Benzimidazo[1,2-c]quinazoline dimers as potential antitumor agents

✍ Scribed by Miguel F. Braña; María Jesús Pérez de Vega; Denise Perron; Donna Conlon; Peter F. Bousquet; Simon P. Robinson

• Publisher: Journal of Heterocyclic Chemistry
• Year: 1997
• Tongue: English
• Weight: 451 KB
• Volume: 34
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570340316

✦ Synopsis

Abstract

The 6‐substituted benzimidazo[1,2‐c]quinazoline 1 is a lead structure from our DNA intercalator program and is cytotoxic to the human colon cancer tumor line HT‐29 with an inhibitory concentration 50, IC~50~ of 4.00 μ__M__. In order to try and improve the limited cytotoxicity of this class of compound we prepared a series consisting of two benzimidazo[1,2‐c]quinazoline moieties linked by a polyalkylamino bridge, of different length and substitution. The compound with the ‐NH‐(CH~2~)~3~‐N(CH~3~)‐(CH~2~)~3~‐NH‐bridge had an inhibitory concentration 50, IC~50~ of 0.5 μ__M.__ When tested in vivo, however, no clear anti‐tumor activity was produced in the human breast cancer tumor line MX‐1 or the human melanoma tumor line LOX, human tumor xenografts models.