A Convenient Synthesis of Benzo[g]pyrrolo[3,2-c]quinoline-6,11-diones

Ricardo A. Tapia; Claudio López; Antonio Morello; Juan Diego Maya; Jaime A. Valderrama

doi:10.1055/s-2005-861802

PAPER

A Convenient Synthesis of Benzo[g]pyrrolo[3,2-c]quinoline-6,11-diones

Ricardo A. Tapia*^a, Claudio López^a, Antonio Morello^b, Juan Diego Maya^b, Jaime A. Valderrama^a
^a Facultad de Química, Pontificia Universidad Católica de Chile, Casilla 306, Santiago-22, Chile
Fax: +56(2)6864744; e-Mail: rtapia@puc.cl;
^b Facultad de Medicina, ICBM, Universidad de Chile, Casilla 70086, Santiago-7, Chile

Abstract

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Abstract

The synthesis of a new class of angular tetracyclic quinones is described. Our strategy involves Diels-Alder reaction of pyrroloquinolinequinone 9, generated in situ from pyrroloquinoline 8, and dienes. The required pyrroloquinoline 8 was prepared in four steps from commercially available compounds. All compounds were tested for trypanocidal activity in vitro against Trypanosoma cruzi epimastigotes.

Key words

benzo[g]pyrrolo[3,2-c]quinoline - heterocyclic quinones - pyrroloquinoline - Diels-Alder reaction - heterocycles

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