Ellagitannins of Davidia involucrata. I. Structure of Davicratinic Acid A and Effects of Davidia Tannins on Drug-Resistant Bacteria and Human Oral Squamous Cell Carcinomas

Molecules. 2017 Mar 15;22(3):470. doi: 10.3390/molecules22030470.

Abstract

We isolated a new ellagitannin, davicratinic acid A (5), together with four known ellagitannins, davidiin (1), granatin A (2), pedunculagin (3), and 3-O-galloylgranatin A (4), from an aqueous acetone extract of dried Davidia involucrata leaves. The known ellagitannins were identified based on spectroscopic data. The structure of davicratinic acid A (5), a monomeric ellagitannin possessing a unique, skew-boat glucopyranose core, was established based on spectroscopic data. Additionally, we examined the effects of several tannins with good yields from this plant on drug-resistant bacteria and human oral squamous cell carcinomas, and found that davidiin (1) exhibited the most potent antibacterial and antitumor properties among the tannins examined.

Keywords: Davidia involucrata; anti-bacterial effect; antitumor effect; davicratinic acid A; ellagitannin.

MeSH terms

  • Carcinoma, Squamous Cell / drug therapy*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Cell Survival / drug effects
  • Cornaceae / chemistry*
  • Drug Resistance, Bacterial / drug effects*
  • Drug Screening Assays, Antitumor
  • Humans
  • Hydrolyzable Tannins / chemistry*
  • Hydrolyzable Tannins / pharmacology
  • Molecular Structure
  • Mouth Neoplasms / drug therapy*
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology

Substances

  • Hydrolyzable Tannins
  • Plant Extracts
  • ellagitannin