Peer-Reviewed Journal Details
Mandatory Fields
Bonham, S;O'Donovan, L;Carty, MP;Aldabbagh, F
2011
January
Organic & Biomolecular Chemistry
First synthesis of an aziridinyl fused pyrrolo[1,2-a]benzimidazole and toxicity evaluation towards normal and breast cancer cell lines
Published
WOS: 18 ()
Optional Fields
INTRAMOLECULAR MICHAEL ADDITION RADICAL IPSO SUBSTITUTION REMOVABLE BLOCKING GROUP FANCONI-ANEMIA CELLS MITOMYCIN-C AZIRIDINOMITOSENE SKELETON ALPHA-LITHIOAZIRIDINES ANTITUMOR AGENTS TOPOISOMERASE-II DNA ALKYLATION
9
6700
6706
Anionic aromatic ipso-substitution has allowed an aziridine ring to be fused onto pyrrolo[1,2-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 pyrrolo[1,2-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.
1477-0520
10.1039/c1ob05694h
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