dc.contributor.author | Choomuenwai, Vanida | |
dc.contributor.author | Andrews, Katherine T | |
dc.contributor.author | Davis, Rohan A | |
dc.date.accessioned | 2017-05-03T11:45:17Z | |
dc.date.available | 2017-05-03T11:45:17Z | |
dc.date.issued | 2012 | |
dc.date.modified | 2014-02-06T01:40:21Z | |
dc.identifier.issn | 0968-0896 | |
dc.identifier.doi | 10.1016/j.bmc.2012.09.052 | |
dc.identifier.uri | http://hdl.handle.net/10072/51656 | |
dc.description.abstract | As part of a research program aimed at discovering new antimalarial leads from Australian macrofungi a unique fungi-derived prefractionated library was screened against a chloroquine-sensitive Plasmodium falciparum line (3D7) using a radiometric growth inhibition assay. A library fraction derived from a Cortinarius species displayed promising antimalarial activity. UV-guided fractionation on the CH2Cl2/MeOH extract from this fungus resulted in the isolation of four known compounds: (1S,3R)-austrocortirubin (1), (1S,3S)-austrocortirubin (2), 1-deoxyaustrocortirubin (3), and austrocortinin (4). Compound 2 was used as a natural product scaffold in the parallel solution-phase synthesis of a small library of N-substituted tetrahydroanthraquinones (5-15). All compounds (1-15) were tested in vitro against P. falciparum 3D7 parasites and (1S,3S)-austrocortirubin (2), the major fungal constituent, was shown to be the most active compound with an IC50 of 1.9 卮 This compound displayed moderate cytotoxicity against neonatal foreskin fibroblast (NFF) cells with an IC50 of 15.6 卮 | |
dc.description.peerreviewed | Yes | |
dc.description.publicationstatus | Yes | |
dc.format.extent | 493541 bytes | |
dc.format.mimetype | application/pdf | |
dc.language | English | |
dc.language.iso | eng | |
dc.publisher | Elsevier | |
dc.publisher.place | Netherlands | |
dc.relation.ispartofstudentpublication | Y | |
dc.relation.ispartofpagefrom | 7167 | |
dc.relation.ispartofpageto | 7174 | |
dc.relation.ispartofissue | 24 | |
dc.relation.ispartofjournal | Bioorganic & Medicinal Chemistry | |
dc.relation.ispartofvolume | 20 | |
dc.rights.retention | Y | |
dc.subject.fieldofresearch | Medicinal and biomolecular chemistry | |
dc.subject.fieldofresearch | Organic chemistry | |
dc.subject.fieldofresearch | Infectious agents | |
dc.subject.fieldofresearch | Pharmacology and pharmaceutical sciences | |
dc.subject.fieldofresearch | Biochemistry and cell biology | |
dc.subject.fieldofresearchcode | 3404 | |
dc.subject.fieldofresearchcode | 3405 | |
dc.subject.fieldofresearchcode | 310702 | |
dc.subject.fieldofresearchcode | 3214 | |
dc.subject.fieldofresearchcode | 3101 | |
dc.title | Synthesis and antimalarial evaluation of a screening library based on a tetrahydroanthraquinone natural product scaffold | |
dc.type | Journal article | |
dc.type.description | C1 - Articles | |
dc.type.code | C - Journal Articles | |
gro.faculty | Griffith Sciences, Griffith Institute for Drug Discovery | |
gro.rights.copyright | © 2012 Elsevier. This is the author-manuscript version of this paper. Reproduced in accordance with the copyright policy of the publisher. Please refer to the journal's website for access to the definitive, published version. | |
gro.date.issued | 2012 | |
gro.hasfulltext | Full Text | |
gro.griffith.author | Andrews, Katherine T. | |
gro.griffith.author | Davis, Rohan A. | |