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

被引:139
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
  • [91] Novel 4-thiazolidinone derivatives as potential antifungal and antibacterial drugs
    Omar, Kouatli
    Geronikaki, Athina
    Zoumpoulakis, Panagiotis
    Camoutsis, Charalabos
    Sokovic, Marina
    Ciric, Ana
    Glamoclija, Jasmina
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2010, 18 (01) : 426 - 432
  • [92] New 2-Phenylthiazoles as Potential Sortase A Inhibitors: Synthesis, Biological Evaluation and Molecular Docking
    Oniga, Smaranda Dafina
    Araniciu, Catalin
    Palage, Mariana Doina
    Popa, Marcela
    Chifiriuc, Mariana Carmen
    Marc, Gabriel
    Pirnau, Adrian
    Stoica, Cristina Ioana
    Lagoudis, Ioannis
    Dragoumis, Theodoros
    Oniga, Ovidiu
    [J]. MOLECULES, 2017, 22 (11):
  • [93] Recent advances toward a molecular mechanism of efflux pump inhibition
    Opperman, Timothy J.
    Nguyen, Sont.
    [J]. FRONTIERS IN MICROBIOLOGY, 2015, 6
  • [94] Thiazolidione derivatives as novel antibiofilm agents: Design, synthesis, biological evaluation, and structure-activity relationships
    Pan, Bin
    Huang, Renzheng
    Zheng, Likang
    Chen, Chen
    Han, Shiqing
    Qu, Di
    Zhu, Mingli
    Wei, Ping
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (03) : 819 - 824
  • [95] Design, synthesis, and antibiofilm activity of 2-arylimino-3-aryl-thiazolidine-4-ones
    Pan, Bin
    Huang, Ren-Zheng
    Han, Shi-Qing
    Qu, Di
    Zhu, Ming-Li
    Wei, Ping
    Ying, Han-Jie
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (08) : 2461 - 2464
  • [96] Synthetic small molecules as anti-biofilm agents in the struggle against antibiotic resistance
    Parrino, Barbara
    Schillaci, Domenico
    Carnevale, Ilaria
    Giovannetti, Elisa
    Diana, Patrizia
    Cirrincione, Girolamo
    Cascioferro, Stella
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2019, 161 : 154 - 178
  • [97] Parrino Barbara, 2018, Open Med Chem J, V12, P84, DOI 10.2174/1874104501812010084
  • [98] Synthesis, antitumor activity and CDK1 inhibiton of new thiazole nortopsentin analogues
    Parrino, Barbara
    Attanzio, Alessandro
    Spano, Virginia
    Cascioferro, Stella
    Montalbano, Alessandra
    Barraja, Paola
    Tesoriere, Luisa
    Diana, Patrizia
    Cirrincione, Girolamo
    Carbone, Anna
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 138 : 371 - 383
  • [99] Water-soluble isoindolo[2,1-a] quinoxalin-6-imines: In vitro antiproliferative activity and molecular mechanism(s) of action
    Parrino, Barbara
    Carbone, Anna
    Ciancimino, Cristina
    Spano, Virginia
    Montalbano, Alessandra
    Barraja, Paola
    Cirrincione, Girolamo
    Diana, Patrizia
    Sissi, Claudia
    Palumbo, Manlio
    Pinato, Odra
    Pennati, Marzia
    Beretta, Giovanni
    Folini, Marco
    Matyus, Peter
    Balogh, Balazs
    Zaffaroni, Nadia
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 94 : 149 - 162
  • [100] Synthesis, In Vitro Evaluation, and Molecular Docking Studies of Azetidinones and Thiazolidinones of 2-Amino-5-cyclopropyl-1,3,4-thiadiazole as Antibacterial Agents
    Patel, Harun
    Mishra, Lishu
    Noolvi, Malleshappa
    Karpoormath, Rajshekhar
    Cameotra, Swaranjit Singh
    [J]. ARCHIV DER PHARMAZIE, 2014, 347 (09) : 668 - 684