Literature DB >> 35707162

1,3-Dioxane-Linked Novel Bacterial Topoisomerase Inhibitors: Expanding Structural Diversity and the Antibacterial Spectrum.

Yanran Lu1, Chelsea A Mann1, Sheri Nolan2, Jessica A Collins3, Elizabeth Parker4, Jonathan Papa5, Sandip Vibhute1, Seyedehameneh Jahanbakhsh6, Mary Thwaites6, David Hufnagel6, Manzour H Hazbón7, Jane Moreno7, Timothy T Stedman7, Thomas Wittum4, Daniel J Wozniak2,8, Neil Osheroff3,9,10, Jack C Yalowich5, Mark J Mitton-Fry1.   

Abstract

Antibacterial resistance continues its devastation of available therapies. Novel bacterial topoisomerase inhibitors (NBTIs) offer one solution to this critical issue. Two series of amine NBTIs bearing tricyclic DNA-binding moieties as well as amide NBTIs with a bicyclic DNA-binding moiety were synthesized and evaluated against methicillin-resistant Staphylococcus aureus (MRSA). Additionally, these compounds and a series of bicyclic amine analogues displayed high activity against susceptible and drug-resistant Neisseria gonorrhoeae, expanding the spectrum of these dioxane-linked NBTIs.
© 2022 American Chemical Society.

Entities:  

Year:  2022        PMID： 35707162      PMCID： PMC9189870          DOI： 10.1021/acsmedchemlett.2c00111

Source DB:  PubMed          Journal:  ACS Med Chem Lett        ISSN： 1948-5875            Impact factor:   4.632


  33 in total

1.  Novel hydroxyl tricyclics (e.g., GSK966587) as potent inhibitors of bacterial type IIA topoisomerases.

Authors:  Timothy J Miles; Alan J Hennessy; Ben Bax; Gerald Brooks; Barry S Brown; Pamela Brown; Nathalie Cailleau; Dongzhao Chen; Steven Dabbs; David T Davies; Joel M Esken; Ilaria Giordano; Jennifer L Hoover; Jianzhong Huang; Graham E Jones; Senthill K Kusalakumari Sukmar; Claus Spitzfaden; Roger E Markwell; Elisabeth A Minthorn; Steve Rittenhouse; Michael N Gwynn; Neil D Pearson
Journal:  Bioorg Med Chem Lett       Date:  2013-07-17       Impact factor: 2.823

2.  Bimodal Actions of a Naphthyridone/Aminopiperidine-Based Antibacterial That Targets Gyrase and Topoisomerase IV.

Authors:  Elizabeth G Gibson; Alexandria A Oviatt; Monica Cacho; Keir C Neuman; Pan F Chan; Neil Osheroff
Journal:  Biochemistry       Date:  2019-10-28       Impact factor: 3.162

3.  Novel bacterial topoisomerase inhibitors: challenges and perspectives in reducing hERG toxicity.

Authors:  Anja Kolarič; Nikola Minovski
Journal:  Future Med Chem       Date:  2018-09-14       Impact factor: 3.808

4.  Insights into the mechanism of inhibition of novel bacterial topoisomerase inhibitors from characterization of resistant mutants of Staphylococcus aureus.

Authors:  Sushmita D Lahiri; Amy Kutschke; Kathy McCormack; Richard A Alm
Journal:  Antimicrob Agents Chemother       Date:  2015-06-15       Impact factor: 5.191

5.  Dioxane-Linked Amide Derivatives as Novel Bacterial Topoisomerase Inhibitors against Gram-Positive Staphylococcus aureus.

Authors:  Yanran Lu; Jonathan L Papa; Sheri Nolan; Anthony English; Justin T Seffernick; Nicholas Shkolnikov; Josh Powell; Steffen Lindert; Daniel J Wozniak; Jack Yalowich; Mark J Mitton-Fry
Journal:  ACS Med Chem Lett       Date:  2020-10-19       Impact factor: 4.345

6.  Mechanistic and Structural Basis for the Actions of the Antibacterial Gepotidacin against Staphylococcus aureus Gyrase.

Authors:  Elizabeth G Gibson; Ben Bax; Pan F Chan; Neil Osheroff
Journal:  ACS Infect Dis       Date:  2019-02-28       Impact factor: 5.084

7.  Acceptor-substrate recognition by N-acetylglucosaminyltransferase-V: critical role of the 4"-hydroxyl group in beta-D-GlcpNAc-(1-->2)-alpha-D-Manp(1-->6)-beta-D-Glcp-OR.

Authors:  O Kanie; S C Crawley; M M Palcic; O Hindsgaul
Journal:  Carbohydr Res       Date:  1993-04-23       Impact factor: 2.104

8.  Altered gene expression in human leukemia K562 cells selected for resistance to etoposide.

Authors:  M K Ritke; J C Yalowich
Journal:  Biochem Pharmacol       Date:  1993-12-03       Impact factor: 5.858

Review 9.  Two Decades of Successful SAR-Grounded Stories of the Novel Bacterial Topoisomerase Inhibitors (NBTIs).

Authors:  Anja Kolarič; Marko Anderluh; Nikola Minovski
Journal:  J Med Chem       Date:  2020-02-17       Impact factor: 7.446

10.  Microbiological Analysis from a Phase 2 Randomized Study in Adults Evaluating Single Oral Doses of Gepotidacin in the Treatment of Uncomplicated Urogenital Gonorrhea Caused by Neisseria gonorrhoeae.

Authors:  Nicole E Scangarella-Oman; Mohammad Hossain; Paula B Dixon; Karen Ingraham; Sharon Min; Courtney A Tiffany; Caroline R Perry; Aparna Raychaudhuri; Etienne F Dumont; Jianzhong Huang; Edward W Hook; Linda A Miller
Journal:  Antimicrob Agents Chemother       Date:  2018-11-26       Impact factor: 5.191
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