Biological & Pharmaceutical Bulletin 2010-01-01

Synthesis and biological properties of benzo-annulated rutaecarpines.

Young Hwan Hong, Woo Jin Lee, Seung Ho Lee, Jong Keun Son, Hye-Lin Kim, Jung Min Nam, Youngjoo Kwon, Yurngdong Jahng

Index: Biol. Pharm. Bull. 33(10) , 1704-9, (2010)

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Abstract

A series of benzo-annulated rutaecarpines were prepared from anthranilic acid and 3-aminonaphthalene-2-carboxylic acid by Fischer indole synthesis as key reaction. Cytotoxicity was somewhat increased by the introduction of benzo-annulation, which was not directly related to the inhibitory activity against topoisomerases (topo) I and II. Benzo-annulation on ring A led to significant increase of inhibitory activity against topo II while annulations on ring E increased inhibitory activity against topo I.