Biological activity and coordination modes of copper(II) complexes of Schiff base-derived coumarin ligands

被引：67

作者：

Creaven, Bernadette Sarah ^{[1
,2
]}

Czegledi, Eszter ^{[3
]}

Devereux, Michael ^{[4
]}

Enyedy, Eva Anna ^{[3
]}

Kia, Agnieszka Foltyn-Arfa ^{[1
,2
]}

Karcz, Dariusz ^{[1
,2
]}

Kellett, Andrew ^{[4
]}

McClean, Siobhan ^{[1
,2
]}

Nagy, Nora Veronika ^{[5
]}

Noble, Andy ^{[7
]}

Rockenbauer, Antal ^{[5
]}

Szabo-Planka, Terezia ^{[6
]}

Walsh, Maureen ^{[1
,2
]}

机构：

[1] Inst Technol Tallaght, Dept Sci, Dublin 24, Ireland

[2] Inst Technol Tallaght, Ctr Appl Sci & Hlth, Dublin 24, Ireland

[3] Univ Szeged, Dept Inorgan & Analyt Chem, Szeged, Hungary

[4] Focas Inst, Inorgan Pharmaceut & Biomimet Res Grp, Dublin 2, Ireland

[5] Hungarian Acad Sci, Chem Res Ctr, Inst Struct Chem, Budapest, Hungary

[6] Univ Szeged, Dept Phys Chem & Mat Sci, Szeged, Hungary

[7] Univ Otago, Dept Chem, Dunedin, New Zealand

来源：

DALTON TRANSACTIONS | 2010年 / 39卷 / 45期

基金：

匈牙利科学研究基金会;

关键词：

CELL-CYCLE EVENTS; ELECTRON-SPIN-RESONANCE; IN-VITRO ANTIBACTERIAL; RAY CRYSTAL-STRUCTURES; ANTIMICROBIAL ACTIVITY; CYTOTOXIC ACTIVITIES; EQUILIBRIA; ACID; DERIVATIVES; CONSTANTS;

D O I：

10.1039/c0dt00068j

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The coordination modes of copper(II) complexes of Schiff base-derived coumarin ligands, which had previously shown good anti-Candida activity, were investigated by pH-potentiometric and UV-Vis spectroscopic methods. These studies confirmed the coordination mode of the ligands to be through the N of the imine and deprotonated phenol of the coumarin-derived ligand in solution. In addition, the more active complexes and their corresponding ligands were investigated in the presence of copper(II) in liquid and frozen solution by ESR spectroscopic methods. A series of secondary amine derivatives of the Schiff base ligands, were isolated with good solubility characteristics but showed little anti-Candida activity. However, cytotoxicity studies of the secondary amines, together with the copper complexes and their corresponding ligands, against human colon cancer and human breast cancer cells identified the chemotherapeutic potential of these new ligands.

引用

页码：10854 / 10865

页数：12

共 39 条

[1]

[Anonymous], 1997, SHELX 97 PROGRAM CRY

[2] Synthesis, spectral characterization, in vitro antibacterial, antifungal and cytotoxic activities of Co(II), Ni(II) and Cu(II) complexes with 1,2,4-triazole Schiff bases [J].

Bagihalli, Gangadhar B. ;

Avaji, Prakash Gouda ;

Patil, Sangamesh A. ;

Badami, Prema S. .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2008, 43 (12) :2639-2649

[3] COPPER(II)-CATALYZED OXIDATION OF CATECHOL BY MOLECULAR-OXYGEN IN AQUEOUS-SOLUTION [J].

BALLA, J ;

KISS, T ;

JAMESON, RF .

INORGANIC CHEMISTRY, 1992, 31 (01) :58-62

[4] Synthesis, characterisation and antimicrobial activity of copper(II) and manganese(II) complexes of coumarin-6,7-dioxyacetic acid (cdoaH2) and 4-methylcoumarin-6,7-dioxyacetic acid (4-MecdoaH2):: X-ray crystal structures of [Cu(cdoa)(phen)2] • 8.8H2O and [Cu(4-Mecdoa)(phen)2] • 13H2O (phen=1,10-phenanthroline) [J].

Creaven, Bernadette S. ;

Egan, Denise A. ;

Karcz, Dariusz ;

Kavanagh, Kevin ;

McCann, Malachy ;

Mahon, Mary ;

Noble, Andy ;

Thati, Bhumika ;

Walsh, Maureen .

JOURNAL OF INORGANIC BIOCHEMISTRY, 2007, 101 (08) :1108-1119

[5] Synthesis, characterization and antimicrobial activity of a series of substituted coumarin-3-carboxylatosilver(I) complexes [J].

Creaven, Bernadette S. ;

Egan, Denise A. ;

Kavanagh, Kevin ;

McCann, Malachy ;

Noble, Andv ;

Thati, Bhumika ;

Walsh, Maureen .

INORGANICA CHIMICA ACTA, 2006, 359 (12) :3976-3984

[6] Quinolin-2(1H)-one-triazole derived Schiff bases and their Cu(II) and Zn(II) complexes: possible new therapeutic agents [J].

Creaven, Bernadette S. ;

Devereux, Michael ;

Foltyn, Agnieszka ;

McClean, Siobhan ;

Rosair, Georgina ;

Thangella, Venkat Reddy ;

Walsh, Maureen .

POLYHEDRON, 2010, 29 (02) :813-822

[7] Copper(II) complexes of coumarin-derived Schiff bases and their anti-Candida activity [J].

Creaven, Bernadette S. ;

Devereux, Michael ;

Karcz, Dariusz ;

Kellett, Andrew ;

McCann, Malachy ;

Noble, Andy ;

Walsh, Maureen .

JOURNAL OF INORGANIC BIOCHEMISTRY, 2009, 103 (09) :1196-1203

[8] Synthesis and antimicrobial activity of copper(II) and silver(I) complexes of hydroxynitrocoumarins:: X-ray crystal structures of [Cu(hnc)2(H2O)2] • 2H2O and [Ag(hnc)] (hncH=4-hydroxy-3-nitro-2H-chromen-2-one) [J].

Creaven, BS ;

Egan, DA ;

Kavanagh, K ;

McCann, M ;

Mahon, M ;

Noble, A ;

Thati, B ;

Walsh, M .

POLYHEDRON, 2005, 24 (08) :949-957

[9] Activation of mitogen activated protein kinase pathways and melanogenesis by novel nitro-derivatives of 7-hydroxycomarin in human malignant melanoma cells [J].

Finn, GJ ;

Creaven, BS ;

Egan, DA .

EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2005, 26 (01) :16-25

[10] A study of the role of cell cycle events mediating the action of coumarin derivatives in human malignant melanoma cells [J].

Finn, GJ ;

Creaven, BS ;

Egan, DA .

CANCER LETTERS, 2004, 214 (01) :43-54

← 1 2 3 4 →