Biomimetic synthetic studies on meroterpenoids from the marine sponge Aka coralliphaga: Divergent total syntheses of siphonodictyal B, liphagal and corallidictyals A–D

Kevin Kuan, Adrian W. Markwell-Heys, Michelle C. Cruickshank, Denise P. Tran, Robert M. Adlington, Jack E. Baldwin, Jonathan H. George

Research output: Contribution to journalArticle

Abstract

The marine sponge Aka coralliphaga is a rich source of biologically active and structurally interesting meroterpenoids. Inspired by these natural products, we have used biosynthetic speculation to devise biomimetic syntheses of siphonodictyal B, liphagal and corallidictyals A–D from sclareolide. This work resulted in the development of new cascade reactions in the synthesis of liphagal, the reassignment of the structure of siphonodictyal B, and the realisation that corallidictyals A and B are possibly isolation artefacts.

LanguageEnglish
JournalBioorganic and Medicinal Chemistry
DOIs
Publication statusPublished - 1 Jan 2019

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

Cite this

Kuan, Kevin ; Markwell-Heys, Adrian W. ; Cruickshank, Michelle C. ; Tran, Denise P. ; Adlington, Robert M. ; Baldwin, Jack E. ; George, Jonathan H. / Biomimetic synthetic studies on meroterpenoids from the marine sponge Aka coralliphaga : Divergent total syntheses of siphonodictyal B, liphagal and corallidictyals A–D. In: Bioorganic and Medicinal Chemistry. 2019.
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Biomimetic synthetic studies on meroterpenoids from the marine sponge Aka coralliphaga : Divergent total syntheses of siphonodictyal B, liphagal and corallidictyals A–D. / Kuan, Kevin; Markwell-Heys, Adrian W.; Cruickshank, Michelle C.; Tran, Denise P.; Adlington, Robert M.; Baldwin, Jack E.; George, Jonathan H.

In: Bioorganic and Medicinal Chemistry, 01.01.2019.

Research output: Contribution to journalArticle

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