Isolation and identification of "diazepam-like" compounds from bovine urine.
Attempts to isolate the putative endogenous ligand for the benzodiazepine receptor from bovine urine resulted in the identification of three isoflavans: equol (1), 3',7-dihydroxyisoflavan (2), and 4'-hydroxy-7-methoxyisoflavan (9), as "diazepam-like" compounds. 3-Chloro-9H-carbazole (17) was found to enhance the binding of diazepam in the benzodiazepine receptor binding assay. Pinosylvine monomethyl ether (18), indigo (20), and indirubin (21) were isolated as inactive compounds.
D000818:Animals; D001667:Binding, Competitive; D002417:Cattle; D055598:Chemical Phenomena; D002621:Chemistry; D003975:Diazepam / Q000652:urine*; D011956:Receptors, Cell Surface / Q000378:metabolism; D011963:Receptors, GABA-A
D011956:Receptors, Cell Surface; D011963:Receptors, GABA-A; D003975:Diazepam