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dc.contributor.authorEvanno, Laurent
dc.contributor.authorLachkar, David
dc.contributor.authorLamali, Assia
dc.contributor.authorBoufridi, Asmaa
dc.contributor.authorSeon-Meniel, Blandine
dc.contributor.authorTintillier, Florent
dc.contributor.authorSaulnier, Denis
dc.contributor.authorDenis, Stephanie
dc.contributor.authorGenta-Jouve, Gregory
dc.contributor.authorJullian, Jean-Christophe
dc.contributor.authorLeblanc, Karine
dc.contributor.authorBeniddir, Mehdi A
dc.contributor.authorPetek, Sylvain
dc.contributor.authorDebitus, Cecile
dc.contributor.authorPoupon, Erwan
dc.date.accessioned2019-08-20T04:28:09Z
dc.date.available2019-08-20T04:28:09Z
dc.date.issued2018
dc.identifier.issn1434-193X
dc.identifier.doi10.1002/ejoc.201800047
dc.identifier.urihttp://hdl.handle.net/10072/383199
dc.description.abstractWe report herein a ring‐distortion strategy applied to marine natural substances ilimaquinone and 5‐epi‐ilimaquinone. A chemically diverse library of molecules was synthesised that included rearrangements of the sesquiterpene moiety and original reorganisations of the quinone ring. Chemoinformatic analyses evaluated the rise of structural diversity and the exploration of chemical space. Some focussed biological activities of this library were also investigated; quorum sensing activity of Vibrio harveyi was envisaged and some of the new compounds were shown to be good quorum sensing inhibitor candidates, whereas others were activators. Toxicities were also evaluated and some products showed micromolar activities against human umbilical vein endothelium, human hepatocellular carcinoma and human lung carcinoma (A549) cells.
dc.description.peerreviewedYes
dc.languageEnglish
dc.language.isoeng
dc.publisherWiley
dc.relation.ispartofpagefrom2486
dc.relation.ispartofpageto2497
dc.relation.ispartofissue20-21
dc.relation.ispartofjournalEuropean Journal of Organic Chemistry
dc.subject.fieldofresearchMedicinal and biomolecular chemistry
dc.subject.fieldofresearchOrganic chemistry
dc.subject.fieldofresearchcode3404
dc.subject.fieldofresearchcode3405
dc.titleA Ring-Distortion Strategy from Marine Natural Product Ilimaquinone Leads to Quorum Sensing Modulators
dc.typeJournal article
dc.type.descriptionC1 - Articles
dc.type.codeC - Journal Articles
gro.hasfulltextNo Full Text
gro.griffith.authorBoufridi, Asmaa


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