Journal
NEW JOURNAL OF CHEMISTRY
Volume 35, Issue 3, Pages 640-648Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c0nj00697a
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Funding
- Kristina Stenborgs Stiftelse
- Magnus Bergvalls Stiftelse
- Kungliga Vetenskaps och Vitterhetssamhallet i Goteborg
- NORDFORSK network in Crystal Engineering and Supramolecular Materials
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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)(2)NO3], crystal form 1, and a re-determination of [Ag(4,5-diazafluoren-9-one)(2)]NO3 center dot 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)degrees. Crystal form 2 has a perfect linear coordination around Ag, with N-Ag-N 180.0 degrees. Compound I was characterized by H-1-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 mu g 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.
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