Synthesis of the lupane group triterpenoids and there hepatoprotective activity
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.
Bioorganicheskaia Khimiia 26(3): 215-223
2000
ISSN/ISBN: 0132-3423 PMID: 10816820 Document Number: 523959
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.