First synthesis of an aziridinyl fused pyrrolo[1,2-a]benzimidazole and toxicity evaluation towards normal and breast cancer cell lines |
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Authors: | Bonham Sarah O'Donovan Liz Carty Michael P Aldabbagh Fawaz |
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Institution: | School of Chemistry, National University of Ireland Galway, University Road, Galway, Ireland. |
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Abstract: | Anionic aromatic ipso-substitution has allowed an aziridine ring to be fused onto pyrrolo1,2-a]benzimidazole. This diazole analogue of aziridinomitosene, and N-(aziridinyl)methyl]-1H-benzimidazole are shown to be significantly more cytotoxic towards the human breast cancer cell lines MCF-7 and HCC1937 than towards a human normal fibroblast cell line (GM00637). The aziridinyl fused pyrrolo1,2-a]benzimidazole is less cytotoxic than the non-ring fused aziridinyl analogue towards all three cell lines. The BRCA1-deficient HCC1937 cells are more sensitive to mitomycin C (MMC) compared to GM00637 and MCF-7 cells. The evidence provided indicates that different pathways may mediate cellular response to benzimidazole-containing aziridine compounds compared to MMC. |
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