Synthesis and structural characterization of silver(I) and gold(I) complexes with 2-mercaptonicotinic acid (H2mna) and triphenylphosphine ligands, and their antimicrobial activities.: Crystal structures of monomeric, 3-and 4-coordinate silver(I) complexes [Ag(Hmna)(PPh3)2] and [Ag(Hmna)(PPh3)3] in the solid state

被引:69
作者
Nomiya, K [1 ]
Noguchi, R
Shigeta, T
Kondoh, Y
Tsuda, K
Ohsawa, K
Chikaraishi-Kasuga, N
Oda, M
机构
[1] Kanagawa Univ, Fac Sci, Dept Mat Sci, Hiratsuka, Kanagawa 2591293, Japan
[2] Miji Milk Prod Co, Meiji Cell Technol Ctr, Odawara, Kanagawa 2500862, Japan
关键词
D O I
10.1246/bcsj.73.1143
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two types of silver(I)-triphenylphosphine complexes with 2-mercaptonicotinic acid (H(2)mna) were prepared as [Ag(Hmna)(PPh3)(n)] (1, n = 2; 2, n = 3); their crystal structures determined by single-crystal X-ray diffraction. These complexes were obtained from reactions of the precursor, [Ag(Hmna)](n), with less excess (3 equiv) and large excess (20 equiv) amounts of PPh3, respectively. Complex 1 was also obtained from a reaction among another precursor [AgCl(PPh3)(3)], H(2)mna and aqueous NaOH. The coordination geometry of 1 was a trigonal pyramid with an AgSP2 core; there was a weak interaction between the silver(I) center and the pyridine nitrogen atom, while that of 2 was a distorted tetrahedron with an AgSP3 core. In both 1 and 2, the carboxyl group was protonated and its oxygen atoms did not participate in the coordination. In contrast to the formation of 1 and 2, a related complex, [Ag(Hmba)(PPh3)(3)] 4 (H(2)mba = 2-mercaptobenzoic acid), has been obtained from a reaction of [Ag(Hmba)](n) with a stoichiometric amount (3 equiv) of PPh3. On the other hand, the gold(I) complex, [Au(Hmna)(PPh3)] 3, with a 2-coordinate AuSP core, was prepared by a stoichiometric reaction among [AuCl(PPh3)], H(2)mna and aqueous NaOH. Complex 3 in the solid state showed a supramolecular array based on a repetition of hydrogen-bonding interactions between the carboxyl group and the pyridine nitrogen atom, also being contrasted to the related complex, [Au(Hmba)(PPh3)] 5, with a hydrogen-bonding dimer structure in the solid state. In CHCl3, both 1 and 2 were present as several equilibrium species due to a successive dissociation of PPh3 ligands, while 3 was present as an almost monomer. The antimicrobial activities in aqueous media of 1-5, evaluated by minimum inhibitory concentration (MIC), were also tested.
引用
收藏
页码:1143 / 1152
页数:10
相关论文
共 65 条
[1]   METAL-COMPOUNDS IN THERAPY AND DIAGNOSIS [J].
ABRAMS, MJ ;
MURRER, BA .
SCIENCE, 1993, 261 (5122) :725-730
[2]  
[Anonymous], 1992, TEXSAN CRYST STRUCT
[3]  
[Anonymous], 1985, TEXSAN CRYST STRUCT
[4]   Silver(I) pyrazolates. Synthesis and X-ray and P-31-NMR characterization of triphenylphosphine complexes and their reactivity toward heterocumulenes [J].
Ardizzoia, GA ;
LaMonica, G ;
Maspero, A ;
Moret, M ;
Masciocchi, N .
INORGANIC CHEMISTRY, 1997, 36 (11) :2321-2328
[5]   Metal-ligand bonding in coinage metal-phosphine complexes: The synthesis and structure of some low-coordinate silver(I)-phosphine complexes [J].
Bachman, RE ;
Andretta, DF .
INORGANIC CHEMISTRY, 1998, 37 (21) :5657-5663
[6]   CHLORO(TRIPHENYLPHOSPHINE)GOLD(I) [J].
BAENZIGER, NC ;
BENNETT, WE ;
SOBOROFF, DM .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1976, 32 (MAR15) :962-963
[7]   STRUCTURE OF TETRAPHENYLPHOSPHONIUM BIS(BENZENETHIOLATO)AURATE(I), [P(C6H5)4][AU(C6H5S)2] [J].
BATES, PA ;
WATERS, JM .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1985, 41 (JUN) :862-865
[8]   Crystal structure of the antiarthritic drug gold thiomalate (myochrysine): A double-helical geometry in the solid state [J].
Bau, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (36) :9380-9381
[9]   SYNTHESIS IR AND 19F-NMR SPECTRA FROM PENTAFLUOROPHENYLMERCAPTO-METAL COMPLEXES [J].
BECK, W ;
STETTER, KH ;
TADROS, S ;
SCHWARZH.KE .
CHEMISCHE BERICHTE-RECUEIL, 1967, 100 (12) :3944-&
[10]   ANTIMICROBIAL AND ANTICANCER ACTIVITY OF TETRAHEDRAL, CHELATED, DIPHOSPHINE SILVER(I) COMPLEXES - COMPARISON WITH COPPER AND GOLD [J].
BERNERSPRICE, SJ ;
JOHNSON, RK ;
GIOVENELLA, AJ ;
FAUCETTE, LF ;
MIRABELLI, CK ;
SADLER, PJ .
JOURNAL OF INORGANIC BIOCHEMISTRY, 1988, 33 (04) :285-295