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The synthesis and hepatoprotective activity of esters of the lupane group triterpenoids

Russian Journal of Bioorganic Chemistry volume 26, pages 192–200 (2000)Cite this article

Abstract

Hemisuccinates, hemiphthalates, acetylsalicylates, cinnamates, andp-methoxycinnamates of lupeol, betulin, and 3-O-acetylbetulin were synthesized via interaction with corresponding acid anhydrides or acid chlorides. A number of betulin esters in position 3 and 28 were shown to exhibit a pronounced hepatoprotective effect similar to that of betulin and silibor. These experimental data were in a good agreement with the computer prediction of their biological activity. Betulin 3,28-bishemiphthalate was more effective than carsil in models of experimental hepatitis caused by carbon tetrachloride, tetracycline, and ethanol.

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Authors and Affiliations

  1. Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, pr. Oktyabrya 71, 450054, Ufa, Bashkortostan, Russia

    O. B. Flekhter, L. T. Karachurina, L. P. Nigmatullina, L. A. Baltina, F. S. Zarudii, V. A. Davydova, L. V. Spirikhin, I. P. Baikova, F. Z. Galin & G. A. Tolstikov

  2. Institute of Biomedical Chemistry, Russian Academy of Medical Sciences, ul. Pogodinskaya 10, 119832, Moscow, Russia

    V. V. Poroikov

Authors
  1. O. B. Flekhter
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  2. L. T. Karachurina
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  3. V. V. Poroikov
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  4. L. P. Nigmatullina
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  5. L. A. Baltina
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  6. F. S. Zarudii
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  7. V. A. Davydova
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  8. L. V. Spirikhin
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  9. I. P. Baikova
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  10. F. Z. Galin
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  11. G. A. Tolstikov
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Correspondence to O. B. Flekhter.

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Flekhter, O.B., Karachurina, L.T., Poroikov, V.V. et al. The synthesis and hepatoprotective activity of esters of the lupane group triterpenoids. Russ J Bioorg Chem 26, 192–200 (2000). https://doi.org/10.1007/BF02786345

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  • DOI: https://doi.org/10.1007/BF02786345

Key words

  • lupane group triterpenoid esters
  • computer prediction of biological activity
  • hepatoprotective activity