Peer-Reviewed Journal Details
Mandatory Fields
Moriarty, E;Carr, M;Bonham, S;Carty, MP;Aldabbagh, F
2010
September
European Journal Of Medicinal Chemistry
Synthesis and toxicity towards normal and cancer cell lines of benzimidazolequinones containing fused aromatic rings and 2-aromatic ring substituents
Published
WOS: 22 ()
Optional Fields
FANCONI-ANEMIA CELLS DT-DIAPHORASE NAD(P)H-QUINONE OXIDOREDUCTASE-1 ANTIPROLIFERATIVE ACTIVITY HETEROCYCLIC QUINONES BIOLOGICAL EVALUATION ORGANIC-CHEMISTRY MITOMYCIN-C CYTOTOXICITY DERIVATIVES
45
3762
3769
A facile 6-exo-trig cyclization of sigma-aromatic radicals has allowed the synthesis of various aromatic ring fused benzimidazoles and benzimidazolequinones. The most highly conjugated naphthyl fused benzimidazolequinone, (5-methyl-5,6-dihydrobenzimidazo[2,1-a]benzo[f]isoquinoline-8,11-dione) showed the highest specificity towards human cervical (HeLa) and prostate (DU145) cancer cell lines with little toxicity towards a human normal (GM00637) cell line at doses of <1 mu M. In contrast, 2-aromatic ring substituted (benzimidazole-4,7-diones) analogues, benzimidazolequinone with a pyridine ring and mitomycin C were more toxic than the highly conjugated naphthyl fused benzimidazolequinone towards the normal cell line. (C) 2010 Elsevier Masson SAS. All rights reserved.
0223-5234
10.1016/j.ejmech.2010.05.025
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