Literature DB >> 23891185

Antibacterial activity of quinoxalines, quinazolines, and 1,5-naphthyridines.

Ajit K Parhi1, Yongzheng Zhang, Kurt W Saionz, Padmanava Pradhan, Malvika Kaul, Kalkal Trivedi, Daniel S Pilch, Edmond J LaVoie.   

Abstract

Several phenyl substituted naphthalenes and isoquinolines have been identified as antibacterial agents that inhibit FtsZ-Zing formation. In the present study we evaluated the antibacterial of several phenyl substituted quinoxalines, quinazolines and 1,5-naphthyridines against methicillin-sensitive and methicillin-resistant Staphylococcusaureus and vancomycin-sensitive and vancomycin-resistant Enterococcusfaecalis. Some of the more active compounds against S. aureus were evaluated for their effect on FtsZ protein polymerization. Further studies were also performed to assess their relative bactericidal and bacteriostatic activities. The notable differences observed between nonquaternized and quaternized quinoxaline derivatives suggest that differing mechanisms of action are associated with their antibacterial properties.
Copyright © 2013 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  1,5-Naphthyridines; Antibiotics; Bactericidal; Bacteriostatic; Enterococcus faecalis; Quinazolines; Quinoxalines; Staphylococcus aureus

Mesh:

Substances:

Year:  2013        PMID: 23891185      PMCID: PMC3947850          DOI: 10.1016/j.bmcl.2013.06.048

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  32 in total

1.  Synthesis of antimicrobial natural products targeting FtsZ: (+/-)-dichamanetin and (+/-)-2' ''-hydroxy-5' '-benzylisouvarinol-B.

Authors:  Sameer Urgaonkar; Henry S La Pierre; Israel Meir; Henrik Lund; Debabrata RayChaudhuri; Jared T Shaw
Journal:  Org Lett       Date:  2005-12-08       Impact factor: 6.005

Review 2.  Cell-division inhibitors: new insights for future antibiotics.

Authors:  Rowena L Lock; Elizabeth J Harry
Journal:  Nat Rev Drug Discov       Date:  2008-04       Impact factor: 84.694

3.  FtsZ ring structure associated with division in Escherichia coli.

Authors:  E F Bi; J Lutkenhaus
Journal:  Nature       Date:  1991-11-14       Impact factor: 49.962

4.  An inhibitor of FtsZ with potent and selective anti-staphylococcal activity.

Authors:  David J Haydon; Neil R Stokes; Rebecca Ure; Greta Galbraith; James M Bennett; David R Brown; Patrick J Baker; Vladimir V Barynin; David W Rice; Sveta E Sedelnikova; Jonathan R Heal; Joseph M Sheridan; Sachin T Aiwale; Pramod K Chauhan; Anil Srivastava; Amit Taneja; Ian Collins; Jeff Errington; Lloyd G Czaplewski
Journal:  Science       Date:  2008-09-19       Impact factor: 47.728

5.  Sanguinarine blocks cytokinesis in bacteria by inhibiting FtsZ assembly and bundling.

Authors:  Tushar K Beuria; Manas K Santra; Dulal Panda
Journal:  Biochemistry       Date:  2005-12-20       Impact factor: 3.162

Review 6.  Diverse paths to midcell: assembly of the bacterial cell division machinery.

Authors:  Nathan W Goehring; Jon Beckwith
Journal:  Curr Biol       Date:  2005-07-12       Impact factor: 10.834

7.  Substituted 1,6-diphenylnaphthalenes as FtsZ-targeting antibacterial agents.

Authors:  Yongzheng Zhang; Daniel Giurleo; Ajit Parhi; Malvika Kaul; Daniel S Pilch; Edmond J LaVoie
Journal:  Bioorg Med Chem Lett       Date:  2013-02-13       Impact factor: 2.823

8.  Berberine targets assembly of Escherichia coli cell division protein FtsZ.

Authors:  Prerna N Domadia; Anirban Bhunia; J Sivaraman; Sanjay Swarup; Debjani Dasgupta
Journal:  Biochemistry       Date:  2008-02-15       Impact factor: 3.162

9.  Invasive methicillin-resistant Staphylococcus aureus infections in the United States.

Authors:  R Monina Klevens; Melissa A Morrison; Joelle Nadle; Susan Petit; Ken Gershman; Susan Ray; Lee H Harrison; Ruth Lynfield; Ghinwa Dumyati; John M Townes; Allen S Craig; Elizabeth R Zell; Gregory E Fosheim; Linda K McDougal; Roberta B Carey; Scott K Fridkin
Journal:  JAMA       Date:  2007-10-17       Impact factor: 56.272

10.  Piperazinylquinoxalines with central serotoninmimetic activity.

Authors:  W C Lumma; R D Hartman; W S Saari; E L Engelhardt; V J Lotti; C A Stone
Journal:  J Med Chem       Date:  1981-01       Impact factor: 7.446

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  13 in total

1.  Facile, eco-friendly, catalyst-free synthesis of polyfunctionalized quinoxalines.

Authors:  Yaohong Zhang; Mengqiang Luo; Yan Li; Hai Wang; Xiaorong Ren; Chenze Qi
Journal:  Mol Divers       Date:  2017-10-05       Impact factor: 2.943

2.  Facile Preparation of 4-Substituted Quinazoline Derivatives.

Authors:  Daniel Z Wang; Lesong Yan; Lingmei Ma
Journal:  J Vis Exp       Date:  2016-02-15       Impact factor: 1.355

3.  In Vivo Pharmacodynamic Evaluation of an FtsZ Inhibitor, TXA-709, and Its Active Metabolite, TXA-707, in a Murine Neutropenic Thigh Infection Model.

Authors:  Alexander J Lepak; Ajit Parhi; Michaela Madison; Karen Marchillo; Jamie VanHecker; David R Andes
Journal:  Antimicrob Agents Chemother       Date:  2015-08-10       Impact factor: 5.191

Review 4.  Recent advances in the discovery and development of antibacterial agents targeting the cell-division protein FtsZ.

Authors:  Krupanandan Haranahalli; Simon Tong; Iwao Ojima
Journal:  Bioorg Med Chem       Date:  2016-05-05       Impact factor: 3.641

Review 5.  Antibiotics and bacterial resistance in the 21st century.

Authors:  Richard J Fair; Yitzhak Tor
Journal:  Perspect Medicin Chem       Date:  2014-08-28

Review 6.  Synthetic Strategies, Reactivity and Applications of 1,5-Naphthyridines.

Authors:  Maria Fuertes; Carme Masdeu; Endika Martin-Encinas; Asier Selas; Gloria Rubiales; Francisco Palacios; Concepcion Alonso
Journal:  Molecules       Date:  2020-07-16       Impact factor: 4.411

7.  Hydrogen Transfer-Mediated Multicomponent Reaction for Direct Synthesis of Quinazolines by a Naphthyridine-Based Iridium Catalyst.

Authors:  Zhenda Tan; Zhongxin Fu; Jian Yang; Yang Wu; Liang Cao; Huanfeng Jiang; Juan Li; Min Zhang
Journal:  iScience       Date:  2020-03-21

8.  Enhancement of Antibiotic Activity by 1,8-Naphthyridine Derivatives against Multi-Resistant Bacterial Strains.

Authors:  José B de Araújo-Neto; Maria M C da Silva; Cícera D de M Oliveira-Tintino; Iêda M Begnini; Ricardo A Rebelo; Luiz E da Silva; Sandro L Mireski; Michele C Nasato; Maria I L Krautler; Jaime Ribeiro-Filho; Abolghasem Siyadatpanah; Polrat Wilairatana; Henrique D M Coutinho; Saulo R Tintino
Journal:  Molecules       Date:  2021-12-06       Impact factor: 4.411

9.  Docking study, synthesis and antimicrobial evaluation of some novel 4-anilinoquinazoline derivatives.

Authors:  Rezvan Rezaee Nasab; Farshid Hassanzadeh; Ghadam Ali Khodarahmi; Mahboubeh Rostami; Mahmoud Mirzaei; Ali Jahanian-Najafabadi; Mahboubeh Mansourian
Journal:  Res Pharm Sci       Date:  2017-10

10.  Combined Activity of Colloid Nanosilver and Zataria Multiflora Boiss Essential Oil-Mechanism of Action and Biofilm Removal Activity.

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Journal:  Adv Pharm Bull       Date:  2017-12-31
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