The Medicinal Applications of Imidazolium Carbene-Metal Complexes

被引:697
作者
Hindi, Khadijah M. [1 ]
Panzner, Matthew J. [1 ]
Tessier, Claire A. [1 ]
Cannon, Carolyn L. [2 ]
Youngs, Wiley J. [1 ]
机构
[1] Univ Akron, Dept Chem, Akron, OH 44325 USA
[2] Washington Univ, Sch Med, Dept Pediat & Mol Microbiol & Microbial Pathogene, St Louis, MO 63110 USA
关键词
N-HETEROCYCLIC CARBENES; PYRIDINE 4N-ETHYL THIOSEMICARBAZONE; COORDINATED GOLD COMPOUND; PALLADIUM II COMPLEXES; IN-VITRO ANTITUMOR; ANTIMICROBIAL ACTIVITIES; SILVER SULFADIAZINE; CRYSTAL-STRUCTURE; TRANSITION-METAL; PERMEABILITY TRANSITION;
D O I
10.1021/cr800500u
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The medicinal applications of various transition metals-NHC complexes including silver, gold, rhodium, ruthenium, and palladium are reported. Pernak and co-workers examined a number of 3-alkylthiomethyl-l-ethylimidazolium chlorides. The antimicrobial activity was reported in terms of the minimum inhibitory concentration (MIC) values. A study done by Cetinkaya verified the effects of lipophilic substituents, anions, and backbone substituents on the antimicrobial activity associated with a series of 1,3- diazolidinium salts and the effect of ring size of pyrimidinium salts. One interesting trend observed among some metals such as ruthenium and silver is that each one utilizes multiple biological mechanisms and can work by a variety of different routes. The lipophilicity of NHCs and most of their metal complexes seems to be important in contributing to both their antimicrobial and antitumor effects. Silver NHCs is the most effective in terms of their antimicrobial activity and low toxicity compared with other antimicrobial metal-NHCs.
引用
收藏
页码:3859 / 3884
页数:26
相关论文
共 141 条
[71]   Synthesis from caffeine of a mixed N-heterocyclic carbene-silver acetate complex active against resistant respiratory pathogens [J].
Kascatan-Nebioglu, Aysegul ;
Melaiye, Abdulkareem ;
Hindi, Khadijah ;
Durmus, Semih ;
Panzner, Matthew J. ;
Hogue, Lisa A. ;
Mallett, Rebekah J. ;
Hovis, Christine E. ;
Coughenour, Marvin ;
Crosby, Seth D. ;
Milsted, Amy ;
Ely, Daniel L. ;
Tessier, Claire A. ;
Cannon, Carolyn L. ;
Youngs, Wiley J. .
JOURNAL OF MEDICINAL CHEMISTRY, 2006, 49 (23) :6811-6818
[72]   ANTITUMOR-ACTIVITY OF IMIDAZOLIUM-BISIMIDAZOLE-TETRACHLORORUTHENATE (III) - A REPRESENTATIVE OF A NEW CLASS OF INORGANIC ANTITUMOR AGENTS [J].
KEPPLER, BK ;
RUPP, W .
JOURNAL OF CANCER RESEARCH AND CLINICAL ONCOLOGY, 1986, 111 (02) :166-168
[73]   A historical review of the use of silver in the treatment of burns. II. Renewed interest for silver [J].
Klasen, HJ .
BURNS, 2000, 26 (02) :131-138
[74]   Historical review of the use of silver in the treatment of burns. I. Early uses [J].
Klasen, HJ .
BURNS, 2000, 26 (02) :117-130
[75]   In vitro antitumor activity of 2-acetyl pyridine 4N-ethyl thiosemicarbazone and its platinum(II) and palladium(II) complexes [J].
Kovala-Demertzi, D. ;
Boccarelli, A. ;
Demertzis, M. A. ;
Coluccia, M. .
CHEMOTHERAPY, 2007, 53 (02) :148-152
[76]   Platinum(II) and palladium(II) complexes with 2-Acetyl pyridine 4N-ethyl thiosemicarbazone able to overcome the cis-Platin resistance.: Structure, antibacterial activity and DNA strand breakage [J].
Kovala-Demertzi, D ;
Demertzis, MA ;
Filiou, E ;
Pantazaki, AA ;
Yadav, PN ;
Miller, JR ;
Zheng, YF ;
Kyriakidis, DA .
BIOMETALS, 2003, 16 (03) :411-418
[77]   Synthesis, structural, physico-chemical and biological properties of new palladium(II) complexes with 2,6-dimethyl-4-nitropyridine [J].
Kuduk-Jaworska, J ;
Puszko, A ;
Kubiak, M ;
Pelczynska, M .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2004, 98 (08) :1447-1456
[78]  
Lansdown A B G, 2002, J Wound Care, V11, P173
[79]  
Lansdown A B G, 2002, J Wound Care, V11, P125
[80]   Density functional study of N-heterocyclic and diamino carbene complexes:: Comparison with phosphines [J].
Lee, MT ;
Hu, CH .
ORGANOMETALLICS, 2004, 23 (05) :976-983