13C Nuclear Magnetic Resonance Spectra of Hydrolyzable Tannins. III.1) Tannins Having 1C4Glucose and C-Glucosidic Linkage

Tsutomu Hatano, Takashi Yoshida, Tetsuro Shingu, Takuo Okuda

Research output: Contribution to journalArticle

33 Citations (Scopus)

Abstract

Two-dimensional (2D) nuclear magnetic resonance (NMR) spectroscopy was utilized for the assignments of the glucose carbon signals in the 13C-NMR spectra of hydrolyzable tannins in which the glucopyranose core takes a 1C4or related boat conformation, and of tannins possessing a C-glucosidic linkage. Remarkable changes in the sequences of glucose carbons were observed with change in the conformation of the glucose core, and with the formation of a C-glucosidic linkage. The chemical shifts of the C-2 signals of the glucose cores adopting the open-chain form in C-glucosidic tannins and in complex tannins can be utilized for the discrimination of the configurations at C-l in these tannins.

Original languageEnglish
Pages (from-to)3849-3856
Number of pages8
JournalChemical and Pharmaceutical Bulletin
Volume36
Issue number10
DOIs
Publication statusPublished - Jan 1 1988

Keywords

  • 2D NMR
  • C-NMR
  • C-glucosidic tannin
  • casuarinin
  • complex tannin
  • conformation
  • ellagitannin
  • geraniin
  • guavin A
  • tannin

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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