Sesquiterpenes from Dysoxylum oliganthum and Dysoxylum excelsum

J Asian Nat Prod Res. 2012;14(3):224-34. doi: 10.1080/10286020.2011.645810. Epub 2012 Jan 17.

Abstract

Three new sesquiterpenes (1-3), (6R,7S,11R,10S)-15-hydroxy-sesquisabinene hydrate (1), (6R,7R,11S,10S)-15-hydroxy-sesquisabinene hydrate (2), and (6R,7R,10S)-15-hydroxy-zingiberenol (3), along with three known compounds, were isolated from the stems of Dysoxylum oliganthum; and three new isodaucane (salvionane) sesquiterpenes, namely isodauc-6-ene-10β,14-diol (4), 4-epi-isodauc-6-ene-10β,14-diol (5), and 4-epi-6α,10β-dihydroxy-artabotrol (6) together with 15 known compounds were isolated from the twigs and leaves of D. excelsum. Their structures were established on the basis of extensive spectroscopic analysis and chemical shifts. The absolute configuration of C-10 in compounds 1-3 of a rare class was determined by using Snatzke's method.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Drug Screening Assays, Antitumor
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology
  • HL-60 Cells
  • Humans
  • Meliaceae / chemistry*
  • Meliaceae / genetics
  • Molecular Structure
  • Monocyclic Sesquiterpenes
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Leaves / chemistry
  • Plant Stems / chemistry
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology
  • Stereoisomerism

Substances

  • (6R,7R,10S)-15-hydroxy-zingiberenol
  • (6R,7S,11R,10S)-15-hydroxy-sesquisabinene hydrate
  • Antineoplastic Agents, Phytogenic
  • Drugs, Chinese Herbal
  • Monocyclic Sesquiterpenes
  • Sesquiterpenes