The synthesis and hepatoprotective activity of esters of the lupane group triterpenoids |
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| Authors: | O B Flekhter L T Karachurina V V Poroikov L P Nigmatullina L A Baltina F S Zarudii V A Davydova L V Spirikhin I P Baikova F Z Galin G A Tolstikov |
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| Institution: | (1) Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, pr. Oktyabrya 71, 450054 Ufa, Bashkortostan, Russia;(2) Institute of Biomedical Chemistry, Russian Academy of Medical Sciences, ul. Pogodinskaya 10, 119832 Moscow, Russia |
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| 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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| Keywords: | lupane group triterpenoid esters computer prediction of biological activity hepatoprotective activity |
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