Synthesis, crystal structure and antimicrobial activities of two isomeric gold(I) complexes with nitrogen-containing heterocycle and triphenylphosphine ligands, [Au(L) (PPh3)] (HL = pyrazole and imidazole)

被引:89
作者
Nomiya, K [1 ]
Noguchi, R
Ohsawa, K
Tsuda, K
Oda, M
机构
[1] Kanagawa Univ, Fac Sci, Dept Mat Sci, Kanagawa 2591293, Japan
[2] Meiji Milk Prod Co Ltd, Cell Technol Ctr, Odawara 2500862, Japan
关键词
gold(I) complexes; triphenylphosphine; heterocyclic ligands; x-ray crystal structures; antimicrobial activities;
D O I
10.1016/S0162-0134(00)00065-9
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Two isomeric gold(I)-triphenylphosphine complexes with nitrogen-containing heterocycles, [Au(L)(PPh3)] (HL = pyrazole (1), imidazole (2)), were isolated as colorless cubic crystals for 1 and colorless plate crystals for 2, respectively. The crystal structures of 1 and 2 were determined by single-crystal X-ray diffraction. These complexes were also fully characterized by complete elemental analyses, thermogravimetric/differential thermal analyses (TG/DTA) and FT-IR in the solid state and by solution NMR (P-31, H-1 and C-13) spectroscopy and molecular weight measurements in acetone solution. These complexes consisted of a monomeric 2-coordinate AuNP core both in the solid state and in solution. The molecular structures of 1 and 2 were compared with those of related gold(I) complexes, [Au(1,2,3-triz) (PPh3)] (3, Htriz = triazole), [Au(1,2,4-triz) (PPh3)](2) (4) as a dimer through a gold(I)-gold(I) bond in the solid state, and [Au(tetz) (PPh3)] (5, Htetz = tetrazole). Selective and effective antimicrobial activities against two Gram-positive bacteria (B. subtilis, S. aureus) and modest activities against one yeast (C. albicans) found in these gold(I) complexes 1-4 are noteworthy, in contrast to poor activities observed in the corresponding silver(I) complexes. (C) 2000 Elsevier Science Inc. All rights reserved.
引用
收藏
页码:363 / 370
页数:8
相关论文
共 61 条
  • [1] METAL-COMPOUNDS IN THERAPY AND DIAGNOSIS
    ABRAMS, MJ
    MURRER, BA
    [J]. SCIENCE, 1993, 261 (5122) : 725 - 730
  • [2] PREPARATION AND CRYSTAL-STRUCTURE OF NEW GOLD(I) COMPLEXES LINKED TO PYRIMIDINES
    AMAGAI, T
    MIYAMOTO, TK
    ICHIDA, H
    SASAKI, Y
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1989, 62 (04) : 1078 - 1080
  • [3] Silver(I) pyrazolates. Synthesis and X-ray and P-31-NMR characterization of triphenylphosphine complexes and their reactivity toward heterocumulenes
    Ardizzoia, GA
    LaMonica, G
    Maspero, A
    Moret, M
    Masciocchi, N
    [J]. INORGANIC CHEMISTRY, 1997, 36 (11) : 2321 - 2328
  • [4] CHLORO(TRIPHENYLPHOSPHINE)GOLD(I)
    BAENZIGER, NC
    BENNETT, WE
    SOBOROFF, DM
    [J]. ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1976, 32 (MAR15): : 962 - 963
  • [5] Crystal structure of the antiarthritic drug gold thiomalate (myochrysine): A double-helical geometry in the solid state
    Bau, R
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (36) : 9380 - 9381
  • [6] ANTIMICROBIAL AND ANTICANCER ACTIVITY OF TETRAHEDRAL, CHELATED, DIPHOSPHINE SILVER(I) COMPLEXES - COMPARISON WITH COPPER AND GOLD
    BERNERSPRICE, SJ
    JOHNSON, RK
    GIOVENELLA, AJ
    FAUCETTE, LF
    MIRABELLI, CK
    SADLER, PJ
    [J]. JOURNAL OF INORGANIC BIOCHEMISTRY, 1988, 33 (04) : 285 - 295
  • [7] (TERTIARY PHOSPHINE)GOLD(I) DERIVATIVES OF 2-PYRIDONES
    BONATI, F
    BURINI, A
    PIETRONI, BR
    BOVIO, B
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 296 (1-2) : 301 - 313
  • [8] THE CHEMISTRY OF THE GOLD DRUGS USED IN THE TREATMENT OF RHEUMATOID-ARTHRITIS
    BROWN, DH
    SMITH, WE
    [J]. CHEMICAL SOCIETY REVIEWS, 1980, 9 (02) : 217 - 240
  • [9] SYNTHESIS OF GOLD-CONTAINING MIXED-METAL CLUSTER COMPLEXES
    BRUCE, MI
    NICHOLSON, BK
    BINSHAWKATALY, O
    SHAPLEY, JR
    HENLY, T
    [J]. INORGANIC SYNTHESES, 1989, 26 : 324 - 328
  • [10] REACTIONS OF AURONOFIN ((1-THIO-BETA-D-GLUCOPYRANOSE 2,3,4,6-TETRAACETATO-S)(TRIETHYLPHOSPHINE)GOLD(I) IN AQUEOUS HYDROCHLORIC-ACID
    BRYAN, DLB
    MIKURIYA, Y
    HEMPEL, JC
    MELLINGER, D
    HASHIM, M
    PASTERNACK, RF
    [J]. INORGANIC CHEMISTRY, 1987, 26 (25) : 4180 - 4185