1,2,3-Triazole-gold(I)-triethylphosphine derivatives of nutrients as new antimicrobials against antibiotic resistant Gram-positive pathogens

被引:0
作者
Michaut, Mathieu [4 ]
Hoegy, Francoise [1 ,2 ]
Steffen, Alexandre [4 ]
Contreras, Jean-Marie [4 ]
Morice, Christophe [4 ]
Plesiat, Patrick [3 ]
Mislin, Gaetan L. A. [1 ,2 ]
机构
[1] CNRS, Biotechnol & Signalisat Cellulaire, UMR7242, 300 Blvd Sebastien Brant, F-67400 Illkirch Graffenstaden, France
[2] Univ Strasbourg, Inst Rech Ecole Biotechnol Strasbourg IREBS, F-67400 Illkirch Graffenstaden, France
[3] Univ Bourgogne Franche Comte, Lab Bacteriol, CNRS Chronoenvironm, UFR Sante,UMR 6249, Besancon, France
[4] PC SAS, Prestwick Chem, 220 Blvd Gonthier dAndernach, F-67400 Illkirch Graffenstaden, France
关键词
Antibiotic; Gold(I) complex; Azide-alkyne Huisgen cycloaddition; Clostridium difficile; Staphylococcus sp; Enterococcus sp; GOLD; COMPLEXES;
D O I
10.1016/j.bmcl.2025.130276
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The ongoing rise of bacterial resistance against antibiotics is an incentive to develop radically new antibacterial molecules. Innovative organo-gold(I) antibacterial compounds were synthesized by click chemistry with triethylphosphine-gold(I) azides and alkyne-functionalized metabolites like amino acids, nicotinic acid and biotin. The resulting organo-gold(I) compounds exhibited remarkable activities against a panel of Gram-positive pathogens (Staphyloccocus sp., Enterococcus sp. and Clostridium difficile) but failed to inhibit the growth of Gram-negative bacilli (e.g., Escherichia coli) under the conditions used (8 mu g. mL-1 maximum).
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页数:5
相关论文
共 25 条
[1]   Auranofin efficacy against MDR Streptococcus pneumoniae and Staphylococcus aureus infections [J].
Aguinagalde, Leire ;
Diez-Martinez, Roberto ;
Yuste, Jose ;
Royo, Inmaculada ;
Gil, Carmen ;
Lasa, Inigo ;
Martin-Fontecha, Mar ;
Marin-Ramos, Nagore Isabel ;
Ardanuy, Carmen ;
Linares, Josefina ;
Garcia, Pedro ;
Garcia, Ernesto ;
Sanchez-Puelles, Jose M. .
JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY, 2015, 70 (09) :2608-2617
[2]   Treatment of Clostridium difficile-associated disease:: old therapies and new strategies [J].
Aslam, S ;
Hamill, R ;
Musher, DM .
LANCET INFECTIOUS DISEASES, 2005, 5 (09) :549-557
[3]   An organometallic hybrid antibiotic of metronidazole with a Gold(I) N-Heterocyclic Carbene overcomes metronidazole resistance in Clostridioides difficile [J].
Buessing, Rolf ;
Bublitz, Arne ;
Karge, Bianka ;
Broenstrup, Mark ;
Strowig, Till ;
Ott, Ingo .
JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY, 2024, 29 (05) :511-518
[4]   Gold(I) and Gold(III) N-Heterocyclic Carbene Complexes as Antibacterial Agents and Inhibitors of Bacterial Thioredoxin Reductase [J].
Buessing, Rolf ;
Karge, Bianka ;
Lippmann, Petra ;
Jones, Peter G. ;
Broenstrup, Mark ;
Ott, Ingo .
CHEMMEDCHEM, 2021, 16 (22) :3402-3409
[5]  
Clinical and Laboratory Standards Institute, 2006, M7A7 CLIN LAB STAND, V26
[6]   Antibacterial properties of phosphine gold(i) complexes with 5-fluorouracil [J].
Ferrando, Ricardo ;
Mitchell, Scott G. G. ;
Atrian-Blasco, Elena ;
Cerrada, Elena .
DALTON TRANSACTIONS, 2023, 52 (30) :10507-10514
[7]   Metals to combat antimicrobial resistance [J].
Frei, Angelo ;
Verderosa, Anthony D. D. ;
Elliott, Alysha G. G. ;
Zuegg, Johannes ;
Blaskovich, Mark A. T. .
NATURE REVIEWS CHEMISTRY, 2023, 7 (03) :202-224
[8]   Metal complexes as a promising source for new antibiotics [J].
Frei, Angelo ;
Zuegg, Johannes ;
Elliott, Alysha G. ;
Baker, Murray ;
Braese, Stefan ;
Brown, Christopher ;
Chen, Feng ;
Dowson, Christopher G. ;
Dujardin, Gilles ;
Jung, Nicole ;
King, A. Paden ;
Mansour, Ahmed M. ;
Massi, Massimiliano ;
Moat, John ;
Mohamed, Heba A. ;
Renfrew, Anna K. ;
Rutledge, Peter J. ;
Sadler, Peter J. ;
Todd, Matthew H. ;
Willans, Charlotte E. ;
Wilson, Justin J. ;
Cooper, Matthew A. ;
Blaskovich, Mark A. T. .
CHEMICAL SCIENCE, 2020, 11 (10) :2627-2639
[9]   Metal Complexes, an Untapped Source of Antibiotic Potential? [J].
Frei, Angelo .
ANTIBIOTICS-BASEL, 2020, 9 (02)
[10]   Gold complexes as antimicrobial agents: an overview of different biological activities in relation to the oxidation state of the gold ion and the ligand structure [J].
Glisic, Biljana D. ;
Djuran, Milos I. .
DALTON TRANSACTIONS, 2014, 43 (16) :5950-5969