Studies on the Enzyme Immunoassay of Bio-active Constituents Contained in Oriental Medicinal Drugs. V. : Preparation of Bovine Serum Albumin Conjugate and β-Galactosidase Labelled Antigen for Enzyme Immunoassay of 3β-(Monoglucuron-1'β-yl)-18β-glycyrrhetic

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In order to prepare an immunogen for enzyme immunoassay of 3β-(monoglucuron-1'-β-yl)-18β-glycyrrhetic acid (3MGA), which was isolated from a patient with glycyrrhizin-induced pseudoaldosteronisms, benzyl glycyrrhetate (3) was allowed to react with an acetobromosugar (2) in the presence of silver carbonate to give benzyl 3β-(methyl2', 3', 4'-triacetyl-glucuron-1'β-yl)-glycyrrhetate (5) and methyl 3', 4'-diacetyl-α-1', 2'-O-[1-(benzyl glycyrrhet-3β-yl)-ethylidene]-D-glucuronate (4). On the other hadn, this reaction was carried out in the presence of mercuric cyanide in nitromethane to give compound 5,benzyl 3β-acetryl glycyrrhetate (6) and benzyl 11-oxo-A-neooleana-3(5), 12-dien-3-oate (7). 4-Aminomethylcyclohexanecarboxylic acid and glycine were introduced as chemical bridges at C-30 of 3β-(tertbutylglucuron-1'β-yl)-glycyrrhetic acid (11) derived from compound 5. The former bridge was used to prepare an immunogenic conjugate with bovine serum albumin, and the latter bridge was used for antigen labelled with β-galactosidase.
公益社団法人日本薬学会の論文
1990-01-25