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Synergetic DNA‐Cleaving Activities of the Metal Complexes of a Polyether‐Tethered Pyrrole‐polyamide Dimer
Author(s) -
Zhou ChunQiong,
Lin YanLing,
Chen JinXiang,
Chen WenHua
Publication year - 2012
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.201100183
Subject(s) - chemistry , dimer , polyamide , pyrrole , dna , polymer chemistry , metal , stereochemistry , combinatorial chemistry , organic chemistry , biochemistry
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‐1 H ‐pyrrol‐2‐yl)ethanone with 2,2′‐[1,2‐ethanediylbis(oxy)]bisethanamine, and fully characterized on the basis of 1 H‐ and 13 C‐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 m M , 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.