Recent Progress in the Chemistry and Toxicology of Paralytic Shellfish Poisoning

  • Y. Shimizu
  • N. K. Gulavita

Abstract

There has been tremendous progress in research involving the chemistry, biochemistry and toxicology of paralytic shellfish poisons (PSP) in the past 15 years.11 A number of new toxins have been isolated from various biological sources (Fig. 1), and the list of alleged progenitors also expanded to many organisms including prokaryotes such as cyanobacteria and gram-negative bacteria. In this paper, we would like to report some of the most recent work conducted in our laboratory.

Keywords

Hydrate Arginine Methionine Hydride Deuterium 

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References

  1. 1.
    Covington AK, Paabo M, Robinson RA, Bates RG, 1968, Use of the glass electrode in deuterium oxide and the relation between the standardized pD (paD) scale and the operational pH in heavy water. Anal Chem., 40:700–706.CrossRefGoogle Scholar
  2. 2.
    Hille B, 1974, The receptor for tetrodotoxin and saxitoxin: A structural hypothesis, Biophys J., 15:615–619.CrossRefGoogle Scholar
  3. 3.
    Kao CY, 1983, New perspectives on the interaction of tetrodotoxin and saxitoxin with excitable membranes, Toxicon, Suppl. 3:211–219.Google Scholar
  4. 4.
    Kao CY, Walker SE, 1982, Active groups of saxitoxin and tetrodotoxin as deduced from actions of saxitoxin analogues on frog muscle and squid axon, J Physiol., 323:619–637.Google Scholar
  5. 5.
    Moczydlowski E, Private Communication.Google Scholar
  6. 6.
    Moczydlowski E, Hall S, Garber SS, Strichartz GS, Miller C, 1984, Voltage-dependent blockade of muscle Na+ channels by guanidinium toxins. Effects of toxin charge, J Gen Physiol., 84:687–704.Google Scholar
  7. 7.
    Niccolai N, Schnoes HK, Gibbons WH, 1980, Study of the stereochemistry, relaxation mechanisms, and internal motions of natural products utilizing proton relaxation parameters: Solution and crystal structures of saxitoxin, J Amer Chem Soc., 80:1513–1517.CrossRefGoogle Scholar
  8. 8.
    Oshima Y, Buckley LJ, Alam M, Shimizu Y, 1977, Heterogeneity of paralytic shellfish poisons. Three new toxins from cultured Gonyaulax tamarensis cells, Mya arenaria, and Saxidonus giganteus, Comp Biochem Physiol., 57c:31–34.Google Scholar
  9. 9.
    Robinson RA, Paabo M, Bates RG, 1969, Deuterium isotope effect on the dissociation of weak acids in water and deuterium oxide, J Res NBS (Phys and Chem), 73A:299–308.Google Scholar
  10. 10.
    Rogers RS, Rapoport H, 1980, The pKa’s of saxitoxin, J Amer Chem Soc., 102:7335–7339.CrossRefGoogle Scholar
  11. 11.
    Shimizu, Y, Paralytic Shellfish Poisons, 1984, In: “Progress in the chemistry of organic natural products”, Herz W, Grisebach H, Kirby GW, eds., Springer-Verlag, New York, pp 235–264.Google Scholar
  12. 12.
    Shimizu Y, 1982, Recent Progress in Marine toxin research, Pure & Appl Chem., 54:1973–1980.CrossRefGoogle Scholar
  13. 13.
    Shimizu Y, Hsu CP, Genenah A, 1981, Structure of saxitoxin in solution and stereochemistry of dihydrosaxitoxin, J Amer Chem Soc., 103:605–609.CrossRefGoogle Scholar
  14. 14.
    Shimizu Y, Hsu CP, Fallon WE, Oshima Y, Miura I, Nakanishi K, 1978, The structure of neosaxitoxin, Amer Chem Soc., 100:6791–6793.CrossRefGoogle Scholar
  15. 15.
    Shimizu Y, Kobayashi M, Genenah A, Oshima Y, 1984, Isolation of side-chain sulfated saxitoxin analogs - their significance in interpretation of the mechanism of action, Tetrahedron, 40:539–544.CrossRefGoogle Scholar
  16. 16.
    Shimizu Y, Norte M, Hori A, Genenah A, Kobayashi M, 1984, Biosynthesis of saxitoxin analogues: The unexpected pathway, J Am Chem Soc., 106: 6433–6434.CrossRefGoogle Scholar
  17. 17.
    Strichartz G, 1981, Relative potencies of several derivatives of saxitoxin: Electrophysiological and toxin-binding studies, Biophys J., 33: 209a.Google Scholar
  18. 18.
    Strichartz G, 1982, Structure of the saxitoxin binding site at sodium channels in nerve membranes. Exchange of tritium from bound toxin molecules. Mol Pharmacol., 21:343–350.Google Scholar
  19. 19.
    Strichartz G, 1984, Structural determinants of the affinity of saxitoxin for neuronal sodium channels, electrophysiological studies on frog peripheral nerve, J Gen Physiol., 84:281–305.CrossRefGoogle Scholar

Copyright information

© Plenum Press, New York 1990

Authors and Affiliations

  • Y. Shimizu
    • 1
  • N. K. Gulavita
    • 1
  1. 1.Department of Pharmacognosy and Environmental Health SciencesCollege of Pharmacy, The University of Rhode IslandKingstonUSA

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