Small cyclen-imidazolium-containing molecules and their interactions with DNA.

ABSTRACT

Three small organic molecules containing different numbers of cyclen and imidazolium units were synthesized. Their interactions with plasmid DNA and their potential for gene delivery vectors were investigated. Agarose gel retardation and ethidium bromide exclusion assays revealed that these molecules can effectively condense DNA, and compounds with higher molecular weights are needed to lower w/w ratio for full condensation. Dynamic light scattering (DLS) and transmission electron microscopy (TEM) indicated that these compounds may form nanosized spherical particles with DNA. Furthermore, the complex formed from 10, i.e., 10/DNA, can partially release DNA from compact state at a relatively higher concentration of NaCl (200 mM). In the presence of the lipid 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE), 10 could transfer plasmid DNA into BEL-7402 cells. In addition, these compounds exhibited much lower cytotoxicity than PEI 25 kDa.