Chemical & Pharmaceutical Bulletin 2002-07-01

Formation of an unusual dimeric compound by lead tetraacetate oxidation of a corynanthe-type indole alkaloid, mitragynine.

Hiromitsu Takayama, Hayato Ishikawa, Mariko Kitajima, Norio Aimi

Index: Chem. Pharm. Bull. 50(7) , 960-3, (2002)

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Abstract

Lead tetraacetate oxidation of a Corynanthe-type indole alkaloid, mitragynine, produced mainly 7-acetoxyindolenine derivative (2) together with a dimeric compound (4) as a minor product. The novel structure having a bridge between the C-11' and C-7 positions in the respective indolenine parts and its formation mechanism were studied.