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. 1983 Nov-Dec;46(6):852-61.
doi: 10.1021/np50030a005.

Isolation and identification of "diazepam-like" compounds from bovine urine

K C Luk, L Stern, M Weigele, R A O'Brien, N Spirt

Isolation and identification of "diazepam-like" compounds from bovine urine

K C Luk et al. J Nat Prod. 1983 Nov-Dec.

Abstract

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.

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