Issue 21, 2012
From the journal:

Dalton Transactions

Silver(i) complexes of 9-anthracenecarboxylic acid and imidazoles: synthesis, structure and antimicrobial activity†

Malachy McCann,a   Robert Curran,a   Marcia Ben-Shoshan,a   Vickie McKee,*b   Asif Ali Tahir,b   Michael Devereux,c   Kevin Kavanagh,d   Bernadette S. Creavene  and  Andrew Kellettf  

* Corresponding authors

a Department of Chemistry, National University of Ireland, Maynooth, Co. Kildare, Ireland

b Chemistry Department, Loughborough University, Loughborough, Leics., UK
E-mail: v.mckee@lboro.ac.uk

c The Inorganic Pharmaceutical and Biomimetic Research Laboratory, Focas Institute, Dublin Institute of Technology, Kevin St., Dublin 2, Ireland

d Department of Biology, National University of Ireland, Maynooth, Co. Kildare, Ireland

e Centre of Applied Science for Health, Institute of Technology Tallaght, Dublin, Dublin 24, Ireland

f School of Chemical Sciences and National Institute for Cellular Biotechnology, Dublin City University, Glasnevin, Dublin 9, Ireland

Abstract

[Ag2(9-aca)2] (1) (9-acaH = 9-anthracenecarboxylic acid) reacts with a series of imidazoles to give [Ag(imidH)2.3(CH3CN)0.7](9-aca) (3), [Ag6(imidH)4(9-aca)6(MeOH)2] (4), {[Ag(1-Me-imid)2]2[Ag4(9-aca)6]} (5), {[Ag(1-Bu-imid)2]2[Ag4(9-aca)6]} (6) and [Ag(apim)](9-aca)·H2O (7) (imidH = imidazole; 1-Me-imid = 1-methylimidazole; 1-Bu-imid = 1-butylimidazole; apim = 1-(3-aminopropyl)imidazole). The mononuclear complex 3, hexanuclear 4–6, and polymeric 7, were all characterised using X-ray crystallography. While many of the complexes possess excellent in vitro antifungal and antibacterial activities they are, unanimously, more effective against fungal cells. The insect, Galleria mellonella, can survive high doses of the Ag(I) complexes administered in vivo, and a number of the complexes offer significant protection to larvae infected with a lethal dose of pathogenic Candida albicans cells.

Graphical abstract: Silver(i) complexes of 9-anthracenecarboxylic acid and imidazoles: synthesis, structure and antimicrobial activity

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Article information

DOI
https://doi.org/10.1039/C2DT12166B
Article type
Paper
Submitted
12 Nov 2011
Accepted
16 Mar 2012
First published
05 Apr 2012

Dalton Trans., 2012,41, 6516-6527

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Silver(I) complexes of 9-anthracenecarboxylic acid and imidazoles: synthesis, structure and antimicrobial activity

M. McCann, R. Curran, M. Ben-Shoshan, V. McKee, A. A. Tahir, M. Devereux, K. Kavanagh, B. S. Creaven and A. Kellett, Dalton Trans., 2012, 41, 6516 DOI: 10.1039/C2DT12166B

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