title: Synthesis and characterization of novel simultaneous C and O-coordinated and nitrate-bridged complexes of silver(I) with carbonyl-stabilized sulfonium ylides and their antibacterial activities.
abstract: Reaction of sulfonium ylides (Me)(2)SCHC(O)C(6)H(4)R (R = H; m-NO(2); p-NO(2); p-OMe; p-Me and p-Br) with AgNO(3) in dichloromethane leads to various compounds. Single crystal X-ray diffraction analysis reveals that the adducts take 3 forms: (i) two-dimensional polymer, [AgNO(3)(Me(2)SCHC(O)C(6)H(5))](n) (1), with nitrate bridges in which each nitrate coordinates to three silver atoms through two oxygen atoms and two Me(2)SCHC(O)C(6)H(5) ligands coordinate to silver centers through carbon atoms; (ii) cationic binuclear, [Ag(Me(2)SCHC(O)C(6)H(4)-m-NO(2))(2)](2)(NO(3))(2)·2H(2)O (2), in which Me(2)SCHC(O)C(6)H(4)-m-NO(2) ligands simultaneously coordinate through both carbon and oxygen atoms with nitrate as a counter ion, and (iii) cationic mononuclear and anionic binuclear, [Ag(Me(2)SCHC(O)C(6)H(4)-p-NO(2))(2)](2)[{AgNO(3)(μ-NO(3)) (Me(2)SCHC(O)C(6)H(4)-p-NO(2))}(2)]·2CH(3)OH (3), in which nitrate groups act as bridging as well as terminal ligands, and Me(2)SCHC(O)C(6)H(4)-p-NO(2) ligands display C-coordination. Characterization of the obtained compounds was also performed by infrared, (1)H- and (13)C-NMR spectroscopy and analytical data indicated a 1 : 2 stoichiometry between the silver(I) nitrate and ylide p-OMe (4) and 1 : 1 for ylides p-Me (5) and p-Br (6). In addition, the antibacterial effects of DMSO-solutions of complexes 1-6 were evaluated by the agar disc diffusion method against three Gram positive and three Gram negative bacteria. All complexes displayed antibacterial activity against these bacteria, with high levels of inhibitory potency exhibited against the Gram negative species.
authors.affiliation: Faculty of Chemistry, Bu-Ali Sina University, Hamedan, 65174, Iran. jsabounchei@yahoo.co.uk
authors.forename: Seyyed Javad
authors.initials: SJ
authors.lastname: Sabounchei
authors.forename: Fateme
authors.initials: F
authors.lastname: Akhlaghi Bagherjeri
authors.forename: Zeinab
authors.initials: Z
authors.lastname: Mozafari
authors.forename: Colette
authors.initials: C
authors.lastname: Boskovic
authors.forename: Robert W
authors.initials: RW
authors.lastname: Gable
authors.forename: Roya
authors.initials: R
authors.lastname: Karamian
authors.forename: Mostafa
authors.initials: M
authors.lastname: Asadbegy
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D004305:Dose-Response Relationship, Drug; D006090:Gram-Negative Bacteria / Q000187:drug effects*; D006094:Gram-Positive Bacteria / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D015394:Molecular Structure; D009566:Nitrates / Q000737:chemistry*; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D012834:Silver / Q000737:chemistry*; D013329:Structure-Activity Relationship; D013452:Sulfonium Compounds / Q000737:chemistry*
chemical_list: D000900:Anti-Bacterial Agents; D009566:Nitrates; D009942:Organometallic Compounds; D013452:Sulfonium Compounds; D012834:Silver