[Synthesis of the lupane group triterpenoids and there hepatoprotective activity].
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.
Flekhter
O B
OB
Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, Bashkortostan, Russia. obf@anrb.ru
Karachurina
L T
LT
Poroĭkov
V V
VV
Nigmatullina
L R
LR
Baltina
L A
LA
Zarudiĭ
F S
FS
Davydova
V A
VA
Spirikhin
L V
LV
Baĭkova
I P
IP
Galin
F Z
FZ
Tolstikov
G A
GA
D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D008099:Liver / Q000187:drug effects / Q000473:pathology; D053978:Pentacyclic Triterpenes; D051381:Rats; D014315:Triterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000094062:Betulinic Acid; D000094042:Lupanes
D000893:Anti-Inflammatory Agents; D053978:Pentacyclic Triterpenes; D014315:Triterpenes; C002503:betulin; D000094062:Betulinic Acid; C010480:lupeol; D000094042:Lupanes