Xylose Incorporated in Unsymmetrical Gold(I) N-Heterocyclic Carbene Complexes: Synthesis, Characterization and Antibacterial Activity

被引:0
|
作者
Pascual, Laura M. H. [1 ]
Colin, Marius [2 ]
Mohamadou, Aminou [1 ]
Kowandy, Christelle [1 ]
Plantier-Royon, Richard [1 ]
Gatard, Sylvain [1 ]
机构
[1] Univ Reims, CNRS, ICMR, F-51687 Reims 2, France
[2] Univ Reims, BIOS, F-51100 Reims, France
关键词
Antibacterial; Complexes; Gold; N-heterocyclic carbene; Xylose; INHIBITION;
D O I
10.1002/cmdc.202400245
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A series of Au(I) complexes containing unsymmetrical N-heterocyclic carbene (imidazolylidene and benzimidazolylidene) functionalized with a xyloside group and an alkyl moiety (methyl and mesityl) was prepared using efficient procedures from D-xylose. Their characterization was carried out in solution by multinuclear NMR, HR-MS spectrometry and cyclic voltammetry, as well as in the solid state by means of single crystal X-ray diffraction analysis for two of them. Evaluation of their ability to inhibit bacterial growth showed a preference for a Gram-positive strain, Staphylococcus aureus, over a Gram-negative strain, Pseudomonas aeruginosa.
引用
收藏
页数:6
相关论文
共 50 条
  • [31] Anti-trypanosomal activity of cationic N-heterocyclic carbene gold(I) complexes
    Winter, Isabel
    Lockhauserbaeumer, Julia
    Lallinger-Kube, Gertrud
    Schobert, Rainer
    Ersfeld, Klaus
    Biersack, Bernhard
    [J]. MOLECULAR AND BIOCHEMICAL PARASITOLOGY, 2017, 214 : 112 - 120
  • [32] N-Heterocyclic Carbene Complexes of Copper(I) Thiocyanate: Synthesis and Structural Characterization
    Dodds, Christopher A.
    Kennedy, Alan R.
    [J]. ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 2014, 640 (05): : 926 - 930
  • [33] Silver(I) N-heterocyclic carbene complexes: Synthesis, characterization and cytotoxic properties
    Gurbuz, Nevin
    Kaloglu, Nazan
    Kizrak, Umran
    Ozdemir, Ilknur
    Turkmen, Nese Basak
    Ciftci, Osman
    Ozdemir, Ismail
    Mansour, L.
    Naceur, Hamdi
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2020, 923
  • [34] Facile Synthesis of (Phosphine)- and (N-heterocyclic Carbene)Gold(I) and Silver(I) Azide Complexes
    Partyka, David V.
    Robilotto, Thomas J.
    Updegraff, James B., III
    Zeller, Matthias
    Hunter, Allen D.
    Gray, Thomas G.
    [J]. ORGANOMETALLICS, 2009, 28 (03) : 795 - 801
  • [35] Synthesis and antitumor activity of new silver(I)-N-heterocyclic carbene complexes
    Sahin, Neslihan
    Sahin-Bolukbasi, Serap
    Marsan, Halis
    [J]. JOURNAL OF COORDINATION CHEMISTRY, 2019, 72 (22-24) : 3602 - 3613
  • [36] Gold(I)-N-Heterocyclic Carbene Synthons in Organometallic Synthesis
    Scattolin, Thomas
    Tonon, Giovanni
    Botter, Eleonora
    Guillet, Sebastien G.
    Tzouras, Nikolaos V.
    Nolan, Steven P.
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2023, 29 (58)
  • [37] Fluorescent organometallic gold(I) N-heterocyclic carbene complexes: synthesis and biological activities
    Bertrand, Benoit
    de Almeida, Andreia
    van der Burgt, Evelien P. M.
    Citta, Anna
    Folda, Alessandra
    Bodio, Ewen
    Picquet, Michel
    Rigobello, Maria Pia
    Le Gendre, Pierre
    Casini, Angela
    [J]. JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY, 2014, 19 : S792 - S792
  • [38] Synthesis and Photophysical Properties of Symmetrical Mononuclear Gold(I)-N-Heterocyclic Carbene Complexes
    Haziz, Umie F. M.
    Haque, Rosenani A.
    Konno, Takumi
    Nobuto, Yoshinari
    Razali, Mohd R.
    [J]. POLYCYCLIC AROMATIC COMPOUNDS, 2023, 43 (06) : 5506 - 5518
  • [39] 1,2,4-Triazole-based N-heterocyclic carbene complexes of gold(I): synthesis, characterization and biological activity
    Turek, Jan
    Ruzickova, Zdenka
    Tloust'ova, Eva
    Mertlikova-Kaiserova, Helena
    Guenterova, Jana
    Rulisek, Lubomir
    Ruzicka, Ales
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2016, 30 (05) : 318 - 322
  • [40] Gold(I) and Gold(III) N-Heterocyclic Carbene Complexes as Antibacterial Agents and Inhibitors of Bacterial Thioredoxin Reductase
    Buessing, Rolf
    Karge, Bianka
    Lippmann, Petra
    Jones, Peter G.
    Broenstrup, Mark
    Ott, Ingo
    [J]. CHEMMEDCHEM, 2021, 16 (22) : 3402 - 3409