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DNA/BSA‐binding property and in vitro anticancer activity of a new dicopper(II) complex with N‐(2‐hydroxy‐5‐nitrophenyl)‐N′‐[3‐(diethylamino)propyl]oxamide as bridging ligand: Synthesis and crystal structure
Author(s) -
Sun ZengXiu,
Wang LingYang,
Li YanTuan,
Wu ZhiYong,
Yan CuiWei
Publication year - 2017
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.3835
Subject(s) - chemistry , oxamide , intercalation (chemistry) , ligand (biochemistry) , hydrogen bond , stereochemistry , bovine serum albumin , crystal structure , bridging ligand , dna , crystallography , molecule , medicinal chemistry , receptor , organic chemistry , biochemistry
A new oxamido‐bridged dicopper(II) complex formulated as [Cu 2 (ndpox)(bpy)(CH 3 OH) 2 ]‐ (ClO 4 ), where H 3 ndpox is N‐(2‐hydroxy‐5‐nitrophenyl)‐N′‐[3‐(diethylamino)propyl]oxamide; and bpy represents 2,2′‐bipyridine, was synthesized and structurally characterized using X‐ray single‐crystal diffraction and other methods. In the molecule, the endo‐ and the exo‐copper(II) ions bridged by the cis ‐ndpox 3− ligand are in {N 3 O 2 } and {N 2 O 3 } square‐ pyramidal environments, respectively. There is a three‐dimensional hydrogen bonding network dominated by O‐H···O and C‐H···O interactions in the crystal. The reactivity toward DNA/protein bovine serum albumin (BSA) revealed that the complex could interact with herring sperm DNA (HS‐DNA) through the intercalation mode, and effectively quench the intrinsic fluorescence of BSA via a static process. Cytotoxicity studies suggest that the complex displays selective cancer cell antiproliferative activity. The present investigation confirmed that the combined effects of both electron‐withdrawing and hydrophobic groups on the bridging ligand in the dicopper(II) complex systems can increase DNA/BSA‐binding ability and in vitro anticancer activity.