TY - JOUR
T1 - Oxidative DNA cleavage by Cu(II) complexes
T2 - Effect of periphery substituent groups
AU - Wang, Wei
AU - Lee, Young Ae
AU - Kim, Gyeongwon
AU - Kim, Seog K.
AU - Lee, Ga Ye
AU - Kim, Jinheung
AU - Kim, Youngmee
AU - Park, Gyeong Jin
AU - Kim, Cheal
N1 - Publisher Copyright:
© 2015 Elsevier Inc.
PY - 2015/12
Y1 - 2015/12
N2 - A series of structurally-related [Cu(R-benzyl-dipicolylamine)(NO3)2] complexes, where R = methoxy- (1), methyl- (2), H- (3), fluoro- (4), and nitro-group (5), were synthesized, and their activity on DNA cleavage was investigated by linear dichroism (LD) and electrophoresis. The addition of a benzyl group to the dipicolylamine ligand of the [Cu(dipicolylamine)(NO3)2] complex (A), i.e., the [Cu(benzyl-dipicolylamine)(NO3)2] complex (3), caused significant enhancement in the efficiency of oxidative cleavage of both super-coiled (sc) and double stranded (ds) DNA, as evidenced by the electrophoresis pattern and faster decrease in the LD intensity at 260 nm. The efficiency in DNA cleavage was also altered with further modifications of the benzyl group by the introduction of various substituents at the para-position. The cleavage efficiency appeared to be the largest when the methyl group was attached. The order of efficiency in DNA cleavage was methyl > methoxy ≈ H > fluoro ≈ nitro group. When an electron-withdrawing group was introduced, the cleavage efficiency decreased remarkably. The reactive oxygen species involved in the cleavage process were the superoxide radical and singlet oxygen. A possible mechanism for this variation in the DNA cleavage efficiency was proposed.
AB - A series of structurally-related [Cu(R-benzyl-dipicolylamine)(NO3)2] complexes, where R = methoxy- (1), methyl- (2), H- (3), fluoro- (4), and nitro-group (5), were synthesized, and their activity on DNA cleavage was investigated by linear dichroism (LD) and electrophoresis. The addition of a benzyl group to the dipicolylamine ligand of the [Cu(dipicolylamine)(NO3)2] complex (A), i.e., the [Cu(benzyl-dipicolylamine)(NO3)2] complex (3), caused significant enhancement in the efficiency of oxidative cleavage of both super-coiled (sc) and double stranded (ds) DNA, as evidenced by the electrophoresis pattern and faster decrease in the LD intensity at 260 nm. The efficiency in DNA cleavage was also altered with further modifications of the benzyl group by the introduction of various substituents at the para-position. The cleavage efficiency appeared to be the largest when the methyl group was attached. The order of efficiency in DNA cleavage was methyl > methoxy ≈ H > fluoro ≈ nitro group. When an electron-withdrawing group was introduced, the cleavage efficiency decreased remarkably. The reactive oxygen species involved in the cleavage process were the superoxide radical and singlet oxygen. A possible mechanism for this variation in the DNA cleavage efficiency was proposed.
KW - Cu complexes
KW - Dipicolylamine
KW - DNA cleavage
KW - Linear dichroism
UR - http://www.scopus.com/inward/record.url?scp=84951569953&partnerID=8YFLogxK
U2 - 10.1016/j.jinorgbio.2015.07.015
DO - 10.1016/j.jinorgbio.2015.07.015
M3 - Article
C2 - 26239544
AN - SCOPUS:84951569953
SN - 0162-0134
VL - 153
SP - 143
EP - 149
JO - Journal of Inorganic Biochemistry
JF - Journal of Inorganic Biochemistry
ER -