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A comparison of the biological properties of of androst-5-en-3β-ol, a series of (20R)-n-alkylpregn-5-en-3β-ols and 21-isopentylcholesterol with those of cholesterol

  • Symposium: Sterols Held at the AOCS Annual Meeting in New Orleans, LA, May 17–21, 1981
  • Published:
Lipids

Abstract

The Δ5-sterol, androst-5-en-3β-ol, which has no side chain at C-17, did not permit molting of the insectHeliothis zea, growth of either the protozoanTetrahymena pyriformis, or the yeastSaccharomyces cerevisiae adapted to anaerobic conditions, nor was the sterol esterified by a mammalian microsomal ACAT preparation. However, the sterol did form a liposome with egg lecithin and, when fed to mice, did inhibit hepatic cholesterol synthesis. 21-Isopentylcholesterol also formed a liposome but neither supported the growth of the yeast nor was metabolized by the protozoan. When sterols, 20(R)-n-alkylpregn-5-en-3β-ols, with side chains of varying lengths were added to the medium of the protozoan, maximal esterification with fatty acids occurred with the 20(R)-n-pentyl derivative, and maximal inhibition of tetrahymanol formation occurred with then-butyl,n-pentyl andn-hexyl derivatives. In all of the assays, cholesterol showed a positive response, either permitting molting or growth, being metabolized, inhibiting sterol or tetrahymanol synthesis, or forming a liposome.

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Authors and Affiliations

  1. Department of Biological Sciences, Drexel University, 19104, Philadelphia, PA

    William R. Nes, John H. Adler, Jeffrey T. Billheimer, Katherine A. Erickson, John M. Joseph, Josephine R. Landrey, Rosemarie Marcaccio-Joseph & Karla S. Ritter

  2. Department of Biology, Bryn Mawr College, 19010, Bryn Mawr, PA

    Robert L. Conner

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  1. William R. Nes
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  2. John H. Adler
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  3. Jeffrey T. Billheimer
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  4. Katherine A. Erickson
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  5. John M. Joseph
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  6. Josephine R. Landrey
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  7. Rosemarie Marcaccio-Joseph
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  9. Robert L. Conner
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Nes, W.R., Adler, J.H., Billheimer, J.T. et al. A comparison of the biological properties of of androst-5-en-3β-ol, a series of (20R)-n-alkylpregn-5-en-3β-ols and 21-isopentylcholesterol with those of cholesterol. Lipids 17, 257–262 (1982). https://doi.org/10.1007/BF02535113

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  • DOI: https://doi.org/10.1007/BF02535113

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