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

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 spectr...

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Main Authors: Yuuki Shimozu, Yuriko Kimura, Akari Esumi, Hiroe Aoyama, Teruo Kuroda, Hiroshi Sakagami, Tsutomu Hatano
Format: Article
Language:English
Published: MDPI AG 2017-03-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/22/3/470
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author Yuuki Shimozu
Yuriko Kimura
Akari Esumi
Hiroe Aoyama
Teruo Kuroda
Hiroshi Sakagami
Tsutomu Hatano
author_facet Yuuki Shimozu
Yuriko Kimura
Akari Esumi
Hiroe Aoyama
Teruo Kuroda
Hiroshi Sakagami
Tsutomu Hatano
author_sort Yuuki Shimozu
collection DOAJ
description 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.
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spelling doaj.art-24466a40a02348e7b31a0b1fa9d1ca6e2022-12-22T03:31:18ZengMDPI AGMolecules1420-30492017-03-0122347010.3390/molecules22030470molecules22030470Ellagitannins of Davidia involucrata. I. Structure of Davicratinic Acid A and Effects of Davidia Tannins on Drug-Resistant Bacteria and Human Oral Squamous Cell CarcinomasYuuki Shimozu0Yuriko Kimura1Akari Esumi2Hiroe Aoyama3Teruo Kuroda4Hiroshi Sakagami5Tsutomu Hatano6Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University, Okayama 700-8530, JapanGraduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University, Okayama 700-8530, JapanGraduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University, Okayama 700-8530, JapanGraduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University, Okayama 700-8530, JapanDepartment of Molecular Microbiology and Biotechnology, Graduate School of Biomedical and Health Sciences, Hiroshima University, Hiroshima 734-8553, JapanDivision of Pharmacology, Department of Diagnostic and Therapeutic Sciences, School of Dentistry, Meikai University, Saitama 350-0283, JapanGraduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University, Okayama 700-8530, JapanWe 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.http://www.mdpi.com/1420-3049/22/3/470Davidia involucrataellagitanninanti-bacterial effectantitumor effectdavicratinic acid A
spellingShingle Yuuki Shimozu
Yuriko Kimura
Akari Esumi
Hiroe Aoyama
Teruo Kuroda
Hiroshi Sakagami
Tsutomu Hatano
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
Davidia involucrata
ellagitannin
anti-bacterial effect
antitumor effect
davicratinic acid A
title 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
title_full 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
title_fullStr 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
title_full_unstemmed 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
title_short 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
title_sort 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
topic Davidia involucrata
ellagitannin
anti-bacterial effect
antitumor effect
davicratinic acid A
url http://www.mdpi.com/1420-3049/22/3/470
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