Thiazoles, Their Benzofused Systems, and Thiazolidinone Derivatives: Versatile and Promising Tools to Combat Antibiotic Resistance

被引:151
作者
Cascioferro, Stella [1 ]
Parrino, Barbara [1 ]
Carbone, Daniela [1 ]
Schillaci, Domenico [1 ]
Giovannetti, Elisa [2 ,3 ]
Cirrincione, Girolamo [1 ]
Diana, Patrizia [1 ]
机构
[1] Univ Palermo, Dipartimento Sci & Tecnol Biol Chim & Farmaceut S, I-90123 Palermo, Italy
[2] Vrije Univ Amsterdam Med Ctr, Canc Ctr Amsterdam, Dept Med Oncol, NL-1081 HV Amsterdam, Netherlands
[3] Fdn Pisana Sci, Canc Pharmacol Lab, I-56017 Pisa, Italy
关键词
ANTI-BIOFILM ACTIVITY; INTERFERENCE COMPOUNDS PAINS; MARINE NATURAL-PRODUCTS; IN-VITRO EVALUATION; DNA GYRASE; BIOLOGICAL EVALUATION; ANTIMICROBIAL ACTIVITY; ASSAY INTERFERENCE; 4-THIAZOLIDINONE DERIVATIVES; SIDEROPHORE CEPHALOSPORIN;
D O I
10.1021/acs.jmedchem.9b01245
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Thiazoles, their benzofused systems, and thiazolidinone derivatives are widely recognized as nuclei of great value for obtaining molecules with various biological activities, including analgesic, anti-inflammatory, anti-HIV, antidiabetic, antitumor, and antimicrobial. In particular, in the past decade, many compounds bearing these heterocycles have been studied for their promising antibacterial properties due to their action on different microbial targets. Here we assess the recent development of this class of compounds to address mechanisms underlying antibiotic resistance at both bacterial-cell and community levels (biofilms). We also explore the SAR and the prospective clinical application of thiazole and its benzofused derivatives, which act as inhibitors of mechanisms underlying antibiotic resistance in the treatment of severe drug-resistant infections. In addition, we examined all bacterial targets involved in their antimicrobial activity reporting, when described, their spontaneous frequencies of resistance.
引用
收藏
页码:7923 / 7956
页数:34
相关论文
共 139 条
[11]   Cytotoxic bisindole alkaloids from a marine sponge Spongosorites sp. [J].
Bao, BQ ;
Sun, QS ;
Yao, XS ;
Hong, JK ;
Lee, CO ;
Sim, CJ ;
Im, KS ;
Jung, JH .
JOURNAL OF NATURAL PRODUCTS, 2005, 68 (05) :711-715
[12]   Recent progress in the discovery and development of DNA gyrase B inhibitors [J].
Barancokova, Michaela ;
Kikelj, Danijel ;
Ilas, Janez .
FUTURE MEDICINAL CHEMISTRY, 2018, 10 (10) :1207-1227
[13]   Optimization of Pyrrolamide Topoisomerase II Inhibitors Toward Identification of an Antibacterial Clinical Candidate (AZD5099) [J].
Basarab, Gregory S. ;
Hill, Pamela J. ;
Garner, C. Edwin ;
Hull, Ken ;
Green, Oluyinka ;
Sherer, Brian A. ;
Dangel, P. Brian ;
Manchester, John I. ;
Bist, Shanta ;
Hauck, Sheila ;
Zhou, Fei ;
Uria-Nickelsen, Maria ;
Illingworth, Ruth ;
Alm, Richard ;
Rooney, Mike ;
Eakin, Ann E. .
JOURNAL OF MEDICINAL CHEMISTRY, 2014, 57 (14) :6060-6082
[14]   A Survey of the Role of Noncovalent Sulfur Interactions in Drug Design [J].
Beno, Brett R. ;
Yeung, Kap-Sun ;
Bartberger, Michael D. ;
Pennington, Lewis D. ;
Meanwell, Nicholas A. .
JOURNAL OF MEDICINAL CHEMISTRY, 2015, 58 (11) :4383-4438
[15]   Exopolysaccharide-Repressing Small Molecules with Antibiofilm and Antivirulence Activity against Pseudomonas aeruginosa [J].
Bernardes, Erik van Tilburg ;
Charron-Mazenod, Laetitia ;
Reading, David J. ;
Reckseidler-Zenteno, Shauna L. ;
Lewenza, Shawn .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2017, 61 (05)
[16]   Bacterial adhesion at the single-cell level [J].
Berne, Cecile ;
Ellison, Courtney K. ;
Ducret, Adrien ;
Brun, Yves V. .
NATURE REVIEWS MICROBIOLOGY, 2018, 16 (10) :616-627
[17]   The Extracellular Matrix Component Psl Provides Fast-Acting Antibiotic Defense in Pseudomonas aeruginosa Biofilms [J].
Billings, Nicole ;
Millan, Maria Ramirez ;
Caldara, Marina ;
Rusconi, Roberto ;
Tarasova, Yekaterina ;
Stocker, Roman ;
Ribbeck, Katharina .
PLOS PATHOGENS, 2013, 9 (08)
[18]   A New-Class Antibacterial-Almost. Lessons in Drug Discovery and Development: A Critical Analysis of More than 50 Years of Effort toward ATPase Inhibitors of DNA Gyrase and Topoisomerase IV [J].
Bisacchi, Gregory S. ;
Manchester, John I. .
ACS INFECTIOUS DISEASES, 2015, 1 (01) :4-41
[19]   Recent advances in bacterial topoisomerase inhibitors [J].
Bradbury, Barton J. ;
Pucci, Michael J. .
CURRENT OPINION IN PHARMACOLOGY, 2008, 8 (05) :574-581
[20]   Discovery of the first antibacterial small molecule inhibitors of MurB [J].
Bronson, JJ ;
DenBleyker, KL ;
Falk, PJ ;
Mate, RA ;
Ho, HT ;
Pucci, MJ ;
Snyder, LB .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (05) :873-875