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Molecules 2017, 22(3), 470; 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

1
Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University, Okayama 700-8530, Japan
2
Department of Molecular Microbiology and Biotechnology, Graduate School of Biomedical and Health Sciences, Hiroshima University, Hiroshima 734-8553, Japan
3
Division of Pharmacology, Department of Diagnostic and Therapeutic Sciences, School of Dentistry, Meikai University, Saitama 350-0283, Japan
*
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 11 February 2017 / Revised: 5 March 2017 / Accepted: 12 March 2017 / Published: 15 March 2017
(This article belongs to the Section Bioorganic Chemistry)
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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. View Full-Text
Keywords: Davidia involucrata; ellagitannin; anti-bacterial effect; antitumor effect; davicratinic acid A Davidia involucrata; ellagitannin; anti-bacterial effect; antitumor effect; davicratinic acid A
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Shimozu, Y.; Kimura, Y.; Esumi, A.; Aoyama, H.; Kuroda, T.; Sakagami, H.; Hatano, T. 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, 22, 470.

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