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Benzimidazo[1,2‐ c ]quinazoline dimers as potential antitumor agents
Author(s) -
Braña Miguel F.,
de Vega María Jesús Pérez,
Perron Denise,
Conlon Donna,
Bousquet Peter F.,
Robinson Simon P.
Publication year - 1997
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570340316
Subject(s) - chemistry , quinazoline , combinatorial chemistry , stereochemistry , medicinal chemistry
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.