Yessotoxins: A toxicological overview

Toxicon

Volumn 56, Issue 2, 2010, Pages 163-172

  Tubaro, A ^a   Dell'Ovo, V ^a   Sosa, S ^a   Florio, C ^a  

^a UNIVERSITY OF TRIESTE   (Italy)

Author keywords

45 Hydroxy homoyessotoxin; Apoptosis; Cardiomyocytes; Cyclic AMP; Cyclic GMP; Di desulfo yessotoxin; E cadherin; F actin; Homo yessotoxin; In vivo toxicity; Ion channels; Lysosomes; Marine algal toxins; Mitochondria; Yessotoxin

Indexed keywords

CALCIUM; CALCIUM CHANNEL; CASPASE; CELL ADHESION MOLECULE; CYCLIC AMP; CYCLIC GMP; CYTOSKELETON PROTEIN; F ACTIN; MITOCHONDRIAL PERMEABILITY TRANSITION PORE; SODIUM CHANNEL; UVOMORULIN; YESSOTOXIN;

ARTICLE; CARDIOTOXICITY; CHANNEL GATING; DINOFLAGELLATE; ELECTRON MICROSCOPY; ENZYME ACTIVATION; FOOD CONTAMINATION; FOOD INTAKE; HEART MUSCLE CELL; HUMAN; IN VITRO STUDY; IN VIVO STUDY; LETHALITY; LIVER TOXICITY; MICROSCOPY; NONHUMAN; PANCREAS DISEASE; PHYTOPLANKTON; PRIORITY JOURNAL; SEA FOOD; SHELLFISH; SHELLFISH POISONING; TOXICOKINETICS;

ANIMALS; BIVALVIA; CELLS, CULTURED; DRUG ADMINISTRATION ROUTES; HUMANS; MARINE TOXINS; MICE; MOLLUSK VENOMS; MYOCYTES, CARDIAC; OXOCINS; RATS; TOXICITY TESTS;

ALGAE; DINOPHYCEAE; MUS;

EID: 77953285571     PISSN: 00410101     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.toxicon.2009.07.038     Document Type: Article

References (60)

1. Alfonso A., de la Rosa L., Vieytes M.R., Yasumoto T., Botana L.M. Yessotoxin, a novel phycotoxin, activates phosphodiesterase activity. Effect of yessotoxin on cAMP levels in human lymphocytes. Biochem. Pharmacol. 2003, 65:193-208.
2. Alfonso C., Alfonso A., Vieytes M.R., Yasumoto T., Botana L.M. Quantification of yessotoxin using the fluorescence polarization technique and study of the adeguate extraction procedure. Anal. Biochem. 2005, 344:266-274.
3. Ares I.R., Louzao M.C., Vieytes M.R., Yasumoto T., Botana L.M. Actin cytoskeleton of rabbit intestinal cells is a target for potent marine phycotoxins. J. Exp. Biol. 2005, 208:4345-4354.
4. Aune T., Sorby R., Yasumoto T., Ramstad H., Landsverk T. Comparison of oral and intraperitoneal toxicity of yessotoxin towards mice. Toxicon 2002, 40:77-82.
5. 50 of yessotoxin. Toxicon 2008, 10.1016/j.toxicon.2008.06.025.
6. Bianchi C., Fato R., Angelin A., Trombetti F., Ventrella V., Borgatti A.R., Fattorusso E., Ciminiello P., Bernardi P., Lenaz G., Castelli G.P. Yessotoxin, a shellfish biotoxin, is a potent inducer of the permeability transition in isolated mitochondria and intact cells. Biochim. Biophys. Acta 2004, 1656:139-147.
7. Callegari F., Sosa S., Ferrari S., Soranzo M.R., Pierotti S., Yasumoto T., Tubaro A., Rossini G.P. Oral administration of yessotoxin stabilizes E-cadherin in mouse colon. Toxicology 2006, 227:145-155.
8. Callegari F., Rossini G.P. Yessotoxin inhibits the complete degradation of E-cadherin. Toxicology 2008, 244:133-144.
9. CEE Commission decision of 15 March 2002. Off. J. Eur. Commun. 2002, 16.3.2002.
10. Ciminiello P., Fattorusso E., Forino M., Magno S., Poletti R., Viviani R. Isolation of adriatoxin, a new analogue of yessotoxin from mussels of the Adriatic Sea. Tetrahedron Lett. 1998, 39:8897-8900.
11. Ciminiello P., Fattorusso E., Forino M., Poletti R., Viviani R. A new analogue of yessotoxin, carboxyyessotoxin, isolated from Adriatic Sea mussels. Eur. J. Org. Chem. 2000, 2000:291-295.
12. Ciminiello P., Fattorusso E., Forino M., Poletti R., Viviani R. Structure determination of carboxyhomoyessotoxin, a new yessotoxin analogue isolated from adriatic mussels. Chem. Res. Toxicol. 2000, 13:770-774.
13. Ciminiello P., Fattorusso M. Chemistry, metabolism and chemical analysis. Seafood and Freshwater Toxins. Pharmacology, Physiology and Detection 2008, 287-314. CRC Press, Taylor & Francis Group, Boca Raton. second ed. L.M. Botana (Ed.).
14. Codex Alimentarius Commission, 2006. Report on the working Group Meeting to Assess the Advice from the Joint FAO/WHO/IOC ad hoc Expert Consultation on Biotoxins in Bivalve Molluscs. ftp://ftp.fao.org/Codex/ccffp28/fp2806ae.pdf.
15. Daiguji M., Satake M., Ramstad H., Aune T., Naoki H., Yasumoto T. Structure and fluorometric HPLC determination of 1-desulfoyessotoxin, a new yessotoxin analog isolated from mussels from Norway. Nat. Toxins 1998, 6:235-239.
16. de la Rosa L.A., Alfonso A., Vilariño N., Vieytes M.R., Botana L.M. Modulation of cytosolic calcium levels of human lymphocytes by yessotoxin, a novel marine phycotoxin. Biochem. Pharmacol. 2001, 61:827-833.
17. 2+ channel blockers and kinases. Cell Signal 2001, 13:711-716.
18. Dell'Ovo V., Bandi E., Coslovich T., Florio C., Sciancalepore M., Decorti G., Sosa S., Lorenzon P., Yasumoto T., Tubaro A. In vitro effects of yessotoxin on a primary culture of rat cardiomyocytes. Toxicol. Sci. 2008, 106:392-399.
19. EFSA (European Food Safety Authority) Marine biotoxins in shellfish - Yessotoxin group Scientific Opinion of the panel on Contaminants in the Food chain. EFSA J. 2008, 207:1-62.
20. Espenes A., Aasen J., Satake M., Smith A., Eraker N., Aune T. Toxicity of yessotoxin in mice after repeated oral exposure. Molluscan Shellfish Safety. Proceedings 5th International Conference on Molluscan Shellfish Safety, 14-18 June 2004, Galway, Ireland 2006, 419-423. K. Henshilwood, B. Deegan, T. McMahon, C. Cusack, S. Keaveney, J. Silke, M. O'Cinneide, D. Lyons, P. Hess (Eds.).
21. Ferrari S., Ciminiello P., Dell'Aversano C., Forino M., Malaguti C., Tubaro A., Poletti R., Yasumoto T., Fattorusso E., Rossini G.P. Structure-activity relationships of yessotoxins in cultured cells. Chem. Res. Toxicol. 2004, 17:1251-1257.
22. Franchini A., Marchesini E., Poletti R., Ottaviani E. Acute effect of the algal yessotoxin on Purkinje cells from the cerebellum of Swiss CD1 mice. Toxicon 2004, 43:347-352.
23. Franchini A., Marchesini E., Poletti R., Ottaviani E. Lethal and sublethal yessotoxin dose-induced morpho-functional alterations in intraperitoneal injected Swiss CD1 mice. Toxicon 2004, 44:83-90.
24. Inoue M., Hirama M., Satake M., Sugiyama K., Yasumoto T. Inhibition of brevetoxin binding to the voltage-gated sodium channel by gambierol and gambieric acid-A. Toxicon 2003, 41:469-474.
25. Leira F., Alvarez C., Vieites J.M., Vieytes M.R., Botana L.M. Characterization of distinct apoptotic changes induced by okadaic acid and yessotoxin in the BE(2)-M17 neuroblastoma cell line. Toxicol. In Vitro 2002, 16:23-31.
26. Leira F., Alvarez C., Cabado A.G., Vieites J.M., Vieytes M.R., Botana L.M. Development of a F actin-based live-cell fluorimetric microplate assay for diarrhetic shellfish toxins. Anal. Biochem. 2003, 317:129-135.
27. Malagoli D., Ottaviani E. Yessotoxin affects fMLP-induced cell shape changes in Mytilus galloprovincialis immunocytes. Cell Biol. Int. 2004, 28:57-61.
28. Malagoli D., Casarini L., Ottaviani E. Algal toxin yessotoxin signalling pathways involve immunocyte mussel calcium channels. Cell Biol. Int. 2006, 30:721-726.
29. Malagoli D., Marchesini E., Ottaviani E. Lysosomes as the target of yessotoxin in invertebrate and vertebrate cell lines. Toxicol. Lett. 2006, 167:75-83.
30. Malaguti C., Ciminiello P., Fattorusso E., Rossini G.P. Caspase activation and death induced by yessotoxin in HeLa cells. Toxicol. In Vitro 2002, 16:357-363.
31. 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., Mackenzie A.L. Isolation of a 1,3-enone isomer of heptanor-41-oxoyessotoxin from Protoceratium reticulatum cultures. Toxicon 2004, 44:325-336.
32. Miles C.O., Samdal I.A., Aasen J.A.G., Jensen D.J., Quilliam M.A., Petersen D., Briggs L.M., Wilkins A.L., Rise F., Cooney J.M., MacKenzie A.L. Evidence of numerous analogs of yessotoxin in Protoceratium reticulatum. Harmful Algae 2005, 4:1075-1091.
33. Miles C.O., Wilkins A.L., Hawkes A.D., Selwood A.I., Jensen D.J., Munday R., Cooney J.M., Beuzenberg V. Polyhydroxylated amide analogs of yessotoxin from Protoceratium reticulatum. Toxicon 2005, 45:61-71.
34. Munday, R., Finch, S., Miles, C., Munday, C., Towers, N., 2001. Yessotoxin toxicity studies. Gordon Research Conference on Mycotoxins and Phycotoxins. Williamstown (USA), June 24-29, 2001.
35. Munday R., Aune T., Rossini G.P. Toxicology of the yessotoxins. Seafood and Freshwater Toxins. Pharmacology, Physiology and Detection 2008, 329-339. CRC Press, Taylor & Francis Group, Boca Raton. second ed. L.M. Botana (Ed.).
36. Murata M., Kumagai M., Lee J.S., Yasumoto T. Isolation and structure of yessotoxin, a novel polyether compound implicated in diarrhetic shellfish poisoning. Tetrahedron Lett. 1987, 28:5869-5872.
37. Ogino H., Kumagai M., Yasumoto T. Toxicologic evaluation of yessotoxin. Nat. Toxins 1997, 5:255-259.
38. Paz B., Riobó P., Fernández M.L., Fraga S., Franco J.M. Production and release of yessotoxins by the dinoflagellates Protoceratium reticulatum and Lingulodinium polyedrum in culture. Toxicon 2004, 44:251-258.
39. Paz B., Daranas A.H., Norte M., Riobó P., Franco J.M., Fernández J.J. Yessotoxins, a group of marine polyether toxins: an overview. Mar. Drugs 2008, 6:73-102.
40. Pazos M.J., Alfonso A., Vieytes M.R., Yasumoto T., Botana L.M. Study of the interaction between different phosphodiesterases and yessotoxin using a resonant mirror biosensor. Chem. Res. Toxicol. 2006, 19:794-800.
41. Pérez-Gómez A., Ferrero-Gutierrez A., Novelli A., Franco J.M., Paz B., Fernández-Sánchez M.T. Potent neurotoxic action of the shellfish biotoxin yessotoxin on cultured cerebellar neurons. Toxicol. Sci. 2006, 90:168-177.
42. Pierotti S., Malaguti C., Milandri A., Poletti R., Rossini G.P. Functional assay to measure yessotoxins in contaminated mussel samples. Anal. Biochem. 2003, 312:208-216.
43. Pierotti S., Albano C., Milandri A., Callegari F., Poletti R., Paolo Rossini G. A slot blot procedure for the measurement of yessotoxins by a functional assay. Toxicon 2007, 49:36-45.
44. Rhodes L., McNabb P., de Salas M., Briggs L., Beuzenberg V., Gladstone M. Yessotoxin production by Gonyaulax spinifera. Harmful Algae 2006, 5:148-155.
45. Ronzitti G., Callegari F., Malaguti C., Rossini G.P. Selective disruption of the E-cadherin-catenin system by an algal toxin. Br. J. Cancer 2004, 90:1100-1107.
46. Ronzitti G., Hess P., Rehmann N., Rossini G.P. Azaspiracid-1 alters the E-cadherin pool in epithelial cells. Toxicol. Sci. 2007, 95:427-435.
47. Ronzitti G., Rossini G.P. Yessotoxin induces the accumulation of altered E-cadherin dimers that are not part of adhesive structures in intact cells. Toxicology 2008, 244:145-156.
48. Satake M., Terasawa K., Kadowaki Y., Yasumoto T. Relative configuration of yessotocxin and isolation of two new analogs from toxic scallops. Tetrahedron Lett. 1996, 37:5955-5958.
49. Satake M., MacKenzie L., Yasumoto T. Identification of Protoceratium reticulatum as the biogenetic origin of yessotoxin. Nat. Toxins 1997, 5:164-167.
50. Stemmler M.P. Cadherins in development and cancer. Mol. Biosyst. 2008, 4:835-850.
51. Suárez Korsnes M.S., Hetland D.L., Espenes A., Tranulis M.A., Aune T. Apoptotic events induced by yessotoxin in myoblast cell lines from rat and mouse. Toxicol. In Vitro 2006, 20:1077-1087.
52. Suárez Korsnes M., Hetland D.L., Espenes A., Aune T. Induction of apoptosis by YTX in myoblast cell lines via mitochondrial signalling transduction pathway. Toxicol. In Vitro 2006, 20:1419-1426.
53. Suárez Korsnes M.S., Hetland D.L., Espenes A., Aune T. Cleavage of tensin during cytoskeleton disruption in YTX-induced apoptosis. Toxicol. In Vitro 2007, 21:9-15.
54. Terao K., Ito E., Yanagi T., Yasumoto T. Histopathological studies on experimental marine toxin poisoning. 5. The effects in mice of yessotoxin isolated from Patinopecten yessoensis and of a desulfated derivative. Toxicon 1990, 28:1095-1104.
55. Tubaro A., Sidari L., Della Loggia R., Yasumoto T. Occurrence of homoyessotoxin in phytoplankton and mussels from Northern Adriatic Sea. Harmful Algae, Xunta de Galicia and Intergovernmental Oceanographic Commission of UNESCO, Grafisant, Santiago de Compostela 1998, 470-472. B. Reguera, J. Blanco, M.L. Fernández, T. Wyatt (Eds.).
56. Tubaro A., Sosa S., Carbonatto M., Altinier G., Vita F., Melato M., Satake M., Yasumoto T. Oral and intraperitoneal acute toxicity studies of yessotoxin and homoyessotoxins in mice. Toxicon 2003, 41:783-792.
57. Tubaro A., Sosa S., Altinier G., Soranzo M.R., Satake M., Della Loggia R., Yasumoto T. Short-term oral toxicity of homoyessotoxins, yessotoxin and okadaic acid in mice. Toxicon 2004, 43:439-445.
58. Tubaro A., Hungerford J. Toxicology of marine toxins. Veterinary Toxicology. Basic and Clinical Principles 2007, 725-752. Academic Press Elsevier, New York. R.C. Gupta (Ed.).
59. Tubaro A., Giangaspero A., Ardizzone M., Soranzo M.R., Vita F., Yasumoto T., Maucher J.M., Ramsdell J.S., Sosa S. Ultrastructural damage to heart tissue from repeated oral exposure to yessotoxin resolves in 3 months. Toxicon 2008, 51:1225-1235.
60. Tubaro A., Bandi E., Sosa S., Soranzo M.R., De Ninis V., Yasumoto T., Lorenzon P. Effects of YTX on the skeletal muscle: an update. Food Addit. Contam. 2008, 25:1095-1100.