe M, Isono K, Yasumoto T (1995) Affinity of okadaic acid to type 1 and type 2A protein phosphatases is markedly reduced by oxidation of 27-hydroxyl group. Biochem. J. 306: 657–66.

    PubMed  CAS  Google Scholar 

  • Tubaro A, Florio C, Luxich E, Sosa S, Della Loggia R, Yasumoto T (1996a) A protein phosphatase 2A inhibition assay for a fast and sensitive assessment of okadaic acid contamination in mussels. Toxicon 34(7): 743–752.

    Article  PubMed  CAS  Google Scholar 

  • Tubaro A, Florio C, Luxich E, Vertua R, Della Loggia R, Yasumoto T (1996b) Suitability of the MTT-based cytotoxicity assay to detect okadaic acid contamination of mussels. Toxicon 34(9): 965–974.

    Article  PubMed  CAS  Google Scholar 

  • Vale P, Sampayo MA (1996) DTX-2 in portuguese bivalves. In Yasumoto T, Oshima Y, Fukuyo Y (eds), Harmful and Toxic Algal Blooms. Intergovernmental Oceanographic Commission of UNESCO, Paris, 1996: 539–542.

    Google Scholar 

  • van Egmond HP, Aune T, Lassus P, Speijers GJA, Waldock M (1993) Paralytic and diarrhoeic shellfish poisons: occurrence in Europe, toxicity, analysis and regulation. J. nat. Toxins 2: 41–83.

    CAS  Google Scholar 

  • Yasumoto T (1990) Marine microorganisms toxins. An overview.In Graneli E, Sundström B, Edler L, Anderson DM (eds), Toxic Marine Phytoplankton. Elsevier, New York: 3–8.

    Google Scholar 

  • Yasumoto T, Murata M, Oshima Y, Matsumoto GK, Clardy J (1984) Diarrhetic shellfish Poisoning. In Ragelis EP (ed.), Seafood Toxins. American Chemical Society, Washington, DC: 207–214.

    Google Scholar 

  • Yasumoto T, Murata M, Oshima Y, Sano M, Matsumoto GK, Clardy J (1985) Diarrhetic shellfish toxins. Tetrahedron 41: 1019–1025.

    Article  CAS  Google Scholar 

  • Yasumoto T, Oshima Y, Yamaguchi M (1978) Occurrence of a new type of shellfish poisoning in the Tokohu district. Bull. Jap. Soc. ci. Fish. 44(11): 1249–1255.

    Google Scholar 

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Authors and Affiliations

  1. Agence Française de Sécurité Sanitaire des Aliments, Laboratoire Central d'Hygiène Alimentaire, 10 rue P. Curie, F94704, Maisons Alfort, France

    J. Marc Fremy, Lilian Puech, Sophie Krys & Sylviane Dragacci

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  1. J. Marc Fremy
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  2. Lilian Puech
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  3. Sophie Krys
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  4. Sylviane Dragacci
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Fremy, J.M., Puech, L., Krys, S. et al. Recent advances in analytical procedures for the detection of diarrhetic phycotoxins: a review. Journal of Applied Phycology 11, 377–384 (1999). https://doi.org/10.1023/A:1008198324695

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