(Rel)-1β,2α-di-(2,4-dihydroxy-6-methoxybenzoyl)-3β,4α-di-(4-methoxyphenyl)-cyclobutane and other flavonoids form the aerial parts of Goniothalamus gardneri and Goniothalamus thwaitesii

Veronique Seidel, François Bailleul, Peter G. Waterman

Research output: Contribution to journalArticle

78 Citations (Scopus)

Abstract

The aerial parts of Goniothalamus gardneri (Annonaceae) has yielded the known flavonoids 2′-hydroxy-4,4′,6′-trimethoxychalcone (flavokawain A), 2′,4′-dihydroxy-4,6′-dimethoxydihydrochalcone, 4,2′,4′-trihydroxy-6′-methoxydihydrochalcone, 5,7,4′-trimethoxyflavanone (naringenin trimethyl ether) and 7-hydroxy-5,4′-dimethoxyflavanone (tsugafolin) together with three novel compounds, the dimer characterised as (rel)-1β,2α-di-(2,4-dihydroxy-6-methoxybenzoyl)-3β,4α-di-(4-methoxyphenyl)-cyclobutane, 2′,4′-dihydroxy-4,6′-dimethoxychalcone and 2′-hydroxy-4,4′,6′-trimethoxydihydrochalcone. The last two have previously been synthesised but appear to be new natural products. A similar study of the aerial parts of G. thwaitesii led only to the isolation of the known flavonoids myricetin 4′-O-methyl ether-3-O-α-l-rhamnopyranoside (mearnsitrin) and myricetin-3-O-methyl ether (annulatin), together with the triterpenes friedelinol, friedelin and betulinic acid. All compounds were identified by spectroscopic analysis and, for known compounds, by comparison with published data.
Original languageEnglish
Pages (from-to)439-446
Number of pages7
JournalPhytochemistry
Volume55
Issue number5
DOIs
Publication statusPublished - 30 Nov 2000

Keywords

  • annonceae
  • Goniothalamus gardneri
  • Goniothalamus thwaitesii
  • chalcone dimer
  • cyclobutane
  • chalcone
  • dihydrochalcone
  • flavanone
  • flavanol glycoside
  • flavanol-3-O-methyl ether
  • freidelane and lupane triterpenes

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