Synthesis, crystal structures, in vitro DNA binding, antibacterial and cytotoxic activities of new di- and polynuclear silver(I) saccharinate complexes with tertiary monophosphanes.
Four new silver(I) saccharinate (sac) complexes, [Ag(μ-sac)(PPh3)]2 (1), [Ag(μ-sac)(PPh2Cy)]2 (2), [Ag(μ-sac)(PPhCy2)]2 (3) and [Ag(μ-sac)(PCy3)]n (4), where PPh3=triphenylphosphane, PPh2Cy=cyclohexyldiphenylphosphane, PPhCy2=dicyclohexylphenylphosphane and PCy3=tricyclohexylphosphane, have been synthesized and fully characterized by elemental analysis, IR, NMR, ESI-MS and single crystal X-ray diffraction. Fluorescence ethidium bromide displacement indicate that all complexes bind to fish sperm (FS) DNA by intercalation with binding constants (KA) of 29.1±0.26×10(5)M(-1) for 1, 2.54±0.12×10(5)M(-1) for 2, 2.42±0.08×10(5)M(-1) for 3, 0.19±0.03×10(5)M(-1) for 4. The relative viscosities of the FS-DNA solutions increase with increasing of the complex concentration, providing strong evidence for the intercalation mode. The gel electrophoresis assay further confirms their binding with the pBR322 plasmid DNA. The MIC values of the silver(I) complexes are generally higher than those of AgNO3 and silver sulfadiazine, but 1 presents a promising activity against Salmonellatyphimurium and Staphylococcusaureus. All complexes are highly cytotoxic on human lung carcinoma (A549) and human breast adenocarcinoma (MCF-7) cell lines with IC50 values ranging from 0.82 to 3.13μM.
Department of Chemistry, Faculty of Arts and Sciences, Uludag University, 16059 Bursa, Turkey. Electronic address: vtyilmaz@uludag.edu.tr.
Veysel T
VT
Yilmaz
Department of Chemistry, Faculty of Arts and Sciences, Uludag University, 16059 Bursa, Turkey.
Elif
E
Gocmen
Department of Chemistry, Faculty of Arts and Sciences, Uludag University, 16059 Bursa, Turkey.
Ceyda
C
Icsel
Department of Pharmacology and Toxicology, Faculty of Veterinary Medicine, Uludag University, 16059 Bursa, Turkey.
Murat
M
Cengiz
Medical Faculty, Department of Medical Biology, Ege University, 35100 Izmir, Turkey.
Sunde Y
SY
Susluer
Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayis University, 55139 Samsun, Turkey.
Orhan
O
Buyukgungor
D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D045744:Cell Line, Tumor / Q000187:drug effects; D060326:Chemistry Techniques, Synthetic; D018360:Crystallography, X-Ray; D004247:DNA / Q000378:metabolism*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010720:Phosphines / Q000737:chemistry; D012439:Saccharin / Q000737:chemistry; D018030:Silver Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology
D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D010720:Phosphines; D018030:Silver Compounds; D004247:DNA; D012439:Saccharin; C044646:phosphine
Antibacterial activity; Cytotoxic activity; DNA binding; Phosphine; Saccharinate; Silver(I)