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Bioorganicheskaia khimiia 2000-Mar

[Synthesis of the lupane group triterpenoids and there hepatoprotective activity].

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O B Flekhter
L T Karachurina
V V Poroĭkov
L R Nigmatullina
L A Baltina
F S Zarudiĭ
V A Davydova
L V Spirikhin
I P Baĭkova
F Z Galin

Keywords

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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