TY - JOUR
T1 - Synthesis, crystal structures and biological evaluation of water-soluble zinc complexes of zwitterionic carboxylates
AU - Chen, Jin Xiang
AU - Lin, Wei Er
AU - Zhou, Chun Qiong
AU - Yau, Lee Fong
AU - Wang, Jing Rong
AU - Wang, Bo
AU - Chen, Wen Hua
AU - JIANG, Zhi Hong
N1 - Funding Information:
This work was financially supported by the Medical Scientific Research Foundation (No. B107 ) and the Department of Education of Guangdong Province of China , the International Science and Technology Cooperation Base of Southern Medical University ( 2010JD035 ) and Southern Medical University .
PY - 2011/10/1
Y1 - 2011/10/1
N2 - Three water-soluble zinc complexes, [Zn(Cbp)2Br2] (1) (Cbp = N-(4-carboxybenzyl)pyridinium), {[Zn(BCbpy)2(H 2O)4]3Br6·2(BCbpy) ·2(4,4′-bipy)} (2) (BCbpy = 1-(4-carboxybenzyl)-4,4′- bipyridinium) and {[Zn4(Bpybc)6(H2O) 12](OH)8·9H2O}2n (3) (Bpybc = 1,1′-bis(4-carboxybenzyl)-4,4′-bipyridinium), were synthesized and characterized by IR, elemental analysis and single-crystal X-ray crystallography. In complex 1, the central Zn atom adopts a distorted tetrahedral coordination geometry that is formed from two unidentate Cbp ligands and two Br atoms. For complex 2, the Zn atom in [Zn(BCbpy)2(H 2O)4]2+ is strongly coordinated by four water molecules and two N atoms from two BCbpy ligands, hence forming an octahedral geometry. In complex 3, each Bpybc ligand bridges two [Zn(H2O) 3]2+ units through two terminal carboxylate groups in a monodentate coordination mode, thus forming a flowerlike two-dimensional network. Agarose gel electrophoresis (GE) and ethidium bromide (EB) displacement experiments indicated that complex 3 was capable of converting pBR322 DNA into open circular (OC) and linear forms, and exhibited high binding affinity toward calf-thymus DNA. MTT assay showed that complex 3 displayed inhibitory activities toward the proliferation of lung adenocarcinoma A549 and mouse sarcoma S-180 cells, with the IC50 values being 27.3 and 48.8 μM, respectively.
AB - Three water-soluble zinc complexes, [Zn(Cbp)2Br2] (1) (Cbp = N-(4-carboxybenzyl)pyridinium), {[Zn(BCbpy)2(H 2O)4]3Br6·2(BCbpy) ·2(4,4′-bipy)} (2) (BCbpy = 1-(4-carboxybenzyl)-4,4′- bipyridinium) and {[Zn4(Bpybc)6(H2O) 12](OH)8·9H2O}2n (3) (Bpybc = 1,1′-bis(4-carboxybenzyl)-4,4′-bipyridinium), were synthesized and characterized by IR, elemental analysis and single-crystal X-ray crystallography. In complex 1, the central Zn atom adopts a distorted tetrahedral coordination geometry that is formed from two unidentate Cbp ligands and two Br atoms. For complex 2, the Zn atom in [Zn(BCbpy)2(H 2O)4]2+ is strongly coordinated by four water molecules and two N atoms from two BCbpy ligands, hence forming an octahedral geometry. In complex 3, each Bpybc ligand bridges two [Zn(H2O) 3]2+ units through two terminal carboxylate groups in a monodentate coordination mode, thus forming a flowerlike two-dimensional network. Agarose gel electrophoresis (GE) and ethidium bromide (EB) displacement experiments indicated that complex 3 was capable of converting pBR322 DNA into open circular (OC) and linear forms, and exhibited high binding affinity toward calf-thymus DNA. MTT assay showed that complex 3 displayed inhibitory activities toward the proliferation of lung adenocarcinoma A549 and mouse sarcoma S-180 cells, with the IC50 values being 27.3 and 48.8 μM, respectively.
KW - Biological evaluation
KW - Crystal structures
KW - DNA cleavage
KW - Zinc(II) complexes
KW - Zwitterionic carboxylates
UR - http://www.scopus.com/inward/record.url?scp=80052829108&partnerID=8YFLogxK
U2 - 10.1016/j.ica.2011.06.054
DO - 10.1016/j.ica.2011.06.054
M3 - Journal article
AN - SCOPUS:80052829108
SN - 0020-1693
VL - 376
SP - 389
EP - 395
JO - Inorganica Chimica Acta
JF - Inorganica Chimica Acta
IS - 1
ER -