Oxidation chemistry and biochemistry of the central mammalian alkaloid 1-methyl-6-hydroxy-1, 2, 3, 4-tetrahydro-. beta.-carboline

…, RN Goyal, CLR Blank, G Dryhurst

Index: Zhang; Goyal; Blank; Dryhurst Journal of Medicinal Chemistry, 1992 , vol. 35, # 1 p. 82 - 93

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Citation Number: 23

Abstract

The electrochemical oxidation of the central mammalian alkaloid l-methyl-6-hydroxy-l, 2, 3, 4tetrahydro-@-carboline (1) has been studied in neutral aqueous solution at a pyrolytic graphite electrode (PGE). Voltammograms of 1 show two closely spaced oxidation peaks, I, and 11,. At potentials less positive than the peak potential (E,) for peak I,, 1 is oxidized to a radical intermediate which dimerizes to give two diastereomers of 5, 5'-bi (l-methyl-6- ...