dc.contributor.author | Schwartz, Brett D | |
dc.contributor.author | Coster, Mark J | |
dc.contributor.author | Skinner-Adams, Tina S | |
dc.contributor.author | Andrews, Katherine T | |
dc.contributor.author | White, Jonathan M | |
dc.contributor.author | Davis, Rohan A | |
dc.date.accessioned | 2017-05-04T01:39:22Z | |
dc.date.available | 2017-05-04T01:39:22Z | |
dc.date.issued | 2015 | |
dc.identifier.issn | 1660-3397 | |
dc.identifier.doi | 10.3390/md13095784 | |
dc.identifier.uri | http://hdl.handle.net/10072/101481 | |
dc.description.abstract | Six 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.peerreviewed | Yes | |
dc.language | English | |
dc.language.iso | eng | |
dc.publisher | M D P I AG | |
dc.relation.ispartofpagefrom | 5784 | |
dc.relation.ispartofpageto | 5795 | |
dc.relation.ispartofissue | 9 | |
dc.relation.ispartofjournal | Marine Drugs | |
dc.relation.ispartofvolume | 13 | |
dc.subject.fieldofresearch | Physical chemistry | |
dc.subject.fieldofresearch | Pharmacology and pharmaceutical sciences | |
dc.subject.fieldofresearch | Pharmacology and pharmaceutical sciences not elsewhere classified | |
dc.subject.fieldofresearchcode | 3406 | |
dc.subject.fieldofresearchcode | 3214 | |
dc.subject.fieldofresearchcode | 321499 | |
dc.title | Synthesis and antiplasmodial evaluation of analogues based on the tricyclic core of thiaplakortones A-D | |
dc.type | Journal article | |
dc.type.description | C1 - Articles | |
dc.type.code | C - Journal Articles | |
dcterms.license | http://creativecommons.org/licenses/by/4.0/ | |
dc.description.version | Version 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.hasfulltext | Full Text | |
gro.griffith.author | Andrews, Katherine T. | |
gro.griffith.author | Davis, Rohan A. | |
gro.griffith.author | Skinner-Adams, Tina | |