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