Dataset:
UV Vis characterisation of Fimbrolide Analogues

ac.person.orcid 0000-0003-0869-0539
ac.person.orcid 0000-0002-0951-9621
ac.person.position Staff
ac.person.position Staff
ac.person.position Staff
dc.contributor.other Kutty, Samuel en_US
dc.contributor.other Kumar, Naresh en_US
dc.date.accessioned 2021-11-26T10:33:54Z
dc.date.available 2021-11-26T10:33:54Z
dc.date.issued 2013 en_US
dc.description.abstract Several analogues of Fimbrolide were characterised using UV-Vis spectroscopy. The UVVis spectra were acquired using Perkin Elmer Lambda Spectrometer. The samples were dissolved in methanol. Measurement parameters are contained within the data. en_US
dc.identifier.uri http://hdl.handle.net/1959.4/004_339
dc.language English
dc.language.iso EN en_US
dc.rights CC-BY-NC-ND en_US
dc.rights.uri https://creativecommons.org/licenses/by-nc-nd/3.0/ en_US
dc.subject.other Fimbrolide en_US
dc.title UV Vis characterisation of Fimbrolide Analogues en_US
dc.type Dataset en_US
dcterms.accessRights metadata only access
dcterms.accrualMethod http://hdl.handle.net/1959.4/004_128 en_US
dcterms.accrualMethod http://hdl.handle.net/1959.4/004_314
dcterms.rightsHolder Copyright 2012, University of New South Wales en_US
dspace.entity.type Dataset en_US
unsw.accessRights.uri http://purl.org/coar/access_right/c_14cb
unsw.contributor.leadChiefInvestigator Moran, Grainne en_US
unsw.contributor.researchDataCreator Gloria, Danmar en_US
unsw.coverage.temporalFrom 2011-06-01 en_US
unsw.description.contact For access to this data, please contact: Samuel Kutty Analytical Centre Lab 336, UNSW Australia Email: samuel.kutty@unsw.edu.au en_US
unsw.description.storageplace UNSW Australia, Sydney NSW 2052 en_US
unsw.identifier.doi https://doi.org/10.26190/unsworks/1396
unsw.relation.OriginalPublicationAffiliation Gloria, Danmar, Division of Human Resources, Operations Division, en_US
unsw.relation.OriginalPublicationAffiliation Kutty, Samuel, , This record is inactive, as the person is not currently at UNSW., en_US
unsw.relation.OriginalPublicationAffiliation Kumar, Naresh, School of Chemistry, Faculty of Science, en_US
unsw.relation.OriginalPublicationAffiliation Moran, Grainne, D PVC Research Infrastruture, Research & Enterprise, en_US
unsw.relation.faculty Science
unsw.relation.faculty Other UNSW
unsw.relation.projectDesc The emergence of antibiotic resistance has highlighted the need to identify new antimicrobials that target bacterial pathogenicity without bactericidal effects. One such strategy exploits the inhibition of bacterial quorum sensing (QS) pathways, which are responsible for the expression of pathogenicity traits. Nitric oxide (NO) an endogenous cell mediator is also of major interest as an antimicrobial due to its ability to disperse and inhibit microbial biofilms via non-biocidal mechanism of action. This project focuses on the design and synthesis of novel dual action NO donors based on quorum sensing inhibitors as antimicrobials. Acylated homoserine lactone (AHL) based QS inhibitors mimicking the natural autoinducers were conjugated with NO donors such as nitrates, diazeniumdiolates and S-nitrosothiol to develop novel dual action NO donors. Fimbrolides, a class of halogenated marine natural products isolated from Delisea species, are known for their potent bacterial QS inhibitory activity. A wide range of novel fimbrolide derivatives containing NO donor groups has been synthesized and evaluated for their antimicrobial properties. An unusual and hitherto-unknown conversion of the halogenated furanones to a thiophene skeleton was observed during preparation of thiol fimbrolides. A new class of fimbrolide disulfide compounds with no literature precedent was discovered. Dihydropyrrolone based QS inhibitors were also conjugated with nitrates to develop novel hybrids. Novel indole based C-diazeniumdiolates and high load NO donors were also synthesized. Crystal structure analyses of selected molecules revealed interesting intermolecular halogen bonding and carbonyl-carbonyl dipolar interactions. Molecular docking studies with LasR protein were also conducted to understand the influence of structural modification on the binding properties of the molecules. Docking studies also displayed possibilities of halogen bonding interactions in the ligand binding site. The newly synthesized compounds were analyzed for their QS inhibitory efficacy and NO release properties in in-vitro assays. Their efficacy in biofilms inhibition and dispersion was also evaluated. The novel NO hybrid compounds showed significant biological activity which highlighted their potential for further development. en_US
unsw.relation.projectEndDate 2012-12-31 en_US
unsw.relation.projectTitle Novel nitric oxide donors as antimicrobial agents en_US
unsw.relation.school School of Chemistry
unsw.relation.school Mark Wainwright Analytical Centre
unsw.subject.fieldofresearchcode 030101 Analytical Spectrometry en_US
unsw.subject.fieldofresearchcode 030503 Organic Chemical Synthesis en_US
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