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dc.contributor.authorSchwartz, Brett D
dc.contributor.authorCoster, Mark J
dc.contributor.authorSkinner-Adams, Tina S
dc.contributor.authorAndrews, Katherine T
dc.contributor.authorWhite, Jonathan M
dc.contributor.authorDavis, Rohan A
dc.date.accessioned2017-05-04T01:39:22Z
dc.date.available2017-05-04T01:39:22Z
dc.date.issued2015
dc.identifier.issn1660-3397
dc.identifier.doi10.3390/md13095784
dc.identifier.urihttp://hdl.handle.net/10072/101481
dc.description.abstractSix regioisomers associated with the tricyclic core of thiaplakortones A–D have been synthesized. Reaction of 1H-indole-4,7-dione and 1-tosyl-1H-indole-4,7-dione with 2-aminoethanesulfinic acid afforded a regioisomeric series, which was subsequently deprotected and oxidized to yield the tricyclic core scaffolds present in the thiaplakortones. All compounds were fully characterized using NMR and MS data. A single crystal X-ray structure was obtained on one of the N-tosyl derivatives. All compounds were screened for in vitro antiplasmodial activity against chloroquine-sensitive (3D7) and multidrug-resistant (Dd2) Plasmodium falciparum parasite lines. Several analogues displayed potent inhibition of P. falciparum growth (IC50 < 500 nM) but only moderate selectivity for P. falciparum versus human neonatal foreskin fibroblast cells.
dc.description.peerreviewedYes
dc.languageEnglish
dc.language.isoeng
dc.publisherM D P I AG
dc.relation.ispartofpagefrom5784
dc.relation.ispartofpageto5795
dc.relation.ispartofissue9
dc.relation.ispartofjournalMarine Drugs
dc.relation.ispartofvolume13
dc.subject.fieldofresearchPhysical chemistry
dc.subject.fieldofresearchPharmacology and pharmaceutical sciences
dc.subject.fieldofresearchPharmacology and pharmaceutical sciences not elsewhere classified
dc.subject.fieldofresearchcode3406
dc.subject.fieldofresearchcode3214
dc.subject.fieldofresearchcode321499
dc.titleSynthesis and antiplasmodial evaluation of analogues based on the tricyclic core of thiaplakortones A-D
dc.typeJournal article
dc.type.descriptionC1 - Articles
dc.type.codeC - Journal Articles
dcterms.licensehttp://creativecommons.org/licenses/by/4.0/
dc.description.versionVersion of Record (VoR)
gro.rights.copyright© 2015 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted, non-commercial use, distribution and reproduction in any medium, providing that the work is properly cited.
gro.hasfulltextFull Text
gro.griffith.authorAndrews, Katherine T.
gro.griffith.authorDavis, Rohan A.
gro.griffith.authorSkinner-Adams, Tina


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