Literature DB >> 26101578

Syntheses and Antibacterial Activity of N-Acylated Ciprofloxacin Derivatives Based on the Trimethyl Lock.

Cheng Ji1, Patricia A Miller1, Marvin J Miller1.   

Abstract

Several N-acyl ciprofloxacin quinone derivatives based on a trimethyl lock structure were synthesized, and their in vitro antibacterial activity against a panel of clinically relevant bacteria was evaluated. A few new analogues displayed enhanced activity against Gram-positive species compared to the parent drug. Additionally, studies of 8-Cip, which was the most potent compound tested, indicate that it may act through a dual-action mechanism.

Entities:  

Keywords:  Ciprofloxacin; antibacterial; drug release; trimethyl lock

Year:  2015        PMID： 26101578      PMCID： PMC4468398          DOI： 10.1021/acsmedchemlett.5b00146

Source DB:  PubMed          Journal:  ACS Med Chem Lett        ISSN： 1948-5875            Impact factor:   4.345


  11 in total

1.  Mechanism for translocation of fluoroquinolones across lipid membranes.

Authors:  Oana Cramariuc; Tomasz Rog; Matti Javanainen; Luca Monticelli; Anna V Polishchuk; Ilpo Vattulainen
Journal:  Biochim Biophys Acta       Date:  2012-06-01

Review 2.  Bacterial topoisomerase inhibitors: quinolone and pyridone antibacterial agents.

Authors:  Lester A Mitscher
Journal:  Chem Rev       Date:  2005-02       Impact factor: 60.622

3.  Siderophore-fluoroquinolone conjugates containing potential reduction-triggered linkers for drug release: synthesis and antibacterial activity.

Authors:  Cheng Ji; Marvin J Miller
Journal:  Biometals       Date:  2015-02-08       Impact factor: 2.949

4.  Synthesis and evaluation of prodrugs for anti-angiogenic pyrrolylmethylidenyl oxindoles.

Authors:  Lesley Maskell; Emilie A Blanche; Marie A Colucci; Jacqueline L Whatmore; Christopher J Moody
Journal:  Bioorg Med Chem Lett       Date:  2007-01-08       Impact factor: 2.823

5.  Chemical syntheses and in vitro antibacterial activity of two desferrioxamine B-ciprofloxacin conjugates with potential esterase and phosphatase triggered drug release linkers.

Authors:  Cheng Ji; Marvin J Miller
Journal:  Bioorg Med Chem       Date:  2012-05-02       Impact factor: 3.641

6.  N-O chemistry for antibiotics: discovery of N-alkyl-N-(pyridin-2-yl)hydroxylamine scaffolds as selective antibacterial agents using nitroso Diels-Alder and ene chemistry.

Authors:  Timothy A Wencewicz; Baiyuan Yang; James R Rudloff; Allen G Oliver; Marvin J Miller
Journal:  J Med Chem       Date:  2011-09-15       Impact factor: 7.446

7.  Thiol addition to quinones: model reactions for the inactivation of thymidylate synthase by 5-p-benzoquinonyl-2'-deoxyuridine 5'-phosphate.

Authors:  M K Vadnere; L Maggiora; M P Mertes
Journal:  J Med Chem       Date:  1986-09       Impact factor: 7.446

8.  Trimethyl lock: A trigger for molecular release in chemistry, biology, and pharmacology.

Authors:  Michael N Levine; Ronald T Raines
Journal:  Chem Sci       Date:  2012-05-30       Impact factor: 9.825

9.  Chemical synthesis and biological evaluation of a NAD(P)H:quinone oxidoreductase-1 targeted tripartite quinone drug delivery system.

Authors:  Milène Volpato; Nathalie Abou-Zeid; Richard W Tanner; Lee T Glassbrook; James Taylor; Ian Stratford; Paul M Loadman; Mohammed Jaffar; Roger M Phillips
Journal:  Mol Cancer Ther       Date:  2007-12       Impact factor: 6.261

Review 10.  Quinolones: action and resistance updated.

Authors:  Karl Drlica; Hiroshi Hiasa; Robert Kerns; Muhammad Malik; Arkady Mustaev; Xilin Zhao
Journal:  Curr Top Med Chem       Date:  2009       Impact factor: 3.295
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  7 in total

1.  A Theoretical and Experimental Study on the Potential Luminescent and Biological Activities of Diaminodicyanoquinodimethane Derivatives.

Authors:  Edison Rafael Jiménez; Manuel Caetano; Nelson Santiago; F Javier Torres; Thibault Terencio; Hortensia Rodríguez
Journal:  Int J Mol Sci       Date:  2021-01-05       Impact factor: 5.923

2.  Anionic fluoroquinolones as antibacterials against biofilm-producing Pseudomonas aeruginosa.

Authors:  Timothy E Long; Lexie C Keding; Demetria D Lewis; Michael I Anstead; T Ryan Withers; Hongwei D Yu
Journal:  Bioorg Med Chem Lett       Date:  2016-01-07       Impact factor: 2.823

Review 3.  Modifications of quinolones and fluoroquinolones: hybrid compounds and dual-action molecules.

Authors:  Joanna Fedorowicz; Jarosław Sączewski
Journal:  Monatsh Chem       Date:  2018-06-07       Impact factor: 1.451

4.  Crystal structure and Hirshfeld surface analysis of diethyl 2-[4-(4-fluoro-phen-yl)-2-methyl-4-oxobutan-2-yl]malonate.

Authors:  Sandeep Chandrashekharappa; Keshab M Bairagi; Mahendra K Mohan; Katharigatta N Venugopala; Susanta K Nayak
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2018-09-07

Review 5.  Fluoroquinolones' Biological Activities against Laboratory Microbes and Cancer Cell Lines.

Authors:  Ghadeer A R Y Suaifan; Aya A M Mohammed; Bayan A Alkhawaja
Journal:  Molecules       Date:  2022-03-03       Impact factor: 4.411

6.  Enzyme-Responsive Nanoparticles and Coatings Made from Alginate/Peptide Ciprofloxacin Conjugates as Drug Release System.

Authors:  Yannick Bourgat; Carina Mikolai; Meike Stiesch; Philipp Klahn; Henning Menzel
Journal:  Antibiotics (Basel)       Date:  2021-05-29

7.  Controlled Synthesis of Up-Conversion NaYF4:Yb,Tm Nanoparticles for Drug Release under Near IR-Light Therapy.

Authors:  Edelweiss Moyano Rodríguez; Miguel Gomez-Mendoza; Raúl Pérez-Ruiz; Beatriz Peñín; Diego Sampedro; Antonio Caamaño; Víctor A de la Peña O'Shea
Journal:  Biomedicines       Date:  2021-12-20
  7 in total

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