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Molecules. 2017 Mar 15;22(3). pii: E470. doi: 10.3390/molecules22030470.

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.

Author information

1
Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University, Okayama 700-8530, Japan. yshimozu@okayama-u.ac.jp.
2
Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University, Okayama 700-8530, Japan. ph422109@s.okayama-u.ac.jp.
3
Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University, Okayama 700-8530, Japan. pelp67gx@s.okayama-u.ac.jp.
4
Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University, Okayama 700-8530, Japan. ph20101@s.okayama-u.ac.jp.
5
Department of Molecular Microbiology and Biotechnology, Graduate School of Biomedical and Health Sciences, Hiroshima University, Hiroshima 734-8553, Japan. tkuroda@hiroshima-u.ac.jp.
6
Division of Pharmacology, Department of Diagnostic and Therapeutic Sciences, School of Dentistry, Meikai University, Saitama 350-0283, Japan. sakagami@dent.meikai.ac.jp.
7
Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University, Okayama 700-8530, Japan. hatano@pharm.okayama-u.ac.jp.

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

PMID:
28294988
PMCID:
PMC6155176
DOI:
10.3390/molecules22030470
[Indexed for MEDLINE]
Free PMC Article

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