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The anti-inflammatory activity of marine natural products-6-n-tridecylsalicylic acid, flexibilide and dendalone 3-hydroxybutyrate

  • Immunosuppression and Inflammation
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Abstract

Three novel marine substances, 6-n-tridecylsalicylic acid, flexibilide and dendalone 3-hydroxybutyrate, isolated from a brown alga, a soft coral and a dictyoceratid sponge respectively, were active after oral administration in both acute and chronic animal models of inflammation. 6-n-Tridecylsalicylic acid has similar anti-inflammatory activity but less ulcerogenic activity on a molar basis than salicylic acid. The structure and activity of flexibilide did not resemble any known anti-inflammatory substance. Dendalone 3-hydroxybutyrate was a potent inhibitor of prostaglandin synthetase activity and platelet aggregation in vitro.

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References

  1. H.O. Collier,Aspirin, Sci. Amer.209, 97–108 (1963)

    PubMed  Google Scholar 

  2. J.T. Baker andV. Murphy,Compounds from Marine Organisms, vol. 1,Handbook of Marine Science (C.R.C. Press, Cleveland, 1976).

    Google Scholar 

  3. D.E. Morse, H. Duncan, N. Hooker andA. Morse,Hydrogen Peroxide Induces Spawning in Molluscs, with Activation of Prostaglandin Enderoperoxide Synthetase, Science196, 298–300 (1977).

    PubMed  Google Scholar 

  4. T.K. Devon andA.I. Scott,Handbook of Naturally Occurring Compounds, vol. 1 (Academic Press, New York, 1975).

    Google Scholar 

  5. R. Kazlauskas, J. Mulder, P.T. Murphy andR.J. Wells,New Metabolites from the Brown Alga Caulocystis cephalornithos, Aust. J. Chem. submitted.

  6. R.J. Wells,New Metabolites from Australian Marine Species, Pure App. Chem.51, 1829–1848 (1979).

    Google Scholar 

  7. R. Kazlauskas, P.T. Murphy, R.J. Wells, P. Schönholzer andJ.C. Coll,Cembranoid Constituents from an Australian Collection of the Soft Coral Sinularia flexibilis, Aust. J. Chem.31, 1817–1824 (1978).

    Google Scholar 

  8. C.A. Winter, E.A. Risley andG.W. Nuss,Carrageenin-induced Oedema in Hind Paw of the Rat as an Assay for Anti-inflammatory Drugs, Proc. Soc. Exp. Biol. Med.111 544–547 (1962).

    PubMed  Google Scholar 

  9. I.E. Bush andR.W. Alexander,An Improved Method for the Assay of Anti-inflammatory Agents in Rats, Acta Endocrinol.35, 268–276 (1960).

    PubMed  Google Scholar 

  10. C.A. Winter andG.W. Nuss,Treatment of Adjuvant Arthritis in Rats with Anti-inflammatory Drugs, Arthritis Rheum.9, 394–404 (1966).

    PubMed  Google Scholar 

  11. M.L. Graeme, E. Fabry andE.B. Sigg,Mycobacterial Adjuvant Periarthritis and its Modification by Anti-inflammatory Agents, J. Pharmac. exp. Ther.153, 373–380 (1966).

    Google Scholar 

  12. R.J. Flower andJ.R. Vane,Inhibition of Prostaglandin Synthetase in Brain Explains the Anti-pyretic Activity of Paracetamol, Nature20, 410–411 (1972).

    Google Scholar 

  13. R.J. Haslam andG.M. Rosson,Aggregation of Human Blood Platelets by Vasopressin, Am. J. Physiol.223, 958–967 (1972).

    PubMed  Google Scholar 

  14. R.A. Scherrer,Aryl- and Heteroarylcarboxylic Acids in:Anti-inflammatory Agents; Chemistry and Pharmacology, vol. 1 (Academic Press, New York, 1974), pp. 45–89.

    Google Scholar 

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Buckle, P.J., Baldo, B.A. & Taylor, K.M. The anti-inflammatory activity of marine natural products-6-n-tridecylsalicylic acid, flexibilide and dendalone 3-hydroxybutyrate. Agents and Actions 10, 361–367 (1980). https://doi.org/10.1007/BF01971441

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  • DOI: https://doi.org/10.1007/BF01971441

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