Isolation and total synthesis of two novel metabolites from the fissurellid mollusc Scutus antipodes

Satish Chand, Peter Karuso

Research output: Contribution to journalArticleResearchpeer-review

Abstract

There is almost no information on natural products from gastropods in the order Vetigastropoda and nothing at all for the superfamily Fissurellidae (keyhole and slit limpets), which are only partially protected from predation by their shell. Extraction of the Australian fissurellid Scutus antipodes yielded two new compounds, scutinin A [D-sorbityl hexakis(p-hydroxybenzoate)] and scutinin B [2-ethylhexane-1,3-bis(p-hydroxybenzoate)] that were identified by spectroscopic analysis and their structures confirmed by total synthesis. The compounds were found to have antimicrobial activity but no fish antifeedant activity.

LanguageEnglish
Pages1020-1023
Number of pages4
JournalTetrahedron Letters
Volume58
Issue number10
DOIs
Publication statusPublished - 2017

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Molluscs
Mollusca
Metabolites
Gastropoda
Spectroscopic analysis
Biological Products
Fish
Fishes
4-hydroxybenzoic acid

Keywords

  • Marine natural products
  • Scutus antipodes
  • Hexitol
  • Fissurellidae
  • Total synthesis

Cite this

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abstract = "There is almost no information on natural products from gastropods in the order Vetigastropoda and nothing at all for the superfamily Fissurellidae (keyhole and slit limpets), which are only partially protected from predation by their shell. Extraction of the Australian fissurellid Scutus antipodes yielded two new compounds, scutinin A [D-sorbityl hexakis(p-hydroxybenzoate)] and scutinin B [2-ethylhexane-1,3-bis(p-hydroxybenzoate)] that were identified by spectroscopic analysis and their structures confirmed by total synthesis. The compounds were found to have antimicrobial activity but no fish antifeedant activity.",
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Isolation and total synthesis of two novel metabolites from the fissurellid mollusc Scutus antipodes. / Chand, Satish; Karuso, Peter.

In: Tetrahedron Letters, Vol. 58, No. 10, 2017, p. 1020-1023.

Research output: Contribution to journalArticleResearchpeer-review

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