Bioorganic & medicinal chemistry

Monoamine oxidase-catalyzed oxidation of endo, endo-2-amino-6-[(Z)-2′-phenyl] ethenylbicyclo [2.2. 1] heptane, a potential probe for a radical cation intermediate

X Wang, RB Silverman

Index: Wang, Xueqing; Silverman, Richard B. Bioorganic and Medicinal Chemistry, 2000 , vol. 8, # 7 p. 1645 - 1651

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Citation Number: 5

Abstract

An 11-step synthesis of endo, endo-2-amino-6-[(E)-2′-phenyl] ethenylbicyclo [2.2. 1] heptane (6) and the corresponding (Z)-isomer (7) was carried out in an attempt to make a compound that could trap the purported amine radical cation intermediate during monoamine oxidase (MAO)-catalyzed oxidation of amines. The E-isomer was not a substrate for MAO, and the Z-isomer was a very poor substrate. No trapping product was ...