Barbatusin and cyclobutatusin, two novel diterpenoids from coleus barbatus bentham

Raymond Zelnik, David Lavie, Elie C. Levy, Andrew H.J. Wang, Iain C. Paul

Research output: Contribution to journalArticlepeer-review

37 Citations (Scopus)

Abstract

The structure of three diterpenoids from Coleus barbatus, Bentham (Labiatae) having a spirocyclopropyl side chain have been determined: they are barbatusin (1a), 3β-hydroxy-3-deoxybarbatusin (2) and cyclobutatusin (3a). The structures of 1a and 3a were established by X-ray diffraction analysis, and the latter compound has been shown to have an unusual 4-membered ring produced by a bond across C(1) to C(11). Chemical transformations and interconversions are presented, together with spectroscopic studies.

Original languageEnglish
Pages (from-to)1457-1467
Number of pages11
JournalTetrahedron
Volume33
Issue number12
DOIs
Publication statusPublished - 1977
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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