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2019•Russian Journal of Bioorganic ChemistryRequires access

Hepatoprotective Activity of Betulin and Dipterocarpol Derivatives

О. Б. Казакова, И. Е. Смирнова, Н. И. Медведева, T. V. Lopatina, I.V. Chudov, Almaz Sharipov, A. S. Ziganshin, Trần Thị Phương Thảo

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Abstract

Abstract The regioselective synthesis of betulin 3,28-bis- and 28-monoacylates (nicotinate and isonicotinates) as well as of 3β-hemisuccinyl dipterocarpol was carried out using the dicyclohexylcarbodiimide method. The morphological and biochemical blood tests on a model of CCl4-induced rat hepatitis showed that the activities of the betulin bisacylates 3β,28-bis-О-nicotinate and 3β,28-bis-О-isonicotinate were higher than that of monoacylate 28-О-isonicotinate. 3β-Hydroxydipterocarpol was found to be the most active among triterpenoids of the dammarane type.

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Abstract The regioselective synthesis of betulin 3,28-bis- and 28-monoacylates (nicotinate and isonicotinates) as well as of 3β-hemisuccinyl dipterocarpol was carried out using the dicyclohexylcarbodiimide method. The morphological and biochemical blood tests on a model of CCl4-induced rat hepatitis showed that the activities of the betulin bisacylates 3β,28-bis-О-nicotinate and 3β,28-bis-О-isonicotinate were higher than that of monoacylate 28-О-isonicotinate. 3β-Hydroxydipterocarpol was found to be the most active among triterpenoids of the dammarane type.

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Available abstract

Abstract The regioselective synthesis of betulin 3,28-bis- and 28-monoacylates (nicotinate and isonicotinates) as well as of 3β-hemisuccinyl dipterocarpol was carried out using the dicyclohexylcarbodiimide method. The morphological and biochemical blood tests on a model of CCl4-induced rat hepatitis showed that the activities of the betulin bisacylates 3β,28-bis-О-nicotinate and 3β,28-bis-О-isonicotinate were higher than that of monoacylate 28-О-isonicotinate. 3β-Hydroxydipterocarpol was found to be the most active among triterpenoids of the dammarane type.

Key concepts: Betulin, Regioselectivity, Chemistry, Triterpenoid, CCL4, Stereochemistry, Dammarane, Organic chemistry

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