RRC ID |
37769
|
Author |
Higashi T, Uemura K, Inami K, Mochizuki M.
|
Title |
Unique behavior of 2,6-bis(bromomethyl)naphthalene as a highly active organic DNA crosslinking molecule.
|
Journal |
Bioorg Med Chem
|
Abstract |
Among 14 bis-halomethylated naphthalenes and quinolines, 2,6-bis(bromomethyl)naphthalene was found to have highly active crosslinking activity on DNA. The unique behavior of high microbial mutagenicity, even though it had a low propensity to form double-strands in linearized plasmid DNA, suggested that it would offer a new seed, capable of forming intrastrand crosslinks similar to cisplatin. The electron withdrawal extent of the halogen atoms, the substitution patterns of two halomethyl groups, and the introduction of a nitrogen atom into the aromatic nucleus had remarkable effects on the activity of the molecule.
|
Volume |
17(10)
|
Pages |
3568-71
|
Published |
2009-5-15
|
DOI |
10.1016/j.bmc.2009.04.009
|
PII |
S0968-0896(09)00352-6
|
PMID |
19394834
|
MeSH |
Cross-Linking Reagents / chemistry*
Cross-Linking Reagents / metabolism
DNA / analysis*
Naphthalenes / chemistry*
Naphthalenes / metabolism
|
IF |
3.073
|
Times Cited |
3
|
WOS Category
|
CHEMISTRY, ORGANIC
BIOCHEMISTRY & MOLECULAR BIOLOGY
CHEMISTRY, MEDICINAL
|
Resource |
Human and Animal Cells |
|