Total Synthesis of Bioactive peri-Hydroxyquinone Natural Products

Research output: ThesisDoctoral Thesis

144 Downloads (Pure)


Isolated from a cyanobacterium genus Eucapsis, eucapsitrione exhibits promising antitubercular activity; however, anomalies in its spectroscopic data cast doubt upon the assignment of its fused indeno-anthraquinone structure. The antimalarial natural product albopunctatone was isolated from a Great Barrier Reef ascidian, and possesses an anthrone-anthraquinone backbone, which had not been synthesised previously. The plant-derived binaphthoquinone diospyrin has recently been reported to inhibit Mycobacterium tuberculosis DNA gyrase by a novel mechanism of action. The bioactivity of the unnatural diospyrin isomer, idospyrin, has not been explored. Total syntheses of these compounds are described.
Original languageEnglish
QualificationDoctor of Philosophy
Awarding Institution
  • The University of Western Australia
  • Piggott, Matthew, Supervisor
  • Stewart, Scott, Supervisor
Thesis sponsors
Award date19 Jan 2021
Publication statusUnpublished - 2021


Dive into the research topics of 'Total Synthesis of Bioactive peri-Hydroxyquinone Natural Products'. Together they form a unique fingerprint.

Cite this