Structure elucidation of some highly unusual tricyclic cis-caryophyllane sesquiterpenes from Marasmiellus troyanus

Liam Evans, John Hedger, Gemma O'Donnell, Brian W. Skelton, Allan H. White, R. Thomas Williamson, Simon Gibbons

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

Three new unusual sesquiterpenes (1-3) were isolated from the tropical rainforest basidiomycete, Marasmiellus troyanus and their structure elucidation was achieved by NMR spectroscopy, single-crystal X-ray structural analysis and a modified Mosher's ester method to determine the absolute stereochemistry of compound 1. These unusual metabolites are probably derived from the caryophyllane class of sesquiterpenes and a possible biosynthetic route to these compounds is proposed. These small natural products represent the best possible features of chemical diversity, being chiral and exhibiting extensive functional group chemistry highlighting the value of natural products as a screening resource for therapeutics discovery programmes.

Original languageEnglish
Pages (from-to)5493-5496
Number of pages4
JournalTetrahedron Letters
Volume51
Issue number41
Early online date17 Aug 2010
DOIs
Publication statusPublished - 13 Oct 2010

Keywords

  • Basidiomycetes
  • Caryophyllane
  • Marasmiellus troyanus
  • Sesquiterpene

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