The requirements at the C-3 position of alkylquinolones for signalling in Pseudomonas aeruginosa

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dc.contributor.authorShanahan, Rachel
dc.contributor.authorReen, F. Jerry
dc.contributor.authorCano, Rafael
dc.contributor.authorO'Gara, Fergal
dc.contributor.authorMcGlacken, Gerard P.
dc.contributor.funderScience Foundation Irelanden
dc.contributor.funderIrish Research Councilen
dc.contributor.funderDepartment of Agriculture, Food and the Marineen
dc.contributor.funderFood Institutional Research Measureen
dc.contributor.funderEnvironmental Protection Agencyen
dc.contributor.funderIrish Research Council for Science, Engineering and Technologyen
dc.contributor.funderHorizon 2020en
dc.contributor.funderSeventh Framework Programmeen
dc.contributor.funderMarine Instituteen
dc.contributor.funderTeagascen
dc.contributor.funderHealth Research Boarden
dc.contributor.funderIrish Thoracic Societyen
dc.date.accessioned2019-10-23T14:14:46Z
dc.date.available2019-10-23T14:14:46Z
dc.date.issued2016-11-30
dc.date.updated2019-10-23T13:50:25Z
dc.description.abstractThe ‘perfect storm’ of increasing bacterial antibiotic resistance and a decline in the discovery of new antibiotics, has made it necessary to search for new and innovative strategies to treat bacterial infections. Interruption of bacterial cell-to-cell communication signalling (Quorum Sensing), thus neutralizing virulence in pathogenic bacteria, is a growing area. 2-Alkyl-4-quinolones, HHQ and PQS, play a key role in the quorum sensing circuitry of P. aeruginosa. We report a new set of isosteres of 2-heptyl-6-nitroquinolin-4-one, with alterations at C-3, and evaluate the key structural requirements for agonistic and antagonistic activity in Pseudomonas aeruginosa.en
dc.description.sponsorshipDepartment of Agriculture, Fisheries and Food (DAFF11/F/009MabS; Food Institutional Research Measure, FIRM/ RSF/CoFoRD; FIRM 08/RDC/629); Environmental Protection Agency (EPA 2008-PhD/S-2); Irish Research Council for Science, Engineering and Technology (GOIPG/2014/647; PD/2011/2414; RS/2010/2413); Marine Institute (Beaufort award C2CRA 2007/082); Teagasc (Walsh Fellowship 2013); Health Research Board (HRA/2009/146); Irish Thoracic Society (via the 2014 MRCG/HRB scheme (MRCG/2014/6))en
dc.description.statusPeer revieweden
dc.description.versionAccepted Versionen
dc.format.mimetypeapplication/pdfen
dc.identifier.citationShanahan, R., Reen, F. J., Cano, R., O'Gara, F. and McGlacken, G. P. (2017) 'The requirements at the C-3 position of alkylquinolones for signalling in Pseudomonas aeruginosa', Organic & Biomolecular Chemistry, 15(2), pp. 306-310. doi: 10.1039/c6ob01930gen
dc.identifier.doi10.1039/c6ob01930gen
dc.identifier.endpage310en
dc.identifier.issn1477-0520
dc.identifier.journaltitleOrganic & Biomolecular Chemistryen
dc.identifier.startpage306en
dc.identifier.urihttps://hdl.handle.net/10468/8849
dc.identifier.volume15en
dc.language.isoenen
dc.publisherRoyal Society of Chemistry, RSCen
dc.relation.projectinfo:eu-repo/grantAgreement/SFI/SFI Technology and Innovation Development Award (TIDA)/12/TIDA/B2405/IE/Optimised detection of key biomarkers of Pseudomonas aeruginosa towards a clinical application/en
dc.relation.projectinfo:eu-repo/grantAgreement/SFI/SFI Investigator Programme/12/IP/1315/IE/The Direct Arylation of Pyrones, Coumarins, Pyridones and Quinolones/en
dc.relation.projectinfo:eu-repo/grantAgreement/SFI/SFI Research Frontiers Programme (RFP)/09/RFP/CHS2353/IE/The asymmetric synthesis of 13-hydroxyketones using hydrazones with (-)-sparteine as chiral ligand and 13-aminoalcohols using an aldol-Tishchenko type reaction with sulfinylimines./en
dc.relation.projectinfo:eu-repo/grantAgreement/SFI/SFI Research Centres/12/RC/2275/IE/Synthesis and Solid State Pharmaceutical Centre (SSPC)/en
dc.relation.projectinfo:eu-repo/grantAgreement/SFI/SFI Technology and Innovation Development Award (TIDA)/13/TIDA/B2625/IE/Small molecule inhibitors of HIF-1: a new class of anti-cancer therapeutics./en
dc.relation.projectinfo:eu-repo/grantAgreement/SFI/SFI Principal Investigator Programme (PI)/07/IN.1/B948/IE/A Systems approach to elucidate the mechanisms of RsmA mediated regulation of virulence-associated traits in Pseudomonas aeruginosa in response to environmental and host interactions/en
dc.relation.projectinfo:eu-repo/grantAgreement/SFI/SFI Technology and Innovation Development Award (TIDA)/12/TIDA/B2411/IE/Development of small molecule therapeutics for medical intervention: anti-biofilm inhibitors for the medical device sector./en
dc.relation.projectinfo:eu-repo/grantAgreement/EC/H2020::IA/634486/EU/Industrial Applications of Marine Enzymes: Innovative screening and expression platforms to discover and use the functional protein diversity from the sea/INMAREen
dc.relation.projectinfo:eu-repo/grantAgreement/EC/FP7::SP3::PEOPLE/607786/EU/BluePharmTrain/BLUEPHARMTRAINen
dc.relation.projectinfo:eu-repo/grantAgreement/EC/FP7::SP1::KBBE/287589/EU/Marine Microbial Biodiversity, Bioinformatics and Biotechnology/MICRO B3en
dc.relation.projectinfo:eu-repo/grantAgreement/EC/FP7::SP1::KBBE/311975/EU/Marine Microorganisms: Cultivation Methods for Improving their Biotechnological Applications/MACUMBAen
dc.relation.projectinfo:eu-repo/grantAgreement/EC/FP7::SP3::PEOPLE/256596/EU/Dissecting the role of a novel transcriptional regulator in microbial-host interactomes./MEXT REGULATIONen
dc.relation.urihttps://pubs.rsc.org/en/content/articlelanding/2017/ob/c6ob01930g
dc.rights© The Royal Society of Chemistry 2017en
dc.subjectCell signallingen
dc.subjectAnti-cacterial agentsen
dc.subjectDose-response relationship, drugen
dc.subjectMicrobial sensitivity testsen
dc.subjectMolecular structureen
dc.subjectPseudomonas aeruginosaen
dc.subjectQuinolonesen
dc.subjectQuorum sensingen
dc.subjectSignal transductionen
dc.subjectStructure-activity relationshipen
dc.subjectAntibioticsen
dc.subjectBacteriaen
dc.subjectPseudomonas aeruginosaen
dc.subjectQuorum Sensingen
dc.subjectQuinolone signalen
dc.titleThe requirements at the C-3 position of alkylquinolones for signalling in Pseudomonas aeruginosaen
dc.typeArticle (peer-reviewed)en
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