Synthesis and hypoglycemic properties of new derivatives of 3,12-dioxo-5β-cholan-24-oic acid

A library of 1,2,4- and 1,3,4-oxadiazole derivatives of 3,12-dioxo-5β-cholan-24-oic acid containing various substituents at the oxadiazole rings was synthesized from the available animal metabolite of deoxycholic acid via several synthetic approaches. The acquired results of screening of the hypoglycemic activity on the model of alloxan-induced diabetes mellitus in mice revealed for the synthesized compounds that the product containing the 24-nor-3,12-dioxo-5β-cholan and o-pyridine moieties are linked via the 1,3,4-oxadiazole linker on the 8th day reduce the glucose level almost to that in the intact animals. The delayed effect of this compound is presumably related to the influence on the work of genes involved in carbohydrate and lipid metabolisms.