title: Preventive effects of soyasapogenol B derivatives on liver injury in a concanavalin A-induced hepatitis model.
abstract: To shed light on the structure-activity relationship, various soyasapogenol B derivatives were synthesized and evaluated for preventive effects on liver injury in the concanavalin A (Con A)-induced hepatitis model in mice. Con A injection into mice induces some pathophysiology of human liver disease such as autoimmune or viral hepatitis. Two hydroxyl groups on the A ring of soyasapogenol B are required for amelioration of liver damage. Modification of the C-22 hydroxyl moiety with an acyloxy or alkyloxy group, or removal of the hydroxyl group, resulted in a greatly enhanced percentage of alleviation. Among the series of soyasapogenol B derivatives examined, six compounds exhibited preventive effects on liver damage.
authors.affiliation: Medicinal Chemistry Research Laboratory, Pharmaceutical Research Department, Meiji Seika Kaisha, Ltd., 760 Morooka-cho, Yokohama 222-8567, Japan.
authors.forename: Kazue
authors.initials: K
authors.lastname: Sasaki
authors.forename: Nobuto
authors.initials: N
authors.lastname: Minowa
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Kuzuhara
authors.forename: Shoji
authors.initials: S
authors.lastname: Nishiyama
mesh_terms: D000818:Animals; D003208:Concanavalin A; D018360:Crystallography, X-Ray; D004195:Disease Models, Animal; D006520:Hepatitis, Animal / Q000473:pathology / Q000517:prevention & control*; D008099:Liver / Q000473:pathology; D008111:Liver Function Tests; D008297:Male; D051379:Mice; D008807:Mice, Inbred BALB C; D019906:Nuclear Magnetic Resonance, Biomolecular; D009828:Oleanolic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D012503:Saponins / Q000138:chemical synthesis / Q000494:pharmacology*
chemical_list: D012503:Saponins; D003208:Concanavalin A; C407096:soyasapogenol B; D009828:Oleanolic Acid