Cross-linking and sequence specific alkylation of DNA by aziridinyl quinones. 2. Structure requirements for sequence selectivity.
Hargreaves, Robert H J Mayalarp, Stephen P Butler, John McAdam, S R O'Hare, C C Hartley, John A
Hargreaves, Robert H J
Mayalarp, Stephen P
Butler, John
McAdam, S R
O'Hare, C C
Hartley, John A
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Abstract
The cytotoxicities and DNA sequence selectivity for guanine-N7 alkylation of 22 mono- and disubstituted 2,5-diaziridinyl-1,4-benzoquinones have been investigated. Several quinones produced patterns of alkylation following reduction with a selectivity for 5'-TGC-3' sequences. This sequence selectivity appeared to be dependent only on the presence of a hydrogen in position-6 of the quinone. A computer model, based on published crystallographic data, was used to explain this selectivity. The sequence selective quinones were generally more cytotoxic that the quinones which reacted randomly.
Description
Date
1997-01-31
Publisher
Collections
Keywords
Cultured Tumour Cells
Type
Article
Citation
Cross-linking and sequence specific alkylation of DNA by aziridinyl quinones. 2. Structure requirements for sequence selectivity. 1997, 40 (3):357-61 J. Med. Chem.