The stereochemistry of ledol from Renealmia chrysotrycha: An NMR study

Maria Auxiliadora C. Kaplan, Helena R.L. Pugialli, Daise Lopes, Hugo E. Gottlieb

Research output: Contribution to journalArticlepeer-review

27 Scopus citations

Abstract

From the leaves of Renealmia chrysotrycha (Zingiberaceae), we isolated a sesquiterpene alcohol for which spectral data suggested the structure of a 10-aromadendranol. A meticulous NMR investigation, based mainly on vicinal proton-proton coupling constants and NOE interactions, and confirmed by a molecular mechanics calculation, established its relative stereochemistry as that of ledol. This finding resolves several recent literature ambiguities. Three known compounds (aromadendrene, cis-calamenene and palustrol) were also isolated. (C) 2000 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)749-753
Number of pages5
JournalPhytochemistry
Volume55
Issue number7
DOIs
StatePublished - 8 Dec 2000

Keywords

  • Ledol
  • NMR determination of stereochemistry
  • Renealmia chrysotrycha
  • Sesquiterpene alcohol
  • Zingiberaceae

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