A facile synthesis of bispyrroloquinone and bispyrroloiminoquinone ring system of marine alkaloids.

ABSTRACT: Bispyrroloquinone and bispyrroloiminoquinone are two important polycyclic ring systems present in biologically active marine alkaloids such as Zyzzyanones, tsitsikammamines and wakayin. A facile synthesis of these two ring systems starting from a 6-benzylamino indole-4,7-quinone or 6-benzylamino pyrroloiminoquinone is described here. This chemistry involves the construction of a pyrrole ring in a single step by treatment of the starting reagents with ethyl acetoacetate or phenylbutane-1,3-dione in the presence of ceric ammonium nitrate in MeOH/CH₂Cl₂ solvent.

SUBMITTER: Murugesan S 

PROVIDER: S-EPMC4331033 | biostudies-literature | 2009 Jun

REPOSITORIES: biostudies-literature