An overview of recent progress in siderophore-antibiotic conjugates

被引:45
作者
Kong, Huimin [3 ]
Cheng, Weiyan [1 ,2 ]
Wei, Han [1 ,2 ]
Yuan, Yongliang [1 ,2 ]
Yang, Zhiheng [1 ,2 ]
Zhang, Xiaojian [1 ,2 ]
机构
[1] Zhengzhou Univ, Affiliated Hosp 1, Dept Pharm, Zhengzhou 450052, Henan, Peoples R China
[2] Zhengzhou Univ, Affiliated Hosp 1, Henan Key Lab Precis Clin Pharm, Zhengzhou 450052, Henan, Peoples R China
[3] Zhengzhou Univ, Affiliated Hosp 1, Dept Pediat, Zhengzhou 450052, Henan, Peoples R China
基金
中国国家自然科学基金;
关键词
Siderophore; Antibiotic; Trojan horse; Sideromycin; Siderophore-antibiotic conjugates; SELECTIVE SIDEROMYCIN ANTIBIOTICS; IN-VITRO CHARACTERIZATION; ANTIBACTERIAL ACTIVITY; PSEUDOMONAS-AERUGINOSA; KLEBSIELLA-PNEUMONIAE; ESCHERICHIA-COLI; OUTER-MEMBRANE; IRON UPTAKE; ENTEROBACTIN; DELIVERY;
D O I
10.1016/j.ejmech.2019.111615
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Multi-drug resistant infections caused by Gram-negative bacteria have become one of the most important reasons for the failure of clinical anti-infective treatment. Siderophore-antibiotic conjugates, which were designed based on a "Trojan horse" strategy wherein features enabled active uptake to bypass the Gram-negative cell wall, have been expected to be a weapon for anti-infective treatment in the clinic. Herein, we review antibiotic drug design strategies based on mimics of nature siderophores reported in recent years, we also focus our attention on the relationship between the type of linker and the corresponding antibacterial activity. (C) 2019 Elsevier Masson SAS. All rights reserved.
引用
收藏
页数:16
相关论文
共 81 条
[1]   An antioxidant role for catecholate siderophores in Salmonella [J].
Achard, Maud E. S. ;
Chen, Kaiwen W. ;
Sweet, Matthew J. ;
Watts, Rebecca E. ;
Schroder, Kate ;
Schembri, Mark A. ;
McEwan, Alastair G. .
BIOCHEMICAL JOURNAL, 2013, 454 :543-549
[2]  
Bäumler AJ, 1998, J BACTERIOL, V180, P1446
[3]   INTRACELLULAR ACTIVATION OF ALBOMYCIN IN ESCHERICHIA-COLI AND SALMONELLA-TYPHIMURIUM [J].
BRAUN, V ;
GUNTHNER, K ;
HANTKE, K ;
ZIMMERMANN, L .
JOURNAL OF BACTERIOLOGY, 1983, 156 (01) :308-315
[4]   Sideromycins: tools and antibiotics [J].
Braun, Volkmar ;
Pramanik, Avijit ;
Gwinner, Thomas ;
Koeberle, Martin ;
Bohn, Erwin .
BIOMETALS, 2009, 22 (01) :3-13
[5]   MODES OF ACTION AND INHIBITORY ACTIVITIES OF NEW SIDEROPHORE BETA-LACTAM CONJUGATES THAT USE SPECIFIC IRON UPTAKE PATHWAYS FOR ENTRY INTO BACTERIA [J].
BROCHU, A ;
BROCHU, N ;
NICAS, TI ;
PARR, TR ;
MINNICK, AA ;
DOLENCE, EK ;
MCKEE, JA ;
MILLER, MJ ;
LAVOIE, MC ;
MALOUIN, F .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1992, 36 (10) :2166-2175
[6]   FERRIC ION SEQUESTERING AGENTS .2. KINETICS AND MECHANISM OF IRON REMOVAL FROM TRANSFERRIN BY ENTEROBACTIN AND SYNTHETIC TRICATECHOLS [J].
CARRANO, CJ ;
RAYMOND, KN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (18) :5401-5404
[7]   Shared and distinct mechanisms of iron acquisition by bacterial and fungal pathogens of humans [J].
Caza, Melissa ;
Kronstad, James W. .
FRONTIERS IN CELLULAR AND INFECTION MICROBIOLOGY, 2013, 3
[8]   Secretion, but not overall synthesis, of catecholate siderophores contributes to virulence of extraintestinal pathogenic Escherichia coli [J].
Caza, Melissa ;
Lepine, Francois ;
Dozois, Charles M. .
MOLECULAR MICROBIOLOGY, 2011, 80 (01) :266-282
[9]   Targeting virulence: salmochelin modification tunes the antibacterial activity spectrum of β-lactams for pathogen-selective killing of Escherichia coli [J].
Chairatana, Phoom ;
Zheng, Tengfei ;
Nolan, Elizabeth M. .
CHEMICAL SCIENCE, 2015, 6 (08) :4458-4471
[10]   ISOLATION AND IDENTIFICATION OF 2,3-DIHYDROXYBENZOIC ACID AND 2-N,6-N-DI-(2,3-DIHYDROXYBENZOYL)-L-LYSINE FORMED BY IRON-DEFICIENT AZOTOBACTER VINELANDII [J].
CORBIN, JL ;
BULEN, WA .
BIOCHEMISTRY, 1969, 8 (03) :757-&