Issue 43, 2008
From the journal:

Chemical Communications

First synthesis of N-[(aziridin-2-yl)methyl]benzimidazolequinone and analysis of toxicity towards normal and Fanconi anemia cells†

Liz O’Donovan,a   Michael P. Carty*b  and  Fawaz Aldabbagh*a  

* Corresponding authors

a School of Chemistry, National University of Ireland, Galway, Ireland
E-mail: Fawaz.Aldabbagh@nuigalway.ie
Tel: +353-91-493120

b Department of Biochemistry, School of Natural Sciences, National University of Ireland, Galway, Ireland
E-mail: Michael.Carty@nuigalway.ie

Abstract

A diazole is N-substituted with 1-trityl-2-methylaziridine and demethylated and oxidised with NBS under acidic conditions to give a benzimidazolequinone; this novel anti-tumour agent is marginally more cytotoxic than mitomycin C (MMC) towards the normal human fibroblast cell line GM00637, while the MMC-hypersensitive human Fanconi anaemia (FA) cell line, PD20i, lacking the FANCD2 protein, is also hypersensitive to the benzimidazolequinone, with expression of FANCD2 protein decreasing sensitivity to both MMC and the benzimidazolequinone.

Graphical abstract: First synthesis of N-[(aziridin-2-yl)methyl]benzimidazolequinone and analysis of toxicity towards normal and Fanconi anemia cells

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Article information

DOI
https://doi.org/10.1039/B814706J
Article type
Communication
Submitted
22 Aug 2008
Accepted
03 Sep 2008
First published
29 Sep 2008

Chem. Commun., 2008, 5592-5594

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First synthesis of N-[(aziridin-2-yl)methyl]benzimidazolequinone and analysis of toxicity towards normal and Fanconi anemia cells

L. O’Donovan, M. P. Carty and F. Aldabbagh, Chem. Commun., 2008, 5592 DOI: 10.1039/B814706J

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