Skip to main content
SpringerLink
Log in

The effect of 5,8,11,14-eicosatetraynoic acid on lipid metabolism

  • Symposium: Polyunsaturated Fatty Acids and Their Metabolites
  • Published:
Lipids

Abstract

The purpose of this presentation is to review the current state of knowledge regarding 5,8,11,14-eicosatetraynoic acid (ETYA, Ro 3-1428) and its effects on lipid metabolism. Accordingly, the topics discussed include hypocholesterolemic and dermatological studies involving ETYA in both animals and man, as well as the effects of ETYA on desaturate enzymes. Metabolic studies involving ETYA are also noted. Primary interest is focused on the effects of ETYA on selected processes of arachidonate metabolism, and the effect of ETYA on inflammation, platelet aggregation and tumor growth are discussed, keeping in mind the relevance of arachidonate metabolism to these processes.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Osbond, J.M., and J.C. Wickens, Chem. Ind. (London), 1288 (1959).

  2. Osbond, J.M., P.G. Philpott and J.C. Wickens, to Roche Products, Ltd. British Pat. No. 859,897 (1961).

  3. Pleshakov, M.G., I.K. Sarycheva, and N.A. Preobrazhenskii, Zh. Obshch. Khim. 30:2983 (1960).

    CAS  Google Scholar 

  4. Pyatnova, Y.B., V.V. Fedulova, I.K. Sarycheva, and N.A. Preobrazhenskii, Zh. Obshch. Khim. 34:3317 (1964).

    CAS  Google Scholar 

  5. Pyatnova, Y.B., G.I., Myagkova, I.K. Sarycheva, and N.A. Preobrazhenskii, Zh. Obshch. Khim. 33:1120 (1963).

    CAS  Google Scholar 

  6. Abrams, W.B., in “Cardiovascular Drug Therapy,” Edited by A.N. Brest and J.H. Moyer, Grune and Stratton, New York, 1965, p. 364.

    Google Scholar 

  7. Abrams W.B., M.A. Schwartz, Z.N. Gaut, and D. Maynard, J. Newark City Hosp. 4:47 (1967).

    Google Scholar 

  8. Shaw, J.E., J.S. Jessup, and P.W. Ramwell, in “Advances in Cyclic Nucleotide Research,” Vol. 1, Edited by P. Greengard, R. Paoletti and G.A. Robinson, Raven Press, New York, 1972, p. 479.

    Google Scholar 

  9. Strauss, J.S., P.E. Pochi, and E.N. Whitman, J. Invest. Dermatol. 48:492 (1967).

    PubMed  CAS  Google Scholar 

  10. Sullivan, A.C., J. Triscari, J.G. Hamilton, and J.A. Ontko, Lipids 12:1 (1977).

    Article  PubMed  CAS  Google Scholar 

  11. Abraham, S., H. McGrath, and G.A. Rao, Lipids 12:446 (1977).

    PubMed  CAS  Google Scholar 

  12. Dalton, C., and H.R. Hope, Prostaglandins 4:641 (1973).

    Article  PubMed  CAS  Google Scholar 

  13. Vane, J.R., Nature (London) New Biol. 231:232 (1971).

    CAS  Google Scholar 

  14. Illiano, G., and P. Cuatrecasas, Nature (London) New Biol. 234:72 (1971).

    CAS  Google Scholar 

  15. Bergstrom, S., Science 157:382 (1967).

    Article  PubMed  CAS  Google Scholar 

  16. Shaw, J.E., and P.W. Ramwell, J. Biol. Chem. 243:1498 (1968).

    PubMed  CAS  Google Scholar 

  17. Ahern, D.G., and D.T. Downing, Biochim. Biophys. Acta 210:456 (1970).

    PubMed  CAS  Google Scholar 

  18. Laychock, S.G., and R.P. Rubin, Fed. Proc. 35:298 (1976).

    Google Scholar 

  19. Laychock, S.G., and R.P. Rubin, Br. J. Pharmacol. 57:273 (1976).

    PubMed  CAS  Google Scholar 

  20. Burton, J.L., and S. Shuster, Br. J. Dermatol. 86:66 (1972).

    Article  PubMed  CAS  Google Scholar 

  21. Haroon, T.S., J. Hall, and A. Haroon, Br. J. Dermatol. 86:64 (1972).

    Article  PubMed  CAS  Google Scholar 

  22. Summerly, R., S. Woodbury, and H.J. Yardley, Br. J. Dermatol. 87:608 (1972).

    Article  PubMed  CAS  Google Scholar 

  23. Holman, R.T., Fed. Proc. 23:1062 (1964).

    PubMed  CAS  Google Scholar 

  24. Coniglio, J.G., D. Buch, and W.M. Grogan, Jr., Lipids 11:143 (1976).

    Article  PubMed  CAS  Google Scholar 

  25. Rao, G.A., and S. Abraham, J. Natl. Cancer Inst. 58:445 (1977).

    PubMed  CAS  Google Scholar 

  26. Wood, R., and F. Chumbler, J. Am. Oil Chem. Soc. 55:255A, (1978).

    Google Scholar 

  27. Rao, G.A., K. Siler, and E.C. Larkin, Lipids 13:356 (1978).

    PubMed  CAS  Google Scholar 

  28. Stenlake, J.B., A.J. Taylor, and R. Templeton, Xenobiotica 2:441 (1972).

    PubMed  CAS  Google Scholar 

  29. Stenlake, J.B., A.J. Taylor, and R. Templeton, Xenobiotica 2:447 (1972).

    Article  PubMed  CAS  Google Scholar 

  30. Stenlake, J.B., A.J. Taylor, and R. Templeton, J. Pharm.Pharmacol. 23:221S (1971).

    PubMed  CAS  Google Scholar 

  31. Weinheimer, A.J., and R.L. Spraggins, Tetrahedron Lett. 59:5185 (1969).

    Article  PubMed  CAS  Google Scholar 

  32. Corey, E.J., and H.E. Ensley, J. Chem. Soc. Chem. Commun. 8:277 (1975).

    Article  Google Scholar 

  33. Corey, E.J., W.N. Washburn, and J.C. Chen. J. Am. Chem. Soc. 95:2054 (1973).

    Article  CAS  Google Scholar 

  34. Blain, J.A., and G. Shearer, J. Sci. Food Agric. 16:373 (1965).

    Article  CAS  Google Scholar 

  35. Downing, D.T., D.G. Ahern, and M. Bachta, Biochem. Biophys. Res. Commun. 40:218 (1970).

    Article  PubMed  CAS  Google Scholar 

  36. Hamberg, M., and B. Samuelsson, Proc. Natl. Acad. Sci. U.S.A. 71:3400 (1974).

    Article  PubMed  CAS  Google Scholar 

  37. Borgeat, P., M. Hamberg, and B. Samuelsson, J. Biol. Chem. 251:7816 (1976).

    PubMed  CAS  Google Scholar 

  38. Stenson, W.F., J.P. Atkinson, A. Kulczycki, and C.W. Parker, Fed. Proc 37:1318 (1978).

    Google Scholar 

  39. Tobias, L.D., F.M. Vane, and J.R. Paulsrud, Prostaglandins 10:443 (1975).

    PubMed  CAS  Google Scholar 

  40. Flower, R.J., Pharmacol. Rev. 26:33 (1974).

    PubMed  CAS  Google Scholar 

  41. Do, U.H., and H. Sprecher, J. Lipid Res. 17:424 (1976).

    PubMed  CAS  Google Scholar 

  42. Goetz, J.M., H. Sprecher, D.G. Cornwell, and R.V. Panganamala, Prostaglandins 12:187 (1976).

    Article  PubMed  CAS  Google Scholar 

  43. Davidson, P., P.W. Ramwell, and A.L. Willis, Br. J. Pharmacol. 46:547 p (1972).

    Google Scholar 

  44. Samuelsson, B., and A. Wennmalm, Acta Physiol. Scand. 83:163 (1971).

    Article  PubMed  CAS  Google Scholar 

  45. Hammarstrom, S., Biochim. Biophys. Acta 487:517 (1977).

    PubMed  CAS  Google Scholar 

  46. Bild, G.S., S.G. Bhat, C.S. Ramadoss, and B. Axelrod, J. Biol. Chem. 253:21 (1978).

    PubMed  CAS  Google Scholar 

  47. Hamberg, M., and B. Samuelsson, J. Biol. Chem. 242:5336 (1967).

    PubMed  CAS  Google Scholar 

  48. Hamberg, M., and B. Samuelsson, J. Am. Chem. Soc. 88:2349 (1966).

    Article  CAS  Google Scholar 

  49. Hamberg, M., and B. Samuelsson, J. Biol. Chem. 242:5344 (1967).

    PubMed  CAS  Google Scholar 

  50. Nugteren, D.H., R.K. Beerthuis and D.A. Van Dorp, in “Prostaglandins, Nobel Symposium 2,” Edited by S. Bergstrom and B. Samuelsson, Alquist and Wicksell, Stockholm, 1967, p. 45.

    Google Scholar 

  51. Pace-Asciak, C., and L.S. Wolfe, Biochim. Biophys. Acta 152:784 (1968).

    PubMed  CAS  Google Scholar 

  52. Hamberg, M., and B. Samuelsson, J. Biol. Chem. 242:5329 (1967).

    PubMed  CAS  Google Scholar 

  53. Vanderhoek, J.Y., and W.E.M. Lands, Biochim. Biophys. Acta 296:374 (1973).

    PubMed  CAS  Google Scholar 

  54. Smith, W.L., and W.E.M. Lands, Biochem. Biophys. Res. Commun. 41:846 (1970).

    Article  PubMed  CAS  Google Scholar 

  55. Smith, W.L., and W.E.M. Lands, Biochemistry 11:3276 (1972).

    Article  PubMed  CAS  Google Scholar 

  56. Lands, W.E.M., P.R. LeTellier, L. Rome, and J.Y. Vanderhoek, in “Prostaglandin Synthetase Inhibitors,” Edited by H.J. Robinson and J.R. Vane, Raven Press, New York, 1974, p. 1.

    Google Scholar 

  57. Diczfalusy, U., and S. Hammarstrom, FEBS Letters 82:107 (1977).

    Article  CAS  Google Scholar 

  58. Hamilton, J.G., and L.D. Tobias, Prostaglandins 13:1019 (1977).

    Article  Google Scholar 

  59. Willis, A.L., and D.G. Kuhn, Science, 183:327 (1974).

    Article  PubMed  CAS  Google Scholar 

  60. Smith, M.J.H., A.W. FordHutchinson, P.N.C. Elliot, and J.P. Bolam, J. Pharm. Pharmacol. 26:692 (1974).

    PubMed  CAS  Google Scholar 

  61. Bonta, I.L., H. Bult, J.E. Vincent, and F.J. Zijlstra, J. Pharm. Pharmacol. 29:1 (1977).

    PubMed  CAS  Google Scholar 

  62. Sullivan, T.J., and C.W. Parker, Fed. Proc. 36:1216 (1977).

    Google Scholar 

  63. Jakschik, B.A., S. Falenhein, and C.W., Parker, Proc. Natl. Acad. Sci. U.S.A. 74:4577 (1977).

    Article  PubMed  CAS  Google Scholar 

  64. Valone, F.H., and E.J. Goetzl, J. Immunol. 120:102 (1978).

    PubMed  CAS  Google Scholar 

  65. Walker, R.J., M.J.H. Smith, and A.W. Ford-Hutchinson, Agents Actions 6:602 (1972).

    Article  Google Scholar 

  66. Kelly, J.P., D.E. Snider, and C.W. Parker, Fed. Proc. 36:1307 (1977).

    Google Scholar 

  67. Chignard, M., and B.B. Vargaftig, Prostaglandins 14:222 (1977).

    Article  PubMed  CAS  Google Scholar 

  68. Colwell, J.A., A. Chambers, and M. Laimins, Diabetes 24:684 (1975).

    PubMed  CAS  Google Scholar 

  69. Leonardi, R.G., B. Alexander, F. White, and A. Parts, Fed. Proc. 33:1480 (1974).

    Google Scholar 

  70. Fukami, M.H., H. Holmsen, and J. Bauer, Biochim. Biophys. Acta 428:253 (1976).

    PubMed  CAS  Google Scholar 

  71. Friedman, F., and T.C. Detwiler, Biochem. 14:1315 (1975).

    Article  CAS  Google Scholar 

  72. Pickett, W.C., and P. Cohen, J. Biol. Chem. 251:2536 (1976).

    PubMed  CAS  Google Scholar 

  73. Troll, W., S. Belman, B. Goldstein, F. Mukai, and L. Machlin, Proc. Am. Assoc. Cancer Res. 19:106 (1978).

    Google Scholar 

  74. Goetzl, E.J., J.M. Woods, and R.R. Gorman, J. Clin. Invest. 59:179 (1977).

    Article  PubMed  CAS  Google Scholar 

  75. Turner, S.R., J.A. Tainer, and W.S. Lynn, Nature 257:680 (1975).

    Article  PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Roche Research Center, Hoffmann-La Roche, 07110, Nutley, New Jersey

    L. D. Tobias & J. G. Hamilton

Authors
  1. L. D. Tobias
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. J. G. Hamilton
    View author publications

    You can also search for this author in PubMed Google Scholar

About this article

Cite this article

Tobias, L.D., Hamilton, J.G. The effect of 5,8,11,14-eicosatetraynoic acid on lipid metabolism. Lipids 14, 181–193 (1979). https://doi.org/10.1007/BF02533870

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02533870

Keywords

Search

Navigation