Bis 4,5-diazafluoren-9-one silver(I) nitrate: synthesis, X-ray structures, solution chemistry, hydrogel loading, DNA coupling and anti-bacterial screening
Journal article, 2011
Synthesis of bis-4,5-diazafluoren-9-one silver(I) nitrate I (dafone = 4,5-diazafluoren-9-one) and the low temperature X-ray single crystal structure of [Ag(4,5-diazafluoren-9-one)2NO3], crystal form 1, and a re-determination of [Ag(4,5-diazafluoren-9-one)2]NO3 . H2O, crystal form 2 are presented. Crystal form 1 has a distorted trigonal planar coordination geometry around Ag(I) with an N-Ag-N bond angle of 123.45(7)o. Crystal form 2 has a perfect linear coordination around Ag, with N-Ag-N 180.0o. Compound I was characterized by 1H-NMR, biological activity and ESI-MS in DMSO at room temperature. The biological activity was determined against 6 different resistant clinical isolates; two Gram-positive (Staphylococcus aureus and Streptococcus pyogenes) and four Gram-negative (Pseudomonas aeruginosa, Klebsiella pneumoniae, Proteus mirabilis, and Salmonella sp.) in comparison with 15 known antibiotics used in the treatment of diabetic foot infections. Compound I showed broad spectrum activity against all the test organisms. P. mirabilis and S. aureus and K. pneumoniae were the most sensitive clinical isolates (MIC = 4, 6 and 4 μg ml-1, respectively). Three different hydrogels containing I or Ag2SO4 were prepared and the antimicrobial activity against Ps. aeruginosa (ATCC 15442) compared, showing more or less equal activity on a weight basis, but I seems to have a significant better performance per silver ion. The Ag(I) complex also binds more effectively to calf thymus DNA than the dafone ligand itself.
zn-ii
bonding complexes
metal-complexes
fe-iii
deoxyribonucleic acid
crystal-structures
cu-ii
ag-i
antimicrobial activity
ag(i) complexes
Author
Al-Shimaà A A Massoud
Chalmers, Chemical and Biological Engineering, Physical Chemistry
Y. M. Gohar
Alexandria University
Vratislav Langer
Chalmers, Chemical and Biological Engineering, Environmental Inorganic Chemistry
Per Lincoln
Chalmers, Chemical and Biological Engineering, Physical Chemistry
Frida Svensson
Chalmers, Chemical and Biological Engineering, Physical Chemistry
J. Janis
University of Eastern Finland
Sofie Gårdebjer
Pharmaceutical Technology
Mölnlycke healthcare
M. Haukka
University of Eastern Finland
Fabian Jonsson
Chalmers, Chemical and Biological Engineering, Physical Chemistry
Emma Aneheim
Chalmers, Chemical and Biological Engineering, Nuclear Chemistry
Peter Löwenhielm
Mölnlycke healthcare
Morsy A. M. Abu-Youssef
Alexandria University
Lars Öhrström
Chalmers, Chemical and Biological Engineering, Physical Chemistry
New Journal of Chemistry
1144-0546 (ISSN) 1369-9261 (eISSN)
Vol. 35 3 640-648Areas of Advance
Life Science Engineering (2010-2018)
Subject Categories
Chemical Sciences
DOI
10.1039/c0nj00697a