Synthesis of the lupane group triterpenoids and there hepatoprotective activity |
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Authors: | Flekhter O B Karachurina L T Poroĭkov V V Nigmatullina L R Baltina L A Zarudiĭ F S Davydova V A Spirikhin L V Baĭkova I P Galin F Z Tolstikov G A |
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Affiliation: | Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, Bashkortostan, Russia. obf@anrb.ru |
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Abstract: | Hemisuccinates, hemiphthalates, acetylsalicylates, cinnamates, and p-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-bis-hemiphthalate was more effective than carsil in models of experimental hepatitis caused by carbon tetrachloride, tetracycline, and ethanol. |
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