alexa Role of 2,3-cis Structure of (-)-Epicatechin-3,5-O-digallate in Inhibition of HeLa S3 Cell Proliferation | OMICS International | Abstract
ISSN: 2329-6836

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Research Article

Role of 2,3-cis Structure of (-)-Epicatechin-3,5-O-digallate in Inhibition of HeLa S3 Cell Proliferation

Kazuki Mori1, Yoshihiro Ayano1, Yoshitomo Hamada1, Taichi Hojima1, Ryuta Tanaka1, Yusuke Higashino1, Mayu Izuno1, Taisuke Okamoto1, Takashi Kawasaki2, Masahiro Hamada3, Noriyuki Nakajima3* and Akiko Saito1*

1Graduate School of Engineering, Osaka Electro-communication University (OECU), 18-8 Hatsu-cho, Neyagawa-shi, Osaka 572-8530, Japan

2Department of Pharmaceutical Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525-8577, Japan

3Biotechnology Research Center and Department of Biotechnology, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, Japan

*Corresponding Author:
Akiko Saito
Graduate School of Engineering
Osaka Electro-communication University (OECU)
18-8 Hatsu-cho, Neyagawa-shi, Osaka 572-8530, Japan
Tel: 81-766-56-2498
E-mail: [email protected]
Noriyuki Nakajima
Biotechnology Research Center
and Department of Biotechnology
Toyama Prefectural University, 5180 Kurokawa
Imizu, Toyama 939-0398, Japan
Tel: 81-766-56-2498
E-mail: [email protected]

Received Date: March 07, 2015; Accepted Date: March 26, 2015; Published Date: March 28, 2015

Citation: Mori K, Ayano Y, Hamada Y, Hojima T, Tanaka R, et al. (2015) Role of 2,3-cis Structure of (-)-Epicatechin-3,5-O-digallate in Inhibition of HeLa S3 Cell Proliferation. Nat Prod Chem Res 3:172. doi: 10.4172/2329-6836.1000172

Copyright: ©2015 Mori K, et al. This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited

Abstract

Flavan-3-ol, which is primarily found in tea, is able to inhibit the proliferation of the human cancer cell line HeLa S3; in this study, we investigate the importance of the 2,3-cis structure in this inhibition. We synthesized six (−)-epicatechin and (+)-catechin analogs modified with a galloyl moiety at either the 3-hydroxyl, 5-hydroxyl, or 3,5-dihydroxyl positions. We then investigated their biological activity, DPPH radical scavenging activity and inhibitory activity on HeLa S3 cell proliferation. Among the six compounds, (−)-epicatechin-3,5-O-digallate showed the strongest inhibitory activity on HeLa S3 cell proliferation, whereas (+)-catechin-3,5-O-digallate was not active. In addition, there is no relation among the cell proliferation inhibitory activity and DPPH radical scavenging activity. Furthermore non-specific BSA binding ability of synthesized compounds was demonstrated. Improved photoaffinity beads method revealed that there is no difference between (−)-epicatechin-3,5-O-digallate and (+)-catechin-3,5-O-digallate on the non-specific BSA absorption. These data indicated that the 2,3-cis structure of flavan-3-ol is essential for the inhibition of HeLa S3 cell proliferation

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