Inhibitory effects of methoxyflavonoid on DNA damage induced by catechol estrogen

2011 Fiscal Year Final Research Report

• Project/Area Number: 22700763
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Eating habits, studies on eating habits
• Research Institution: Matsumoto University
• Principal Investigator: TAKEMURA Hitomi 松本大学, 人間健康学部, 助手 (60295558)
• Research Collaborator: SHIMOI Kayoko 静岡県立大学, 大学院・生活健康科学研究科, 教授 (10162728)
• Project Period (FY): 2010 – 2011
• Keywords: 健康と食生活 / ホルモン依存性がん / エストロゲン代謝 / がん化学予防 / フラボノイド / DNA損傷 / カテコールエストロゲン

Research Abstract

A dietary methoxyflavonoid, chrysoeriol, inhibited DNA damage induced by the carcinogenic endogenous estrogen metabolite, 4-OHE2.In a molecular docking analysis, chrysoeriol was found to fit well into the active site of CYP1B1, but not into the active site of CYP1A2 and 1A1 because of steric collisions between the methoxy substituent of this methoxyflavonoid. This indicates that such methoxyflavonoids may be a chemopreventive modulator involved in carcinogenesis such as in breast cancer.

Research Products

• [Journal Article] Selective inhibition of methoxyflavonoids on human CYP1B1 activity (2010)
  • Author(s): Takemura H, Itoh T, Yamamoto K, Sakakibara H, Shimoi K
  • Journal Title: Bioorg. Med. Chem Volume: 18 Pages: 6310-6315
  • DOI: DOI:10.1016/j.bmc.2010.07.020
  • Peer Reviewed
• [Journal Article] A 3D model of CYP1B1 explains the dominant 4-hydroxylation of estradiol (2010)
  • Author(s): Itoh T, Takemura H, Shimoi K, Yamamoto K
  • Journal Title: J. Chem. Inf. Model Volume: 50 Pages: 1173-1178
  • DOI: DOI:10.1021/ci1000554
  • Peer Reviewed
• [Presentation] Effects of methoxyflavonoids on estrogen metabolism?-selective inhibition ofCYP1B1activity- (2011)
  • Author(s): Shimoi K, Takemura H, Sakakbiara H, Itoh T, and Yamamoto K
  • Organizer: International Conference and Exhibition on Nutraceuticals and Functional Foods2011
  • Place of Presentation: Sapporo
  • Year and Date: 2011-11-17
• [Presentation] A methoxyflavonoid, chrysoeriol, is responsible for inhibition of DNA adduct formation by benzo [a] pyrene in MCF-7 breast cancer cells (2011)
  • Author(s): Takemura H, Sakakibara H, Nagayoshi H, Ohura T, Matsuda T, Morita M, Matsui A, and Shimoi K
  • Organizer: 5th International Conference on Polyphenols and Health
  • Place of Presentation: Barcelona, Spain
  • Year and Date: 2011-10-19
• [Presentation] Chrysoeriolのbenzo [a] pyrene-DNA付加体形成に対する抑制効果 (2010)
  • Author(s): 竹村ひとみ、永吉晴奈、松田知成、榊原啓之、森田真紀、松井朝子、大浦健、下位香代子
  • Organizer: 第15回日本フードファクター学会学術集会
  • Place of Presentation: 仙台市
  • Year and Date: 2010-10-04
• [Presentation] Chrysoeriol prevents formation of a carcinogenic estrogen metabolite 4-hydroxy estradiol, through the selective inhibition of CYP1B1 (2010)
  • Author(s): Takemura H, Sakakibara H, Ohura T, Itoh T, Yamamoto K, Shimoi K
  • Organizer: 6th International Symposium on Hormonal Oncogenesis
  • Place of Presentation: Tokyo
  • Year and Date: 2010-09-14