title: [Synthesis of the lupane group triterpenoids and there hepatoprotective activity].
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.
authors.affiliation: Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, Bashkortostan, Russia. obf@anrb.ru
authors.forename: O B
authors.initials: OB
authors.lastname: Flekhter
authors.forename: L T
authors.initials: LT
authors.lastname: Karachurina
authors.forename: V V
authors.initials: VV
authors.lastname: Poroĭkov
authors.forename: L R
authors.initials: LR
authors.lastname: Nigmatullina
authors.forename: L A
authors.initials: LA
authors.lastname: Baltina
authors.forename: F S
authors.initials: FS
authors.lastname: Zarudiĭ
authors.forename: V A
authors.initials: VA
authors.lastname: Davydova
authors.forename: L V
authors.initials: LV
authors.lastname: Spirikhin
authors.forename: I P
authors.initials: IP
authors.lastname: Baĭkova
authors.forename: F Z
authors.initials: FZ
authors.lastname: Galin
authors.forename: G A
authors.initials: GA
authors.lastname: Tolstikov
mesh_terms: 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
chemical_list: D000893:Anti-Inflammatory Agents; D053978:Pentacyclic Triterpenes; D014315:Triterpenes; C002503:betulin; D000094062:Betulinic Acid; C010480:lupeol; D000094042:Lupanes