The Medicinal Applications of Imidazolium Carbene-Metal Complexes

被引:686
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
  • [81] Lee Seung Min, 1994, Journal of Dermatology (Tokyo), V21, P50
  • [82] THE PROTECTIVE EFFECT OF METALLOTHIONEIN ON THE TOXICITY OF VARIOUS METALS IN RAT PRIMARY HEPATOCYTE CULTURE
    LIU, J
    KERSHAW, WC
    KLAASSEN, CD
    [J]. TOXICOLOGY AND APPLIED PHARMACOLOGY, 1991, 107 (01) : 27 - 34
  • [83] In vitro antitumour and hepatotoxicity profiles of Au(I) and Ag(I) bidentate pyridyl phosphine complexes and relationships to cellular uptake
    Liu, Johnson J.
    Galettis, Peter
    Farr, Alistair
    Maharaj, Lenushka
    Samarasinha, Hasitha
    McGechan, Adam C.
    Baguley, Bruce C.
    Bowen, Richard J.
    Berners-Price, Susan J.
    McKeage, Mark J.
    [J]. JOURNAL OF INORGANIC BIOCHEMISTRY, 2008, 102 (02) : 303 - 310
  • [84] Zerovalent palladium and nickel complexes of heterocyclic carbenes: Oxidative addition of organic halides, carbon-carbon coupling processes, and the Heck reaction
    McGuinness, DS
    Cavell, KJ
    Skelton, BW
    White, AH
    [J]. ORGANOMETALLICS, 1999, 18 (09) : 1596 - 1605
  • [85] MCHUGH GL, 1975, LANCET, V1, P235
  • [86] Mechanisms of cytotoxicity and antitumor activity of gold(I) phosphine complexes: the possible role of mitochondria
    McKeage, MJ
    Maharaj, L
    Berners-Price, SJ
    [J]. COORDINATION CHEMISTRY REVIEWS, 2002, 232 (1-2) : 127 - 135
  • [87] Gold opens mitochondrial pathways to apoptosis
    McKeage, MJ
    [J]. BRITISH JOURNAL OF PHARMACOLOGY, 2002, 136 (08) : 1081 - 1082
  • [88] Role of lipophilicity in determining cellular uptake and antitumour activity of gold phosphine complexes
    McKeage, MJ
    Berners-Price, SJ
    Galettis, P
    Bowen, RJ
    Brouwer, W
    Ding, L
    Zhuang, L
    Baguley, BC
    [J]. CANCER CHEMOTHERAPY AND PHARMACOLOGY, 2000, 46 (05) : 343 - 350
  • [89] Medvetz Doug A, 2008, Met Based Drugs, V2008, P384010, DOI 10.1155/2008/384010
  • [90] Silver and its application as an antimicrobial agent
    Melaiye, A
    Youngs, WJ
    [J]. EXPERT OPINION ON THERAPEUTIC PATENTS, 2005, 15 (02) : 125 - 130