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.

ag-i

bonding complexes

metal-complexes

antimicrobial activity

crystal-structures

deoxyribonucleic acid

fe-iii

ag(i) complexes

zn-ii

cu-ii

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

Chalmers

M. Haukka

University of Eastern Finland

Fabian Jonsson

Chalmers, Chemical and Biological Engineering, Physical Chemistry

Emma Aneheim

Chalmers, Chemical and Biological Engineering, Nuclear Chemistry

P. Lowenhielm

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 3 640-648

Areas of Advance

Life Science Engineering (2010-2018)

Subject Categories

Chemical Sciences

DOI

10.1039/c0nj00697a

More information

Latest update

9/10/2018