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Arylsulfonate esters as hypocholesteremic agents: III. Mechanism of action studies

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Lipids

Abstract

The mechanism responsible for the hypocholestermic action of arylsulfonate esters of long chain fatty alcohols has been studied with rats fed either normocholesteremic or hypercholesteremic (1% cholesterol plus 0.5% glycocholate) diets. Linoleyl tosylate is more effective in lowering plasma and liver cholesterol levels of rats on the hypercholesteremic diet than several other hypocholesteremic agents tested. Linoleyl tosylate does not redistribute cholesterol to extrahepatic tissues nor inhibit hepatic cholesterol biosynthesis. Linoleyl tosylate is not effective in counteracting Tritoninduced hypercholesteremia nor in lowering plasma cholesterol levels of the suckling rat. Linoleyl tosylate increases the fecal elimination of dietary [4-14C] cholesterol and prevents its accumulation in blood and liver. Oleyl p-(n-decyl) benzene sulfonate also prevents the apparent absorption of [26-14C] cholesterol from the gastrointestinal tract. Linoleyl tosylate increases the fecal excretion of neurtal sterols but not of bile acids. The results indicate that the arylsulfonate esters of long chain fatty alcohols lower body cholesterol levels by inhibiting cholesterol absorption from the gastrointestinal tract. Exactly how absorption is inhibited is not clear, but linoleyl tosylate was found to stimulate the activity of cholesteryl esterase prepared from the intestinal mucosa.

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References

  1. Quackenbush, F.W., P.G. Rand, and J.E. MacNintch, Lipids, 12:686 (1977).

    PubMed  CAS  Google Scholar 

  2. Quackenbush, F.W., W.M. Grogan, Jr., S. Midland, F.P. Bell, J.E., MacNintch, T.C. Hutsell, G. Cruzan, and H.C. Klauda, Artery, to be submitted.

  3. Sperry, W.M., and M. Webb, J. Biol. Chem. 187:97 (1950).

    PubMed  CAS  Google Scholar 

  4. Harris, R.A., and D. Gambal, Anal. Biochem. 5:479 (1963).

    Article  PubMed  Google Scholar 

  5. Wilson, J.D., J. Lipid Res. 5:409 (1965).

    Google Scholar 

  6. Thompson, S., J. Gangule, and S. Kon, Br. J. Nutr. 3:50 (1959).

    Article  Google Scholar 

  7. Bloomfield, D.K., Proc. Nat. Acad. Sci. 50:117 (1965).

    Article  Google Scholar 

  8. Moore, R.P., and C.A. Baumann, J. Biol. Chem. 195:615 (1952).

    PubMed  CAS  Google Scholar 

  9. Levin, S.J., J.C. Irvin, and C.G. Johnston, Anal. Chem. 33:856 (1961).

    Article  CAS  Google Scholar 

  10. Gambal, D., and F.W. Quackenbush, J. Nutr. 70:497 (1960).

    PubMed  CAS  Google Scholar 

  11. Lossow, W.J., R.H. Migliomi, N. Brot, and I.L. Chaikoff, J. Lipid Res. 5:198 (1964).

    PubMed  CAS  Google Scholar 

  12. Shah, S.N., W.J. Lossow, and I.L. Chaikoff, Ibid. 6:228 (1965).

    PubMed  CAS  Google Scholar 

  13. Paoletti, R., Am. J. Clin. Nutr. 10:277 (1962).

    PubMed  CAS  Google Scholar 

  14. Harris, R.A., “Studies upon Suckling Rat Hypercholesteremia and the Mechanism for Cholesterol Lowering by Sulfonate Esters,” Ph.d. Thesis, Purdue University, Lafayette, IN, 1965.

    Google Scholar 

  15. Best, M.M., and C.H. Duncan, Am. J. Physiol. 19:1000 (1960).

    Google Scholar 

  16. Huff, J.W., and J.L. Gilfillan, Proc. Soc. Exp. Biol. Med. 103:41 (1960).

    PubMed  CAS  Google Scholar 

  17. Thorp, J.M., and W.S. Waring, Nature 194:948 (1962).

    Article  PubMed  CAS  Google Scholar 

  18. Dick, E.C., S.M. Greenberg, J.F. Herndon, M. Jones, and E.J. Van Loon, Proc. Soc. Exp. Biol. Med. 104:523 (1960).

    PubMed  CAS  Google Scholar 

  19. Siperstein, M.D., Curr. Top. Cell Regul. 2:65 (1970).

    CAS  Google Scholar 

  20. Goodman, D.S., Physiol. Rev. 45:747 (1965).

    PubMed  CAS  Google Scholar 

  21. Fukushima, H., S. Aono, and H. Nakatani, J. Nutr. 96:15 (1968).

    CAS  Google Scholar 

  22. Fukushima, H., K. Toki, and H. Nakatani, J. Atheroscler. Res. 9:57 (1969).

    PubMed  CAS  Google Scholar 

  23. Kritchevsky, D., and S.A. Tepper, Ibid. 7:527 (1967).

    Article  PubMed  CAS  Google Scholar 

  24. Nakatani, H., Jap. J. Pharmacol. 16:391 (1966).

    PubMed  CAS  Google Scholar 

  25. Nakatani, H., S. Aono, Y. Suzuki, H. Fukushima, Y. Nakamura, and K. Toki, Atherosclerosis 12:307 (1970).

    Article  PubMed  CAS  Google Scholar 

  26. Takeuchi, N., and Y. Yamamura, Clin. Pharmacol. Therap. 16:368 (1974).

    CAS  Google Scholar 

  27. Fukushima, H., S. Aono, and Y. Nakamura, J. Atheroscler. Res. 10:403 (1969).

    PubMed  CAS  Google Scholar 

  28. Nakatani, H., H. Fukushima, and A. Wakimura, Science 153:1267 (1966).

    Article  PubMed  CAS  Google Scholar 

  29. Kritchevsky, D., and S.A. Tepper, Can. J. Biochem. 46:1429 (1968).

    Article  PubMed  CAS  Google Scholar 

  30. Dvornik, D., Ibid. 46:1430 (1968).

    Article  PubMed  CAS  Google Scholar 

  31. Nagata, A., H. Nakatomi, and K. Toki, Lipids 11:163 (1976).

    PubMed  CAS  Google Scholar 

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Published as Journal Paper No. 6698 Agricultural Experiment Station, Purdue University, Lafayette, IN.

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MacNintch, J.E., Harris, R.A., McLean Grogan, W. et al. Arylsulfonate esters as hypocholesteremic agents: III. Mechanism of action studies. Lipids 12, 819–827 (1977). https://doi.org/10.1007/BF02533271

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  • DOI: https://doi.org/10.1007/BF02533271

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