5340-21-6Relevant academic research and scientific papers
New N-phenylpyrrolamide DNA gyrase B inhibitors: Optimization of efficacy and antibacterial activity
Durcik, Martina,Lovison, Denise,Skok, ?iga,Durante Cruz, Cristina,Tammela, P?ivi,Toma?i?, Tihomir,Benedetto Tiz, Davide,Draskovits, Gábor,Nyerges, ákos,Pál, Csaba,Ila?, Janez,Peterlin Ma?i?, Lucija,Kikelj, Danijel,Zidar, Nace
supporting information, p. 117 - 132 (2018/05/24)
The ATP binding site located on the subunit B of DNA gyrase is an attractive target for the development of new antibacterial agents. In recent decades, several small-molecule inhibitor classes have been discovered but none has so far reached the market. We present here the discovery of a promising new series of N-phenylpyrrolamides with low nanomolar IC50 values against DNA gyrase, and submicromolar IC50 values against topoisomerase IV from Escherichia coli and Staphylococcus aureus. The most potent compound in the series has an IC50 value of 13 nM against E. coli gyrase. Minimum inhibitory concentrations (MICs) against Gram-positive bacteria are in the low micromolar range. The oxadiazolone derivative 11a, with an IC50 value of 85 nM against E. coli DNA gyrase displays the most potent antibacterial activity, with MIC values of 1.56 μM against Enterococcus faecalis, and 3.13 μM against wild type S. aureus, methicillin-resistant S. aureus (MRSA) and vancomycin-resistant Enterococcus (VRE). The activity against wild type E. coli in the presence of efflux pump inhibitor phenylalanine-arginine β-naphthylamide (PAβN) is 4.6 μM.
LANTHANIDE CLUSTERS AND METHODS OF USE THEREOF
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Paragraph 0212; 0215, (2016/01/30)
The present invention is directed to multinuclear lanthanides chiral clusters, based on phenyl-oxazoline-amide (POxA) ligands, and to methods of use thereof. The chiral clusters of this invention are highly fluorescent with high stability.
Conformational properties of O-alkylated benzamides
Prabhakaran, Panchami,Azzarito, Valeria,Jacobs, Tia,Hardie, Michaele J.,Kilner, Colin A.,Edwards, Thomas A.,Warriner, Stuart L.,Wilson, Andrew J.
supporting information; scheme or table, p. 4485 - 4491 (2012/07/27)
In this article, we report the synthesis, solid-state and solution-state conformational studies of O-alkylated aromatic benzamides based on two scaffolds. Intramolecular hydrogen bonding provides conformational pre-organization and side chains can interact with each other within a molecule. In the solid-state three-dimensional arrangement, the molecules further interact with each other through non-covalent interactions. Given, the demonstrated potential of this class of scaffolds to act as helix mimetics for the inhibition of protein-protein interactions (PPIs), these results provide key insight for future inhibitor design.
Oligophenylenaminones as scaffolds for α-helix mimicry
Adler, Marc J.,Hamilton, Andrew D.
experimental part, p. 7040 - 7047 (2011/10/08)
The design and synthesis of small molecule α-helix mimetics has been a productive field over the past decade. These compounds have performed well in a variety of biological systems as functional disruptors of α-helix- mediated protein-protein interactions. In our studies we have continued to develop novel, more biologically compatible scaffolds, which are often easier to assemble and capable of mimicking longer and/or more diverse helices. To this end, we have constructed a new series of i, i+4, i+7 α-helix mimics based on the enaminone scaffold. These molecules represent a step forward in the pursuit of idealized monofacial α-helix mimetics.
