University Library
  • Login
A gateway to Melbourne's research publications
Minerva Access is the University's Institutional Repository. It aims to collect, preserve, and showcase the intellectual output of staff and students of the University of Melbourne for a global audience.
View Item 
  • Minerva Access
  • Science
  • School of Chemistry
  • School of Chemistry - Research Publications
  • View Item
  • Minerva Access
  • Science
  • School of Chemistry
  • School of Chemistry - Research Publications
  • View Item
JavaScript is disabled for your browser. Some features of this site may not work without it.

    Synthesis and Antiplasmodial Evaluation of Analogues Based on the Tricyclic Core of Thiaplakortones A-D

    Thumbnail
    Download
    Published version (271.1Kb)

    Citations
    Scopus
    Web of Science
    Altmetric
    2
    2
    Author
    Schwartz, BD; Coster, MJ; Skinner-Adams, TS; Andrews, KT; White, JM; Davis, RA
    Date
    2015-09-01
    Source Title
    Marine Drugs
    Publisher
    MDPI AG
    University of Melbourne Author/s
    White, Jonathan
    Affiliation
    School of Chemistry
    Metadata
    Show full item record
    Document Type
    Journal Article
    Citations
    Schwartz, B. D., Coster, M. J., Skinner-Adams, T. S., Andrews, K. T., White, J. M. & Davis, R. A. (2015). Synthesis and Antiplasmodial Evaluation of Analogues Based on the Tricyclic Core of Thiaplakortones A-D. MARINE DRUGS, 13 (9), pp.5784-5795. https://doi.org/10.3390/md13095784.
    Access Status
    Open Access
    URI
    http://hdl.handle.net/11343/257783
    DOI
    10.3390/md13095784
    ARC Grant code
    ARC/LE0775481
    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.

    Export Reference in RIS Format     

    Endnote

    • Click on "Export Reference in RIS Format" and choose "open with... Endnote".

    Refworks

    • Click on "Export Reference in RIS Format". Login to Refworks, go to References => Import References


    Collections
    • Minerva Elements Records [45770]
    • School of Chemistry - Research Publications [517]
    Minerva AccessDepositing Your Work (for University of Melbourne Staff and Students)NewsFAQs

    BrowseCommunities & CollectionsBy Issue DateAuthorsTitlesSubjectsThis CollectionBy Issue DateAuthorsTitlesSubjects
    My AccountLoginRegister
    StatisticsMost Popular ItemsStatistics by CountryMost Popular Authors