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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
Molecules 2017, 22(3), 470; https://doi.org/10.3390/molecules22030470
Received: 11 February 2017 / Revised: 5 March 2017 / Accepted: 12 March 2017 / Published: 15 March 2017
(This article belongs to the Section Bioorganic Chemistry)
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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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. https://doi.org/10.3390/molecules22030470

AMA 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(3):470. https://doi.org/10.3390/molecules22030470

Chicago/Turabian Style

Shimozu, Yuuki, Yuriko Kimura, Akari Esumi, Hiroe Aoyama, Teruo Kuroda, Hiroshi Sakagami, and Tsutomu Hatano. 2017. "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 22, no. 3: 470. https://doi.org/10.3390/molecules22030470

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