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A New Development of Molecular Design Utilizing Novel Hydrophobic Structures

Research Project

Project/Area Number 26460151
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Drug development chemistry
Research InstitutionTohoku Medical and Pharmaceutical University

Principal Investigator

ENDO Yasuyuki  東北医科薬科大学, 薬学部, 教授 (80126002)

Co-Investigator(Kenkyū-buntansha) 猪股 浩平  東北医科薬科大学, 薬学部, 准教授 (60221785)
太田 公規  東北医科薬科大学, 薬学部, 講師 (90347906)
Co-Investigator(Renkei-kenkyūsha) TAN-NO Koichi  東北医科薬科大学, 薬学部, 教授 (20207260)
NAKAGAWASAI Osamu  東北医科薬科大学, 薬学部, 准教授 (50296018)
Project Period (FY) 2014-04-01 – 2018-03-31
Project Status Completed (Fiscal Year 2017)
Budget Amount *help
¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2017: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2016: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2015: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2014: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Keywords医薬分子設計 / 核内受容体 / エストロゲン受容体 / アンドロゲン受容体 / アゴニスト / アンタゴニスト / レチノイドX受容体 / i医薬分子設計
Outline of Final Research Achievements

In this project, we focused design and synthesis of new estrogen receptor ligands and androgen receptor ligands utilizing a new hydrophobic structure such as boron cluster, carboranes. We have developed lead compounds for anti-osteoporosis drugs and anti-prostate cancer drugs which are effective for resistant cancer cells against conventional anticancer drugs. On the other hand, he present study has demonstrated that a new carborane compound BE360 has antidepressant and antidementia effects related by hippocampal cell proliferation. These results indicate that BE360 may have a valuable therapeutic potential against depression and neurodegenerative diseases such as AD.

Report

(5 results)
  • 2017 Annual Research Report   Final Research Report ( PDF )
  • 2016 Research-status Report
  • 2015 Research-status Report
  • 2014 Research-status Report
  • Research Products

    (48 results)

All 2018 2017 2016 2015 2014 Other

All Int'l Joint Research (1 results) Journal Article (15 results) (of which Int'l Joint Research: 1 results,  Peer Reviewed: 15 results,  Acknowledgement Compliant: 6 results,  Open Access: 1 results) Presentation (32 results) (of which Int'l Joint Research: 2 results,  Invited: 2 results)

  • [Int'l Joint Research] University of Calabria(Italy)

    • Related Report
      2015 Research-status Report
  • [Journal Article] Structure-activity relations of rosmarinic acid derivatives for the amyloid beta aggregation inhibition and antioxidant properties2017

    • Author(s)
      Taguchi Riho, Hatayama Koki, Takahashi Tomohito, Hayashi Takafumi, Sato Yuki, Sato Daisuke, Ohta Kiminori, Nakano Hiroto, Seki Chigusa, Endo Yasuyuki, Tokuraku Kiyotaka, Uwai Koji
    • Journal Title

      EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

      Volume: 138 Pages: 1066-1075

    • DOI

      10.1016/j.ejmech.2017.07.026

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Design and synthesis of iodocarborane-containing ligands with high affinity and selectivity toward ERβ2017

    • Author(s)
      Ohta Kiminori、Ogawa Takumi、Endo Yasuyuki
    • Journal Title

      Bioorganic & Medicinal Chemistry Letters

      Volume: 27 Issue: 17 Pages: 4030-4033

    • DOI

      10.1016/j.bmcl.2017.07.053

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Novel p -carborane-containing multitarget anticancer agents inspired by the metabolism of 17β-estradiol2017

    • Author(s)
      Kaise Asako、Ohta Kiminori、Endo Yasuyuki
    • Journal Title

      Bioorganic & Medicinal Chemistry

      Volume: 25 Issue: 24 Pages: 6371-6378

    • DOI

      10.1016/j.bmc.2017.10.006

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Design and synthesis of p -carborane-containing sulfamates as multitarget anti-breast cancer agents2017

    • Author(s)
      Kaise Asako、Ohta Kiminori、Shirata Chinami、Endo Yasuyuki
    • Journal Title

      Bioorganic & Medicinal Chemistry

      Volume: 25 Issue: 24 Pages: 6417-6426

    • DOI

      10.1016/j.bmc.2017.10.013

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] BE360, a new selective estrogen receptor modulator, produces antidepressant and antidementia effects through the enhancement of hippocampal cell proliferation in olfactory bulbectomized mice.2016

    • Author(s)
      Osamu Nakagawasai, Wataru Nemoto, Hiroshi Onogi, Takahiro Moriya, Jia-Rong Lin, Takayo Odaira, Fukie Yaoita, Takumi Ogawa, Kiminori Ohta, Yasuyuki Endo, Koichi Tan-No
    • Journal Title

      Behav Brain Res

      Volume: 297 Pages: 315-322

    • DOI

      10.1016/j.bbr.2015.10.033

    • Related Report
      2016 Research-status Report 2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Symmetric 4,4'-(piperidin-4-ylidenemethylene)bisphenol derivatives as novel tunable estrogen receptor (ER) modulators2016

    • Author(s)
      Manabu Sato, Kiminori Ohta, Asako Kaise, Sayaka Aoto, Yasuyuki Endo
    • Journal Title

      Bioorg. Med. Chem.

      Volume: 24 Issue: 5 Pages: 1089-1094

    • DOI

      10.1016/j.bmc.2016.01.035

    • Related Report
      2016 Research-status Report 2015 Research-status Report
    • Peer Reviewed
  • [Journal Article] Design, synthesis, and anti-proliferative activity of 1-(4-methoxyphenyl)-12-hydroxymethyl-p-carborane derivatives2016

    • Author(s)
      Asako Kaise, Kiminori Ohta, Yasuyuki Endo
    • Journal Title

      Eur. J. Med. Chem.

      Volume: 122 Pages: 257-263

    • DOI

      10.1016/j.ejmech.2016.06.029

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] BA321, a novel carborane analog that binds to androgen and estrogen receptors, acts as a new selective androgen receptor modulator of bone in male mice2016

    • Author(s)
      Kenta Watanabe, Michiko Hirata Tsukasa Tominari, Chiho Matsumoto, Yasuyuki Endo, Gillian Murphy, Hideaki Nagase, Masaki Inada, Chisato Miyaura,
    • Journal Title

      Biochem. Biophys. Res. Commun.

      Volume: 478 Issue: 1 Pages: 279-285

    • DOI

      10.1016/j.bbrc.2016.07.027

    • Related Report
      2016 Research-status Report
    • Peer Reviewed
  • [Journal Article] Structure–activity relationship study of diphenylamine-based estrogen receptor (ER) antagonists2015

    • Author(s)
      Kiminori Ohta, Yuki Chiba, Asako Kaise, Yasuyuki Endo
    • Journal Title

      Bioorg. Med. Chem.

      Volume: 23 Issue: 4 Pages: 861-867

    • DOI

      10.1016/j.bmc.2014.12.022

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Synthesis and biological evaluation of novel m-carborane-containing estrogen receptor partial agonists as SERM candidates2015

    • Author(s)
      Kiminori Ohta, Takumi Ogawa, Asako Kaise, Yasuyuki Endo
    • Journal Title

      Bioorg. Med. Chem. Lett.

      Volume: 25 Issue: 16 Pages: 3213-3216

    • DOI

      10.1016/j.bmcl.2015.05.083

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Design and Synthesis of Carborane-containing Estrogen Receptor-beta (ERβ)-Selective Ligands2015

    • Author(s)
      Kiminori Ohta, Takumi Ogawa, Akifumi Oda, Asako Kaise, Yasuyuki Endo
    • Journal Title

      Bioorganic & Medicinal Chemistry Letters

      Volume: 25 Issue: 19 Pages: 4174-4178

    • DOI

      10.1016/j.bmcl.2015.08.007

    • Related Report
      2015 Research-status Report
    • Peer Reviewed
  • [Journal Article] Estrogenic activity of bis(4-hydroxyphenyl)methanes with cyclic hydrophobic structure2015

    • Author(s)
      Tomohiro Kojima, Takumi Ogawa, Souichiro Kitao, Manabu Sato, Akifumi Oda, Kiminori Ohta, Yasuyuki Endo
    • Journal Title

      Bioorganic & Medicinal Chemistry

      Volume: 23 Issue: 21 Pages: 6900-6911

    • DOI

      10.1016/j.bmc.2015.09.046

    • Related Report
      2015 Research-status Report
    • Peer Reviewed
  • [Journal Article] Activation of RXR/PPAR; underlies neuroprotection by bexarotene in ischemic stroke2015

    • Author(s)
      Michelangelo Certo, Yasuyuki Endo, Kiminori Ohta, Shinobu Sakurada, Giacinto Bagetta, Diana Amantea
    • Journal Title

      Pharmacological Research

      Volume: 102 Pages: 298-307

    • DOI

      10.1016/j.phrs.2015.10.009

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Novel estrogen receptor (ER) modulators containing various2014

    • Author(s)
      Kiminori Ohta, Takumi Ogawa, Asako Kaise, Yasuyuki Endo
    • Journal Title

      Bioorg. Med. Chem.

      Volume: 22 Issue: 13 Pages: 3508-3514

    • DOI

      10.1016/j.bmc.2014.04.022

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Aliphatic Substitution of o-Carboranyl Phenols Enhances Estrogen Receptor Beta Selectivity.2014

    • Author(s)
      Kiminori Ohta, Takumi Ogawa, Asako Kaise, Akifumi Oda, Yasuyuki Endo
    • Journal Title

      Chem. Pharm. Bull.

      Volume: 62 Pages: 386-391

    • NAID

      130003390780

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Presentation] ホウ素クラスター誘導体の抗腫瘍活性とそのメカニズムについて2018

    • Author(s)
      皆瀬麻子,白田 智七美, 太田 公規,遠藤泰之
    • Organizer
      日本薬学会第138年会、金沢
    • Related Report
      2017 Annual Research Report
  • [Presentation] 新規SERD 化合物の探索:カルボラン含有ER リガンドによるER ダウンレギュレーション2017

    • Author(s)
      皆瀨 麻子、吉見 友弘、太田 公規、遠藤 泰之
    • Organizer
      日本薬学会第137年会
    • Place of Presentation
      仙台国際センター(仙台)
    • Year and Date
      2017-03-24
    • Related Report
      2016 Research-status Report
  • [Presentation] フェニルアゾトロポロン誘導体のキサンチンオキシダーゼ阻害活性とそのメカニズム解析2017

    • Author(s)
      佐藤 大輔、氣仙 拓也、太田 公規、 遠藤 泰之
    • Organizer
      日本薬学会第137年会
    • Place of Presentation
      仙台国際センター(仙台)
    • Year and Date
      2017-03-24
    • Related Report
      2016 Research-status Report
  • [Presentation] Hydrophobicity and electronic effects of carborane for application in medicinal drug design2017

    • Author(s)
      Yasuyuki Endo, Keisuke Yamamoto, Kiminori Ohta, Hiroto Yamazaki, Asako Kaise
    • Organizer
      16th International Meeting on Boron Chemistry (IMEBORON XVI) , Hong Kong
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Structural differences of the ligand binding pockets between estrogen receptor-alpha and beta2017

    • Author(s)
      Koichi Kato, Kenichiro Fujii, Tomoki Nakayoshi, Yurie Watanabe, Shuichi Fukuyoshi, Kiminori Ohta, Yasuyuki Endo, Noriyuki Yamaotsu, Shuichi Hirono, Eiji Kurimoto, Akifumi Oda
    • Organizer
      XXIX IUPAP Conference on Computational Physics, CCP20, Paris17
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research
  • [Presentation] トロポロン骨格を有する新規キサンチンオキシダーゼ阻害剤の探索とそのメカニズム解析2017

    • Author(s)
      佐藤 大輔, 氣仙 拓也, 太田 公規, 遠藤 泰之
    • Organizer
      平成29年度東北医科薬科大学創薬研究センターシンポジウム, 仙台
    • Related Report
      2017 Annual Research Report
  • [Presentation] 卵巣摘出マウスのうつ様行動に対する新規選択的エストロゲン受容体モジュレーターBE360の効果2017

    • Author(s)
      佐久間若菜,中川西 修,根本 亙,小平貴代,小川卓巳,太田公規,遠藤泰之,只野武,丹野孝一
    • Organizer
      第21回活性アミンに関するワークショップ,京都
    • Related Report
      2017 Annual Research Report
  • [Presentation] 皆瀨麻子、太田公規、遠藤泰之2017

    • Author(s)
      カルボラン含有非ステロイド型2-methoxyestradiol誘導体の抗腫瘍活性
    • Organizer
      日本ケミカルバイオロジー学会第12回年会、札幌
    • Related Report
      2017 Annual Research Report
  • [Presentation] 皆瀨麻子、吉見友弘、太田公規、遠藤泰之2017

    • Author(s)
      カルボラン含有新規選択的エストロゲン受容体抑制薬(SERD)化合物の探索
    • Organizer
      平成29年度東北医科薬科大学創薬研究センターシンポジウム, 仙台
    • Related Report
      2017 Annual Research Report
  • [Presentation] 更年期うつ病モデルマウスにおける新規選択的エストロゲン受容体モジュレーターBE360の抗うつ効果2017

    • Author(s)
      佐久間若菜,中川西 修,根本 亙,小平貴代,八百板富紀枝,小川卓巳,太田公規,遠藤泰之,丹野孝一
    • Organizer
      平成29年度東北医科薬科大学創薬研究センターシンポジウム, 仙台
    • Related Report
      2017 Annual Research Report
  • [Presentation] ホウ素クラスターを中心骨格とする新規選択的エストロゲン受容体抑制薬(SERD)の開発2016

    • Author(s)
      皆瀨麻子、吉見友弘、太田公規、遠藤泰之
    • Organizer
      第34回メディシナルケミストリーシンポジウム
    • Place of Presentation
      つくば国際会議場(つくば)
    • Year and Date
      2016-11-30
    • Related Report
      2016 Research-status Report
  • [Presentation] フェニルアゾトロポロン誘導体のキサンチンオキシダーゼ阻害活性2016

    • Author(s)
      佐藤大輔,氣仙拓也,太田公規,遠藤泰之
    • Organizer
      第34回メディシナルケミストリーシンポジウム
    • Place of Presentation
      つくば国際会議場(つくば)
    • Year and Date
      2016-11-30
    • Related Report
      2016 Research-status Report
  • [Presentation] 更年期障害モデルマウスのうつ状態に対する新規選択的エストロゲン受容体モジュレターBE360の効果2016

    • Author(s)
      佐久間 若菜,中川西 修,根本 亙,八百板 富紀枝,小川 卓巳,太田 公規,遠藤 泰之,丹野 孝一
    • Organizer
      生体機能と創薬シンポジウム2016
    • Place of Presentation
      東北大学川内北キャンパス(仙台)
    • Year and Date
      2016-08-25
    • Related Report
      2016 Research-status Report
  • [Presentation] カルボラン含有グリセロール誘導体の抗アンドロゲン活性2016

    • Author(s)
      皆瀨麻子, 太田公規, 小田彰史, 遠藤泰之
    • Organizer
      日本薬学会第136年会
    • Place of Presentation
      パシフィコ横浜(横浜市)
    • Year and Date
      2016-03-26
    • Related Report
      2015 Research-status Report
  • [Presentation] 新規XO 阻害剤の定量的構造活性相関と結合様式の解析2016

    • Author(s)
      太田公規, 佐藤匠, 石井康博, 遠藤泰之
    • Organizer
      日本薬学会第136年会
    • Place of Presentation
      パシフィコ横浜(横浜市)
    • Year and Date
      2016-03-26
    • Related Report
      2015 Research-status Report
  • [Presentation] ランダムスクリーニングから見出されたトロポロン誘導体の多様な生物活性2016

    • Author(s)
      太田公規、佐藤友紀、皆瀨麻子、遠藤泰之
    • Organizer
      第55回日本薬学会東北支部大会
    • Place of Presentation
      奥羽大学(郡山)
    • Related Report
      2016 Research-status Report
  • [Presentation] キサンチンオキシダーゼ阻害活性を示すフェニルアゾトロポロン誘導体の探索2016

    • Author(s)
      佐藤大輔、氣仙拓也、太田公規、遠藤泰之
    • Organizer
      第55回日本薬学会東北支部大会
    • Place of Presentation
      奥羽大学(郡山)
    • Related Report
      2016 Research-status Report
  • [Presentation] カルボラン含有2-methoxyestradiol誘導体の細胞増殖抑制作用とメカニズム解析2015

    • Author(s)
      皆瀨麻子、太田公規、遠藤泰之
    • Organizer
      第33回メディシナルケミストリーシンポジウム
    • Place of Presentation
      幕張国際研修センター(千葉市)
    • Year and Date
      2015-11-25
    • Related Report
      2015 Research-status Report
  • [Presentation] 新規チオフェン含有エストロゲン受容体制御化合物の開発2015

    • Author(s)
      青砥沙也加、田口史、皆瀨麻子、太田公規、遠藤泰之
    • Organizer
      第33回メディシナルケミストリーシンポジウム
    • Place of Presentation
      幕張国際研修センター(千葉市)
    • Year and Date
      2015-11-25
    • Related Report
      2015 Research-status Report
  • [Presentation] トリアジン構造を有する新規キサンチンオキシダーゼ阻害剤の創製2015

    • Author(s)
      太田公規,佐藤匠,石井康博,遠藤泰之
    • Organizer
      第33回メディシナルケミストリーシンポジウム
    • Place of Presentation
      幕張国際研修センター(千葉市)
    • Year and Date
      2015-11-25
    • Related Report
      2015 Research-status Report
  • [Presentation] 新規カルボラン含有医薬化合物創製への挑戦2015

    • Author(s)
      皆瀨麻子、太田公規、遠藤泰之
    • Organizer
      第54回日本薬学会東北支部大会
    • Place of Presentation
      岩手医科大学(岩手県紫波郡矢巾町)
    • Year and Date
      2015-09-26
    • Related Report
      2015 Research-status Report
  • [Presentation] バナナ型構造を持つエストロゲン受容体リガンドにおけるアゴニスト-アンタゴニストバランスの制御2015

    • Author(s)
      太田公規、皆瀨麻子、遠藤泰之
    • Organizer
      日本ケミカルバイオロジー学会第10回年会
    • Place of Presentation
      東北大学(仙台市)
    • Year and Date
      2015-06-10
    • Related Report
      2015 Research-status Report
  • [Presentation] エストロゲン代謝物を基にデザインした球状ホウ素クラスター含有新規抗腫瘍性化合物の開発とメカニズム解析2015

    • Author(s)
      皆瀨麻子、太田公規、遠藤泰之
    • Organizer
      日本ケミカルバイオロジー学会第10回年会
    • Place of Presentation
      東北大学(仙台市)
    • Year and Date
      2015-06-10
    • Related Report
      2015 Research-status Report
  • [Presentation] 硫黄含有複素環を用いた新規エストロゲン受容体リガンドの探索2015

    • Author(s)
      青砥 沙也加、田口 史, 皆瀨 麻子, 太田 公規, 遠藤 泰之
    • Organizer
      日本薬学会第135年会
    • Place of Presentation
      神戸
    • Year and Date
      2015-03-26 – 2015-03-28
    • Related Report
      2014 Research-status Report
  • [Presentation] m-カルボランを中心骨格とする新規抗腫瘍性化合物の開発2015

    • Author(s)
      皆瀨 麻子, 遠藤 泰之
    • Organizer
      日本薬学会第135年会
    • Place of Presentation
      神戸
    • Year and Date
      2015-03-26 – 2015-03-28
    • Related Report
      2014 Research-status Report
  • [Presentation] 新規アゾトロポロン誘導体の細胞増殖抑制活性2015

    • Author(s)
      太田 公規, 皆瀨 麻子, 遠藤 泰之
    • Organizer
      日本薬学会第135年会
    • Place of Presentation
      神戸
    • Year and Date
      2015-03-26 – 2015-03-28
    • Related Report
      2014 Research-status Report
  • [Presentation] サブタイプ選択性を有したSERM を目指したジフェニルメタン誘導体の疎水性構造変換2015

    • Author(s)
      小島友寛、佐藤学、小川卓巳、太田公規、遠藤泰之
    • Organizer
      日本薬学会第135年会
    • Place of Presentation
      神戸
    • Year and Date
      2015-03-26 – 2015-03-28
    • Related Report
      2014 Research-status Report
  • [Presentation] カルボラニルフェノールグリセロール誘導体の抗アンドロゲン活性とその構造活性相関2014

    • Author(s)
      皆瀬麻子、阿部孝俊、太田公規、小田彰史、遠藤泰之
    • Organizer
      第32回メディシナルケミストリーシンポジウム
    • Place of Presentation
      神戸
    • Year and Date
      2014-11-26 – 2014-11-28
    • Related Report
      2014 Research-status Report
  • [Presentation] 含硫黄複素環を有する新規エストロゲン受容体リガンドの合成と活性評価2014

    • Author(s)
      青砥沙也加、田口史、皆瀨麻子、太田公規、遠藤泰之
    • Organizer
      第32回メディシナルケミストリーシンポジウム
    • Place of Presentation
      神戸
    • Year and Date
      2014-11-26 – 2014-11-28
    • Related Report
      2014 Research-status Report
  • [Presentation] トロポロン誘導体の抗腫瘍活性における構造活性相関2014

    • Author(s)
      太田公規、皆瀬麻子、遠藤泰之
    • Organizer
      第32回メディシナルケミストリーシンポジウム
    • Place of Presentation
      神戸
    • Year and Date
      2014-11-26 – 2014-11-28
    • Related Report
      2014 Research-status Report
  • [Presentation] Yasuyuki Endo, Kiminori Ohta, Takumi Ogawa, Tokuhito Goto, Asako Kaise2014

    • Author(s)
      Carborane as Three Dimensional Hydrophobic Pharmacophore in Medicinal Drug Design.
    • Organizer
      15th International Symposium on Boron Chemistry (IMEBORON XV)
    • Place of Presentation
      Prague, Czech Rebublic
    • Year and Date
      2014-08-24 – 2014-08-28
    • Related Report
      2014 Research-status Report
    • Invited
  • [Presentation] 嗅球摘出マウスの短期記憶障害と海馬神経新生抑制に対する新規選択的エストロゲン受容体モジュレーターBE360の改善効果2014

    • Author(s)
      川西修、佐々木俊裕、斎藤智恵、深澤鈴、星杏奈、根本亙、八百板富紀枝、小川卓巳、太田公規、遠藤泰之、丹野孝一
    • Organizer
      平成26年度東北薬科大学創薬研究センターシンポジウム
    • Place of Presentation
      仙台
    • Year and Date
      2014-06-14
    • Related Report
      2014 Research-status Report

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Published: 2014-04-04   Modified: 2019-03-29  

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