Abstract
A facile 6-exo-trig cyclization of σ-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 μM. 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. The naphthyl fused benzimidazolequinone 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 μM.
| Original language | English |
|---|---|
| Pages (from-to) | 3762-3769 |
| Number of pages | 8 |
| Journal | European Journal of Medicinal Chemistry |
| Volume | 45 |
| Issue number | 9 |
| DOIs | |
| Publication status | Published - Sep 2010 |
UN SDGs
This output contributes to the following UN Sustainable Development Goals (SDGs)
-
SDG 3 Good Health and Well-being
Keywords
- Bioreductive
- Heterocyclic compounds
- NQO1
- Quinones
Fingerprint
Dive into the research topics of 'Synthesis and toxicity towards normal and cancer cell lines of benzimidazolequinones containing fused aromatic rings and 2-aromatic ring substituents'. Together they form a unique fingerprint.Cite this
- APA
- Author
- BIBTEX
- Harvard
- Standard
- RIS
- Vancouver