C-Glucosidic ellagitannin oligomers from Melaleuca squarrosa Donn ex Sm., Myrtaceae

Takashi Yoshida, Hideyuki Ito, Morio Yoshimura, Kyoko Miyashita, Tsutomu Hatano

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

C-Glucosidic ellagitannin dimers were classified as types A-C according to a putative biogenetic oligomerization mode. They were characterized by different positions of the C-C bond between the phenolic acyl unit in one monomer and the benzylic C-1 of the open-chain glucose core in the other monomer. In recent years, four C-glucosidic tannins, melasquanins A-D (18-21), have been found in the leaves of Melaleuca squarrosa Donn ex Sm. (Myrtaceae). These are characterized as a dimer (melasquanin A) of a dimerization mode (type D), and trimers (melasquanins B-D) based on spectroscopic analysis including various two-dimensional nuclear magnetic resonance (2D NMR) experiments. Melasquanins B (19) and D (21) are C-glucosidic tannin trimers with a structure containing, non-repeating condensation modes, which was hitherto unknown.

Original languageEnglish
Pages (from-to)3070-3079
Number of pages10
JournalPhytochemistry
Volume69
Issue number18
DOIs
Publication statusPublished - Dec 2008

Keywords

  • C-Glucosidic ellagitannin
  • C-Glucosidic tannin trimer
  • Complex tannin
  • Melaleuca squarrosa
  • Melasquanin B
  • Melasquanin C
  • Melasquanin D
  • Myrtaceae

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Plant Science
  • Horticulture

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