Yessotoxins profile in strains of Protoceratium reticulatum from Spain and USA

Toxicon

Volumn 50, Issue 1, 2007, Pages 1-17

  Paz, Beatriz ^a   Riobó, Pilar ^a   Ramilo, Isabel ^b   Franco, José M ^a  

^a INSTITUTO DE INVESTIGACIONES MARINAS   (Spain)

^b Centro Oceanográfico de Vigo   (Spain)

Author keywords

HomoYTXs; LC FLD; LC MS MS; Protoceratium reticulatum; Strains; Toxin profile; YTXs

Indexed keywords

YESSOTOXIN;

ARTICLE; CONTROLLED STUDY; DINOFLAGELLATE; NONHUMAN; PARASITE ISOLATION; PRIORITY JOURNAL; PROTOCERATIUM RETICULATUM; SPAIN; TOXIN ANALYSIS; TOXIN SYNTHESIS; UNITED STATES;

ANALYSIS OF VARIANCE; ANIMALS; CHROMATOGRAPHY, LIQUID; DINOFLAGELLIDA; MARINE TOXINS; OCEANS AND SEAS; OXOCINS; SPAIN; TANDEM MASS SPECTROMETRY; UNITED STATES;

PROTOCERATIUM RETICULATUM;

EID: 34249783438     PISSN: 00410101     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.toxicon.2007.02.005     Document Type: Article

References (44)

1. Aesen J., Samdal I.A., Miles C.O., Dahl E., Briggs L.R., and Aune T. Yessotoxins in Norwegian blue mussels (Mytilus edulis): uptake from Protoceratium reticulatum, metabolism and depuration. Toxicon 45 (2005) 265-272
2. Alfonso A., de la Rosa L.A., Vieytes M.R., Yasumoto T., and Botana L.M. Yessotoxin, a novel phycotoxin, activates phosphodiesterase activity. Effect of yessotoxin on cAMP levels in human lymphocytes. Biochem. Pharmacol. 65 (2003) 193-208
3. Arévalo F., Pazos Y., Correa J., Salgado C., Moroño A., Paz B., and Franco J.M. First report of yessotoxins in mussels of Galician Rías during a bloom of Lingulodinium polyedra Stein (Dodge). In: Henshilwood K., Deegan B., McMahon T., Cusack C., Keaveney S., Silke J., O'Cinneide M., Lyons D., and Hess P. (Eds). Fifth International Conference on Molluscan Shellfish Safety (2004), Galway, Ireland 184-189
4. Aune T., Sorby R., Yasumoto T., Ramstad H., and Landsverk T. Comparison of oral and intraperitoneal toxicity of yessotoxin towards mice. Toxicon 40 (2002) 77-82
5. Bianchi C., Fato R., Angelin A., Trombetti F., Ventrella V., Borgatti A.R., Fattorusso E., Ciminiello P., Bernardi P., Lenaz G., and Parenti C.G. Yessotoxin, a shellfish biotoxin, is a potent inducer of the permeability transition in isolated mitochondria and intact cells. Biochem. Biophys. Acta 1656 (2004) 139-147
6. Boni L., Ceredi A., Guerrini F., Milandri A., Pistocchi R., Poletti R., and Pompei M. Toxic Protoceratium reticulatum (Peridiniales, dinophyta) in the North-Western Adriatic Sea (Italy). In: Hallegraeff G.M., Blackburn S.I., Bolch C.J., and Lewis R.J. (Eds). Harmful Algal Blooms 2000 (2000), Intergovernmental Oceanographic Commission of UNESCO 2001
7. CEE. Commission Decision 2002/225/EC of 15 March 2002. Official J. Eur. Communities L 75 (2002) 62-64
8. Cembella A.D. Chemical ecology of eukaryotic microalgae in marine ecosystems. Phycologia 42 (2003) 420-447
9. Ciminiello P., Fattorusso E., Forino M., Poletti R., and Viviani R. Structure determination of carboxyhomoyessotoxin, a new yessotoxin analogue isolated from adriatic mussels. Chem. Res. Toxicol. 13 (2000) 770-774
10. Ciminiello P., Fattorusso E., Forino M., and Poletti R. 42,43,44,45,46,47,55-Heptanor-41-oxohomoyessotoxin, a new biotoxin from mussels of the northern Adriatic sea. Chem. Res. Toxicol. 14 (2001) 596-599
11. Ciminiello P., Dell-Aversano C., Fattorusso E., Forino M., Magno S., and Poletti R. The detection and identification of 42,43,44,45,46,47,55-heptanor-41-oxoyessotoxin, a new marine toxin from adriatic shellfish, by liquid chromatography-mass spectrometry. Chem. Res. Toxicol. 15 (2002) 979-984
12. Ciminiello P., Dell-Aversano C., Fattorusso E., Forino M., Magno S., and Poletti R. Direct detection of yessotoxin and its analogues by liquid chromatography coupled with electrospray ion trap mass spectrometry. J. Chromatogr. A 968 (2002) 61-69
13. Ciminiello P., Dell-Aversano C., Fattorusso E., Forino M., and Magno S. Toxins from Adriatic blue mussels. A decade of studies. Pure Appl. Chem. 75 (2003) 325-336
14. Ciminiello P., Dell-Aversano C., Fattorusso E., Forino M., Magno S., Guerrini F., Pistocchi R., and Boni L. Complex yessotoxins profile in Protoceratium reticulatum from north-western Adriatic sea revealed by LC-MS analysis. Toxicon 42 (2003) 7-14
15. Cooney, J.M., Jensen, D.J., Miles, C.O., 2003. Ion-trap LC-MS as a tool for structural characterisation of matrine algal toxins. In: Cawthron Institute, P.R., New Zealand (Ed). HABTech 2003 Workshop, pp. 59-64.
16. De la Rosa L.A., Alfonso A., Vilariño N., Vieytes M.R., Yasumoto T., and Botana L.M. Maitotoxin-induced calcium entry in human lymphocytes modulation by yessotoxin, Ca2+channel blockers and kinases. Cell. Signall. 12 (2001) 711-716
17. Eiki K., Satake M., Koike K., Ogata T., Mitsuya T., and Oshima Y. Confirmation of yessotoxin production by the dinoflagellate Protoceratium reticulatum in Mutsu Bay. Fisheries Science 71 (2005) 633-638
18. Finch S.C., Wilkins A.L., Hawkes A.D., Jensen D.J., MacKenzie L., Beuzenberg V., Quilliam M.A., Olseng C.D., Samdal I.A., Aesen J.A.G., Selwood A.I., Cooney J.M., Sandvik M., and Miles C.O. Isolation and identification of (44-R,S)-44,55-dihidroxyyessotoxin from Protoceratium reticulatum, and its occurrence in extracts of shellfish from New Zealand, Norway and Canada. Toxicon 46 (2005) 160-170
19. Guillard R.R.L., and Hargraves P.E. Stichochysis immovilis is an diatom, not a chysophyte. Phycologia 32 (1993) 234-236
20. Konishi M., Yang X., Li B., Fairchild C.R., and Shimizu Y. Highly cytotoxic metabolites from the culture supernatant of the temperate dinoflagellate Protoceratium cf. reticulatum. J. Nat. Prod. 67 (2004) 1309-1313
21. Mallat, E., Cañete, E., Caillaud, A., Fernández, M., Bravo, I., Paz, B., Franco, J.M., Diogène, J., 2006. Evidence of yessotoxins in Alfacs Bay-toxic effect evaluation by cell-based assays and toxin profile determination by liquid chromatography. Twelfth International Conference on Harmful Algae, Copenhagen, Denmark. Submitted for publication.
22. Miles C.O., Wilkins A.L., Hawkes A.D., Selwood A., Jensen D.J., Aasen J., Munday R., Samdal I.A., Briggs L.R., Beuzenberg V., and MacKenzie A.L. Isolation of a 1,3-enone isomer of heptanor-41-oxoyessotoxin from Protoceratium reticulatum cultures. Toxicon 44 (2004) 325-336
23. Miles C.O., Samdal I.A., Aesen J.A.G., Jensen D.J., Quilliam M.A., Petersen D., Briggs L.R., Wilkins A.L., Rise F., Cooney J.M., and MacKenzie L. Evidence for numerous analogs of yessotoxin in Protoceratium reticulatum. Harmful Algae 4 (2005) 1075-1091
24. Miles C.O., Wilkins A.L., Hawkes A.D., Selwood A., Jensen D.J., Munday R., Cooney J.M., and Beuzenberg V. Polyhydroxilated amide analogs of yessotoxin from Protoceratium reticulatum. Toxicon 45 (2005) 61-71
25. Miles C.O., Wilkins A.L., H. A.D., Selwood A.I., Jensen D.J., Cooney J.M., Beuzenberg V., and MacKenzie A.L. Identification of 45-hydroxy-46,47-dinoryessotoxin, 44-oxo-45,46,47-trinoryessotoxin, and 9-methyl-42,43,44,45,46,47,55-heptanor-38-en-41-oxoyessotoxin, and partial characterization of some minor yessotoxins, from Protoceratium reticulatum. Toxicon 47 (2006) 229-240
26. Miles C.O., Wilkins A.L., Selwood A.I., Hawkes A.D., Jensen D.J., Cooney J.M., Beuzenberg V., and MacKenzie A.L. Isolation of yessotoxin 32-O-[ß-l-arabinofuranosyl-(5′-1″)-ß-l-arabinofu ranoside] from Protoceratium reticulatum. Toxicon 47 (2006) 510-516
27. Mitrovic S.M., Hamilton B., McKenzie L., Furey A., and James K.J. Persistence of yessotoxin under light and dark conditions. Mar. Environ. Res. 60 (2005) 397-401
28. Murata M., Masanori K., Lee J.-S., and Yasumoto T. Isolation and structure of yessotoxin, a novel polyether compound implicated in diarrhetic shellfish poisoning. Tetraedron Lett 28 (1987) 5869-5872
29. Paz B., Riobó P., Fernández M.L., Fraga S., and Franco J.M. Production and release of yessotoxins by the dinoflagellates Protoceratium reticulatum and Lingulodinium polyedrum in culture. Toxicon 44 (2004) 251-258
30. Paz B., Riobó P., Souto M.L., Gil L.V., Norte M., Fernandez J.J., and Franco J.M. Detection and identification of glycoyessotoxin A in a culture of the dinoflagellate Protoceratium reticulatum. Toxicon 48 (2006) 611-619
31. Pérez-Gómez A., Novelli A., A. F.-G., Franco J.M., Paz B., and Fernández-Sánchez M.T. Potent neurotoxic action of the shellfish biotoxin yessotoxin on cultured cerebellar neurons. Toxicol. Sci. 90 (2006) 168-177
32. Ramstad H., Hovgaard P., Yasumoto T., Larsen S., and Aune T. Monthly variations in diarrhetic toxins and yessotoxin in shellfish from coast to the inner part of the Sognefjord, Norway. Toxicon 39 (2001) 1035-1043
33. Rhodes L., McNabb P., de Salas M., Briggs L., Beuzenberg V., and Gladstone M. Yessotoxin production by Gonyaulax spinifera. Harmful Algae 5 (2006) 148-155
34. Samdal I.A., Naustvoll L.J., Olseng C.D., Briggs L.R., and Miles C.O. Use of ELISA to identify Protoceratium reticulatum as a source of yessotoxin in Norway. Toxicon 44 (2004) 75-82
35. Samdal I.A., Aesen J.A.G., Briggs L.R., Dahl E., and Miles C.O. Comparison of ELISA and LC-MS analyses for yessotoxins in blue mussels (Mytilus edulis). Toxicon 46 (2005) 7-15
36. Samdal I.A., Olseng C.D., Sandvik M., Miles C.O., Briggs L., Torgersen T., Jensen D.J., and Cooney J.M. Profile of yessotoxin analogues in a Norwegian strain of Protoceratium reticulatum. In: Henshilwood K., Deegan B., McMahon T., Cusack C., Keaveney S., Silke J., O'Cinneide M., Lyons D., and Hess P. (Eds). Fifth International Conference on Molluscan Shellfish Safety (2006), Galway, Ireland 118
37. Satake M., MacKenzie L., and Yasumoto T. Identification of Protoceratium reticulatum as the biogenetic origin of yessotoxin. Nat. Toxins 5 (1997) 164-167
38. Satake M., Ichimura T., Sekiguchi K., Yoshimatsu S., and Oshima Y. Confirmation of yessotoxin and 45,46,47-trinoryessotoxin production by Protoceratium reticulatum collected in Japan. Nat. Toxins 7 (1999) 147-150
39. Satake M., Eiki K., Ichimura T., Ota S., Sekiguchi K., and Oshima Y. Structure of 45,46,47-trinorhomoyessotoxin, a new yessotoxin analog, from Protoceratium reticulatum which represents the first detection of a homoyessotoxin analog in Japan. Harmful Algae 5 (2006) 731-735
40. Souto M.L., Fernandez J.J., Franco J.M., Paz B., Gil L.V., and Norte M. Glycoyessotoxin A, a new yessotoxin derivate from cultures of Protoceratium reticulatum. J. Nat. Prod. 68 (2005) 420-422
41. Stobo L.A., Lewis J., Quilliam M.A., Hardstaff W.R., Gallacher S., Webster L., Smith E., and McKenzie M. Detection of yessotoxin in UK and Canadian isolates of phytoplankton and optimization and validation of LC-MS methods. In: Bates S. (Ed). Eighth Canadian workshop on Harmful Marine Algae (2003), Gulf Fisheries Centre, Moncton, New Brunswick, Canada 8-14
42. Tubaro A., Sidari L., Della-Loggia R., and Yasumoto T. Occurrence of yessotoxin-like toxins in phytoplankton and mussels from northern Adriatic Sea. In: Reguera B.B.J., Fenández M.L., and Wyatt T. (Eds). Harmful Algae, Xunta de Galicia and Intergovernmental Oceanographic Commission of UNESCO (1998) 470-472
43. Tubaro A., Sosa S., Carbonatto M., Altinier G., Vita F., Melato M., Satake M., and Yasumoto T. Oral and intraperitoneal acute toxicity studies of yessotoxin and homoyessotoxins in mice. Toxicon 41 (2003) 783-792
44. Yasumoto T., and Takizawa A. Fluorometric measurement of yessotoxins in shellfish by high-pressure liquid chromatography. Biosci. Biotech. Biochem. 61 (1997) 1775-1777