Literature DB >> 34841247

SAR study of 4-arylazo-3,5-diamino-1H-pyrazoles: identification of small molecules that induce dispersal of Pseudomonas aeruginosa biofilms.

Charlotte U Jansen1, Jesper Uhd1, Jens B Andersen2, Louise D Hultqvist2, Tim H Jakobsen2, Martin Nilsson2, Thomas E Nielsen2,3, Michael Givskov2, Tim Tolker-Nielsen2, Katrine M Qvortrup1.   

Abstract

By screening of a collection of 50 000 small-molecule compounds, we recently identified 4-arylazo-3,5-diamino-1H-pyrazoles as a novel group of anti-biofilm agents. Here, we report a SAR study based on 60 analogues by examining ways in which the pharmacophore can be further optimized, for example, via substitutions in the aryl ring. The SAR study revealed the very potent anti-biofilm compound 4-(2-(2-fluorophenyl)hydrazineylidene)-5-imino-4,5-dihydro-1H-pyrazol-3-amine (2). This journal is © The Royal Society of Chemistry.

Entities:  

Year:  2021        PMID: 34841247      PMCID: PMC8600469          DOI: 10.1039/d1md00275a

Source DB:  PubMed          Journal:  RSC Med Chem        ISSN: 2632-8682


  14 in total

Review 1.  Pseudomonas aeruginosa biofilm infections: from molecular biofilm biology to new treatment possibilities.

Authors:  Tim Tolker-Nielsen
Journal:  APMIS Suppl       Date:  2014-12

Review 2.  Medical biofilms.

Authors:  James D Bryers
Journal:  Biotechnol Bioeng       Date:  2008-05-01       Impact factor: 4.530

Review 3.  Clinical relevance of the ESKAPE pathogens.

Authors:  Jack N Pendleton; Sean P Gorman; Brendan F Gilmore
Journal:  Expert Rev Anti Infect Ther       Date:  2013-03       Impact factor: 5.091

4.  4-arylazo-3,5-diamino-1H-pyrazole CDK inhibitors: SAR study, crystal structure in complex with CDK2, selectivity, and cellular effects.

Authors:  Vladimír Krystof; Petr Cankar; Iveta Frysová; Jan Slouka; George Kontopidis; Petr Dzubák; Marián Hajdúch; Josef Srovnal; Walter F de Azevedo; Martin Orság; Martina Paprskárová; Jakub Rolcík; Ales Látr; Peter M Fischer; Miroslav Strnad
Journal:  J Med Chem       Date:  2006-11-02       Impact factor: 7.446

5.  Identity and effects of quorum-sensing inhibitors produced by Penicillium species.

Authors:  Thomas Bovbjerg Rasmussen; Mette E Skindersoe; Thomas Bjarnsholt; Richard K Phipps; Kathrine Bisgaard Christensen; Peter Ostrup Jensen; Jens Bo Andersen; Birgit Koch; Thomas Ostenfeld Larsen; Morten Hentzer; Leo Eberl; Niels Hoiby; Michael Givskov
Journal:  Microbiology       Date:  2005-05       Impact factor: 2.777

Review 6.  Overview on mechanisms of isoniazid action and resistance in Mycobacterium tuberculosis.

Authors:  Ameeruddin Nusrath Unissa; Selvakumar Subbian; Luke Elizabeth Hanna; Nagamiah Selvakumar
Journal:  Infect Genet Evol       Date:  2016-09-06       Impact factor: 3.342

Review 7.  Bacterial biofilm formation on implantable devices and approaches to its treatment and prevention.

Authors:  Zohra Khatoon; Christopher D McTiernan; Erik J Suuronen; Thien-Fah Mah; Emilio I Alarcon
Journal:  Heliyon       Date:  2018-12-28

Review 8.  Small Molecule Anti-biofilm Agents Developed on the Basis of Mechanistic Understanding of Biofilm Formation.

Authors:  Katrine Qvortrup; Louise Dahl Hultqvist; Martin Nilsson; Tim Holm Jakobsen; Charlotte Uldahl Jansen; Jesper Uhd; Jens Bo Andersen; Thomas E Nielsen; Michael Givskov; Tim Tolker-Nielsen
Journal:  Front Chem       Date:  2019-11-01       Impact factor: 5.221

9.  Identification of small molecules that interfere with c-di-GMP signaling and induce dispersal of Pseudomonas aeruginosa biofilms.

Authors:  Jens Bo Andersen; Louise Dahl Hultqvist; Charlotte Uldahl Jansen; Tim Holm Jakobsen; Martin Nilsson; Morten Rybtke; Jesper Uhd; Blaine Gabriel Fritz; Roland Seifert; Jens Berthelsen; Thomas Eiland Nielsen; Katrine Qvortrup; Michael Givskov; Tim Tolker-Nielsen
Journal:  NPJ Biofilms Microbiomes       Date:  2021-07-09       Impact factor: 7.290

10.  Special Issue: Sulfonamides.

Authors:  Claudiu T Supuran
Journal:  Molecules       Date:  2017-09-29       Impact factor: 4.411

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