Synthesis, Crystal Structure, Quantum Chemical Calculations, DNA Interactions, and Antimicrobial Activity of [Ag(2-amino-3-methylpyridine)2]NO3 and [Ag(pyridine-2-carboxaldoxime)NO3]

被引:71
作者
Abu-Youssef, Morsy A. M. [1 ]
Soliman, Saied M. [1 ]
Langer, Vratislav [2 ]
Gohar, Yousry M. [3 ]
Hasanen, Ahmed A. [1 ]
Makhyoun, Mohamed A. [1 ]
Zaky, Amira H. [4 ]
Ohrstrom, Lars R. [2 ]
机构
[1] Univ Alexandria, Fac Sci, Dept Chem, Alexandria 21321, Egypt
[2] Chalmers Univ Technol, Dept Chem & Biol Engn, SE-41296 Gothenburg, Sweden
[3] Univ Alexandria, Fac Sci, Dept Microbiol, Alexandria 21321, Egypt
[4] Univ Alexandria, Fac Sci, Dept Biochem, Alexandria 21321, Egypt
关键词
SILVER(I)-OXYGEN BONDING COMPLEXES; X-RAY; SILVER COMPLEXES; FE-III; CU-II; ZN-II; AG-I; AG(I); ACID; ANTIFUNGAL;
D O I
10.1021/ic100581k
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
[Ag(2-amino-3-methylpyridine)(2)]NO3 (1) and [Ag(pyridine-2-carboxaldoxime)NO3] (2) were prepared from corresponding ligands and AgNO3 in water/ethanol solutions, and the products were characterized by IR, elemental analysis, NMR, and TGA. The X-ray crystal structures of the two compounds show that the geometry around the silver(I) ion is bent for complex 1 with nitrate as an anion and trigonal planar for complex 2 with nitrate coordinated. ESI-MS results of solutions of 2 indicate the independent existence in solution of the [Ag(pyridine-2-carboxaldoxime)(+) ion. The geometries of the complexes are well described by DFT calculations using the ZORA relativistic approach. The compounds were tested against 14 different clinically isolated and four ATCC standard bacteria and yeasts and also compared with 17 commonly used antibiotics. Both 1 and 2 exhibited considerable activity against S. lutea, M. lutea, and S. aureus and against the yeast Candida albicans, while 2-amino-3-methylpyridine is slightly active and pyridine-2-carboxaldoxime shows no antimicrobial activity. In addition, the interaction of these metal complexes with DNA was investigated. Both 1 and 2 bind to DNA and reduce its electrophoretic mobility with different patterns of migration, while the ligands themselves induce no change.
引用
收藏
页码:9788 / 9797
页数:10
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