Okadaic acid in New Zealand sponges: Detection by cytotoxicity, protein phosphatase inhibition and immunoassay techniques

Natural Product Letters

Volumn 11, Issue 4, 1998, Pages 305-312

  Perry, Nigel B ^a   Ellis, Gill ^b   Blunt, John W ^b   Haystead, Timothy A J ^c   Lake, Robin J ^d   Munro, Murray H G ^b  

^a UNIVERSITY OF OTAGO   (New Zealand)

^b UNIVERSITY OF CANTERBURY   (New Zealand)

^c UNIVERSITY OF VIRGINIA   (United States)

^d ESR Christchurch Science Centre   (New Zealand)

Author keywords

Cytotoxic; ELISA; Immunoassay; Marine sponge; Okadaic acid; Protein phosphatase

Indexed keywords

OKADAIC ACID; PHOSPHOPROTEIN PHOSPHATASE;

ARTICLE; CYTOTOXICITY TEST; DIARRHEA; ENZYME INHIBITION; ENZYME LINKED IMMUNOSORBENT ASSAY; FOOD POISONING; LEUKEMIA P 388; NONHUMAN; SHELLFISH; SPONGE;

EID: 0031899778     PISSN: 10575634     EISSN: None     Source Type: Journal    
DOI: 10.1080/10575639808044964     Document Type: Article

References (24)

1. K. Tachibana, P. J. Scheuer, Y. Tsukitani, H. Kikuchi, D. Van Engen, J. Clardy, Y. Gopichand and F. J. Schmitz, F. J. (1981) Okadaic acid; a cytotoxic polyether from two marine sponges of the genus Halichondria. J. Am. Chem. Soc. 103, 2469.
2. Y. Murakami, Y. Oshima and T. Yasumoto (1982) Identification of okadaic acid as a toxic component of a marine dinoflagellate Prorocentrum lima.Bull. Jap. Soc. Sci. Fish. 48, 69.
3. M. Kumagai, T. Yanagi, M. Murata, T. Yasumoto, M. Kat, P. Lassus and J. A. Rodriguez-Vazquez (1986) Okadaic acid as the causative toxin of diarrhetic shellfish poisoning in Europe. Agric. Biol. Chem. 50, 2853.
4. M. Murata, M. Shimatani, H. Sugitani, Y. Oshima and T. Yasumoto (1982) Isolation and structural elucidation of the causative toxin of the diarrhetic shellfish poisoning. Bull. Jap. Soc. Sci. Fish. 48, 549.
5. T. Hu, J. Doyle, D. Jackson, J. Marr, E. Nixon, S. Pleasance, M. A. Quilliam, J. A. Walter and J. L. C. Wright (1992) Isolation of a new diarrhetic shellfish poison from Irish mussels. J. Chem. Soc. Chem. Commun. 39.
6. T. Yasumoto, M. Murata, Y. Oshima, M. Sano, G. K. Matsumoto and J. Clardy (1985) Diarrhetic shellfish toxins. Tetrahedron 41, 1019.
7. D. Uemura and Y. Hirata (1990) Studies in Natural Products Chemistry. Volume 5. Structure Elucidation (Part B). Ed. Atta-ur-Rahman, Elsevier, p. 377.
8. T. Hu, J. Marr, A. S. W. DeFreitas, M. A. Quilliam, J. A. Walter, J. L. C. Wright and S. Pleasance (1992) New diol esters isolated from cultures of the dinoflagellates Prorocentrum lima and Prorocentrum concavum. J. Nat. Prod. 55, 1631.
9. T. Hu, J. M. Curtis, J. A. Walter and J. L. C. Wright (1995) Identification of DTX-4, a new water-soluble phosphatase inhibitor from the toxic dinoflagellate Prorocentrum lima. J. Chem. Soc. Chem. Commun. 597.
10. T. Hu, J. M. Curtis, J. A. Walter, J. L. McLachlan and J. L. C. Wright (1995) Two new water-soluble DSP toxin derivatives from the dinoflagellate Prorocentrum maculosum: possible storage and excretion products.Tetrahedron Lett., 36 9273.
11. P. Cohen and P. T. W. Cohen (1989) Protein phosphatase come of age. J. Biol. Chem. 264, 1435.
12. T. A. J. Haystead, A. T. R. Sim, D. Carling, R. C. Honnor, Y. Tsukitani, P. Cohen and D. G. Hardie (1989) Effects of the tumor promoter okadaic acid on intracellular protein phosphorylation and metabolism. Nature, 337, 78.
13. M. H. G. Munro, J. W. Blunt, G. Barns, C. N. Battershill, R. J. Lake and N. B. Perry (1989) Biological activity in New Zealand marine organisms. Pure Appl. Chem. 61, 529.
14. K. R. Grange, R. J. Singleton, J. R. Richardson, P. J. Hill and W. deL. Main (1981) Shallow rock-wall biological associations of some southern fiords of New Zealand. N. Z. J. Zool. 8, 209.
15. P. R. Bergquist (1970) The Marine Fauna of New Zealand, Porifera, Demospongiae, Part 2. New Zealand Oceanographic Institution Memoir No. 51., Government Printer, Wellington.
16. J. W. Blunt, V. L. Calder, G. D. Fenwick, R. J. Lake, J. D. McCombs, M. H. G. Munro and N. B. Perry (1987) Reverse phase flash chromatography; a method for the rapid partitioning of natural product extracts. J. Nat. Prod. 50, 290.
17. T. Usagawa, M. Nishimura, Y. Itoh, T. Uda and T. Yasumoto (1989) Preparation of monoclonal antibodies against okadaic acid prepared from the sponge Halichondria okadai. Toxicon 27, 1323.
18. F. J. Schmitz, R. S. Prasad, Y. Gopichand, M. B. Hossain, D. van der Helm and P. Schmidt (1981) Acanthifolicin; a new episulfide-containing polyether carboxylic acid from extracts of Pandaros acanthifolium. J. Am. Chem. Soc. 103, 2467.
19. R. Sakai and K. L. Rinehart (1995) A new polyether acid from a cold water marine sponge, a Phakellia species. J. Nat. Prod. 58, 773.
20. H. Ishihara, B. L. Martin, D. L. Brautigan, H. Karaki, H. Ozaki, Y. Kato, N. Fusetani, S. Watabe, K. Hashimoto, D. Uemura and D. J. Hartshorne (1989) Calyculin A and okadaic acid - inhibitors of protein phosphatase activity. Biochem. Biophys. Res. Commun. 159, 871.
21. E. J. Dumdei, J. W. Blunt, M. H. G. Munro and L. K. Pannell (1997) Isolation of calyculins, calyculinamides, and swinholide H from the New Zealand deep-water marine sponge Lamellomorpha strongylata. J. Org. Chem. 62, 2636.
22. E. Dilip de Silva, D. E. Williams, R. J. Andersen, H. Klix, C. F. B. Holmes and T. M. Allen (1992) Motuporin, a potent protein phosphatase inhibitor isolated from the Papua New Guinea sponge Theonella swinhoei Gray. Tetrahedron Lett. 33, 1561.
23. H. Y. L. Tung and P. Cohen (1984) The MGATP-dependent protein phosphatase and protein phosphatase I have identical substrate specificities. Eur. J. Biochem. 145, 57.
24. A. A. Stewart, B. A. Hemmings, P. Cohen, J. Goris and W. Merlevede (1981) The protein phosphatases involved in cellular recognition. Eur. J Biochem. 116, 197.