Synergetic DNA-cleaving activities of the metal complexes of a polyether-tethered pyrrole-polyamide dimer.
A simple polyether-tethered pyrrole-polyamide dimer 1 was synthesized in 50% yield from the reaction of 2,2,2-trichloro-1-(1-methyl-4-nitro-1H-pyrrol-2-yl)ethanone with 2,2'-[1,2-ethanediylbis(oxy)]bisethanamine, and fully characterized on the basis of ¹H- and ¹³C-NMR, MS, HR-MS, and IR data. Agarose gel-electrophoresis study of the cleavage of plasmid pBR322 DNA by the complexes of compound 1 with seven metal ions indicated that most of the metal complexes were capable of efficiently cleaving DNA at pH 7.0 and 37°. Among them, the Cu(II) complex exhibited the highest activity, with the maximal catalytic rate constant k(max) and Michaelis constant K(M) being 5.61 h⁻¹ and 7.30 mM, respectively. Spectroscopic, ESI-MS, ethidium-bromide (EB) displacement, and viscosity experiments indicated that compound 1 could form a 1 : 1 complex with Cu(II) ion, and that this complex showed moderate binding affinity toward calf-thymus DNA.
School of Pharmaceutical Sciences, Southern Medical University, Guangzhou 510515, P. R. China.
Chun-Qiong
CQ
Zhou
Yan-Ling
YL
Lin
Jin-Xiang
JX
Chen
Wen-Hua
WH
Chen
D000818:Animals; D002417:Cattle; D056831:Coordination Complexes / Q000737:chemistry*; D003300:Copper / Q000737:chemistry; D004247:DNA / Q000378:metabolism*; D053837:DNA Cleavage; D019281:Dimerization; D006863:Hydrogen-Ion Concentration; D009757:Nylons / Q000737:chemistry*; D010957:Plasmids / Q000378:metabolism; D011091:Polyesters / Q000737:chemistry*; D011758:Pyrroles / Q000737:chemistry*
D056831:Coordination Complexes; D009757:Nylons; D011091:Polyesters; D011758:Pyrroles; D003300:Copper; D004247:DNA; C427203:calf thymus DNA