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

Yuuki Shimozu; Yuriko Kimura; Akari Esumi; Hiroe Aoyama; Teruo Kuroda; Hiroshi Sakagami; Tsutomu Hatano

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

Yuuki Shimozu, Yuriko Kimura, Akari Esumi, Hiroe Aoyama, Teruo Kuroda, Hiroshi Sakagami, Tsutomu Hatano

Research output: Contribution to journal › Article › peer-review

16 Citations (Scopus)

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.

Original language	English
Article number	470
Journal	Molecules
Volume	22
Issue number	3
DOIs	https://doi.org/10.3390/molecules22030470
Publication status	Published - Mar 2017

Keywords

Anti-bacterial effect
Antitumor effect
Davicratinic acid A
Davidia involucrata
Ellagitannin

ASJC Scopus subject areas

Analytical Chemistry
Chemistry (miscellaneous)
Molecular Medicine
Pharmaceutical Science
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry

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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",

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 = "Anti-bacterial effect, Antitumor effect, Davicratinic acid A, Davidia involucrata, Ellagitannin",

author = "Yuuki Shimozu and Yuriko Kimura and Akari Esumi and Hiroe Aoyama and Teruo Kuroda and Hiroshi Sakagami and Tsutomu Hatano",

note = "Publisher Copyright: {\textcopyright} 2017 by the authors.",

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AU - Shimozu, Yuuki

AU - Kimura, Yuriko

AU - Esumi, Akari

AU - Aoyama, Hiroe

AU - Kuroda, Teruo

AU - Sakagami, Hiroshi

AU - Hatano, Tsutomu

PY - 2017/3

Y1 - 2017/3

N2 - 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.

AB - 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.

KW - Anti-bacterial effect

KW - Antitumor effect

KW - Davicratinic acid A

KW - Davidia involucrata

KW - Ellagitannin

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DO - 10.3390/molecules22030470

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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

Abstract

Keywords

ASJC Scopus subject areas

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