Ellagitannins, gallotannins, and gallo-ellagitannins from the galls of Tamarix aphylla

Mohamed A A Orabi, Morio Yoshimura, Yoshiaki Amakura, Tsutomu Hatano

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Chromatographic separation of an aqueous acetone extract of the galls from Tamarix aphylla using gels resulted in isolation of an ellagitannin, phyllagallin M1 (13), a gallo-ellagitannin, phyllagallin D1 (14), and four gallotannins, phyllagallin M2 (15) and phyllagallins D2-D4 (16-18), in addition to four known ellagitannins and three phenolics of lower molecular weight structurally related to hydrolyzable tannins. The structures of the six new tannins were elucidated based on spectroscopic and chemical data. Among the phenolics, flavogallonic acid dilactone (8), which is presumed to be biogenetically produced by C-C oxidative coupling of an ellagic acid unit with a galloyl residue, shows an exceptional oxidative pattern of gallic acid residues in plants of the family Tamaricaceae. Although the ellagitannin tamarixellagic acid (4) was reported to be a constituent of the galls of T. aphylla, such compounds with anomalous location of the DHDG moiety at O-3 on the glucopyranose core have not been observed among the tannins of tamaricaceous plants.

Original languageEnglish
Pages (from-to)55-63
Number of pages9
JournalFitoterapia
Volume104
DOIs
Publication statusPublished - Jun 1 2015

Fingerprint

Tamaricaceae
Hydrolyzable Tannins
Tannins
Oxidative Coupling
Ellagic Acid
Gallic Acid
Acetone
Molecular Weight
Gels
Acids
ellagitannin

Keywords

  • Ellagitannins
  • Gall
  • Gallo-ellagitannins
  • Gallotannins
  • Tamaricaceae
  • Tamarix aphylla

ASJC Scopus subject areas

  • Pharmacology
  • Drug Discovery
  • Medicine(all)

Cite this

Ellagitannins, gallotannins, and gallo-ellagitannins from the galls of Tamarix aphylla. / Orabi, Mohamed A A; Yoshimura, Morio; Amakura, Yoshiaki; Hatano, Tsutomu.

In: Fitoterapia, Vol. 104, 01.06.2015, p. 55-63.

Research output: Contribution to journalArticle

Orabi, Mohamed A A ; Yoshimura, Morio ; Amakura, Yoshiaki ; Hatano, Tsutomu. / Ellagitannins, gallotannins, and gallo-ellagitannins from the galls of Tamarix aphylla. In: Fitoterapia. 2015 ; Vol. 104. pp. 55-63.
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