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

Liz O'Donovan; Michael P. Carty; Fawaz Aldabbagh

doi:10.1039/b814706j

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

Liz O'Donovan
, Michael P. Carty
, Fawaz Aldabbagh

Molecular Biosciences

University of Galway

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

23 Citations (Scopus)

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.

Original language	English
Pages (from-to)	5592-5594
Number of pages	3
Journal	Chemical Communications
Issue number	43
DOIs	https://doi.org/10.1039/b814706j
Publication status	Published - 2008

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

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.",

author = "Liz O'Donovan and Carty, \{Michael P.\} and Fawaz Aldabbagh",

year = "2008",

doi = "10.1039/b814706j",

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pages = "5592--5594",

journal = "Chemical Communications",

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publisher = "Royal Society of Chemistry",

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T1 - First synthesis of N-[(aziridin-2-yl)methyl]benzimidazolequinone and analysis of toxicity towards normal and Fanconi anemia cells

AU - O'Donovan, Liz

AU - Carty, Michael P.

AU - Aldabbagh, Fawaz

PY - 2008

Y1 - 2008

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/55849149810

U2 - 10.1039/b814706j

DO - 10.1039/b814706j

M3 - Article

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SP - 5592

EP - 5594

JO - Chemical Communications

JF - Chemical Communications

IS - 43

ER -

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

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