Killarniensolide, methyl orsellinates and 9,10-dihydrophenanthrenes from the liverwort Plagiochila killarniensis from Scotland and the Azores

  • Rycroft D
  • Cole W
  • Aslam N
 et al. 
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Methyl everninate has been identified as the major constituent of the deuterochloroform extract of ten specimens of the liverwort Plagiochila killarniensis. Using NMR fingerprinting and GC-MS, the new methyl 6-hydroxy- 2-methyl-3,4-methylenedioxybenzoate and three other methyl orsellinate derivatives were identified as minor components. 9,10-Dihydro-3,5- dimethoxyphenanthren-2-ol and 9,10-dihydro-3-methoxyphenanthrene-4,5-diol, previously reported from a Neotropical Plagiochila, were also present. Killarniensolide, a new phthalide, was isolated; its structure was elucidated as 3-(2-hydroxy-4,5-dimethoxybenzyl)-7-methoxyphthalide by NMR spectroscopy, GC-MS and isolation of an acetate derivative. Chemical differences between specimens from Scotland and the Azores were relatively minor but characteristic; small differences between some of the Scottish materials were also observed.

Author-supplied keywords

  • 1H NMR parameters
  • Aromatic compounds
  • GC-MS
  • Hepaticae
  • Liverworts
  • Methyl everninate
  • NMR fingerprinting
  • Plagiochila bifaria
  • Plagiochila killarniensis

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  • Rosalina GabrielUniversidade dos Acores - University of the Azores

  • David S. Rycroft

  • W. John Cole

  • Nadia Aslam

  • Yvonne M. Lamont

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