Arisa Masuda

Hiroshima International University

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Naoki Teno

Hiroshima International University

Keigo Gohda

Kansai University

Yukiko Yamashita

Whitehead Institute for Biomedical Research

Shinsuke Iida

Nagoya City University

Takashi Ishida

Niigata Prefectural Central Hospital

Hirokazu Komatsu

Nagoya City University

Ko Fujimori

Osaka University of Pharmaceutical Sciences

Shigeru Kusumoto

Nagoya City University

Keisuke Oda

Hiroshima International University

Asahi Ito

Nagoya City University

Cooperative Institutions

Nagoya City University

Mizuho (Japan)

Nagoya City University Hospital

Hiroshima International University

Rikkyo University

International University

Nagoya Medical Center

Nagoya University

Aichi Cancer Center

The University of Tokyo

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Discovery of Orally Active and Nonsteroidal Farnesoid X Receptor (FXR) Antagonist with Propensity for Accumulation and Responsiveness in Ileum

ACS Medicinal Chemistry Letters (2021)

Naoki Teno Yusuke Iguchi Keisuke Oda Yukiko Yamashita Arisa Masuda

We describe the discovery of analog 15 (FLG249), which is an orally active and nonsteroidal farnesoid X receptor (FXR) antagonist in mice with unique profiles, such as a propensity for ileum distribution and the significant control in the expression level of three FXR target genes in mouse ileum. Key design features incorporated in 15 were the introduction of metabolically stable groups in potent and metabolically labile antagonist 9. Our pursuit ultimately identified FXR antagonist 15, which has enabled its assessment in a drug discovery program.

Farnesoid X receptor

10.1021/acsmedchemlett.0c00640

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Comprehensive understanding of structure-activity relationship of farnesoid X receptor (FXR) antagonists: Evaluation of pharmacokinetics profile and distribution toward the target tissues.

The Pharmaceutical Society of Japan (2020)

Arisa Masuda

Farnesoid X receptor

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Structure-activity relationship (SAR) study of farnesoid X receptor (FXR) agonists with N 1 -substituted benzimidazole scaffold.

The Pharmaceutical Society of Japan (2021)

Arisa Masuda

Farnesoid X receptor

Benzimidazole

Structure–activity relationship

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The Analysis of Diglucosyl Gallic Acid and Cationic Surfactant Mixtures for Damaged Hair

Journal of Society of Cosmetic Chemists of Japan (2020)

Arisa Masuda Hiroshi Konta Masao Ishiguro Norio Tobori

毛髪はダメージを受けると表面の疎水性，強度，弾性が低下することがしられている。われわれはダメージ毛に，ジグルコシル没食子酸（以下，DGA）とカチオン性界面活性剤であるトリメチルステアリルアンモニウムクロリド（以下，STAC）の水溶液を用いて上記3つの物性値変化を検証した。その結果，DGAとSTACを用いた場合，ダメージを受けていない毛髪と同等値までその値が回復することが明らかになった。これらの物性値変化に対し，DGAおよびSTACが作用する毛髪部位を明らかにするため，飛行時間型2次イオン質量分析法（ToF-SIMS）および走査型電子顕微鏡（SEM）を用いて解析を行った。その結果，DGAおよびSTACはキューティクル表面およびキューティクル層へ作用していることが示唆された。

Cationic polymerization

10.5107/sccj.54.358

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An Intestinal Extranodal NK/T Cell Lymphoma Mimicking Crohn's Disease

Nihon Naika Gakkai Zasshi (2015)

Satoru Kominato Shigeru Kusumoto Arisa Masuda Takashi Ishida Hirokazu Komatsu

44歳，男性．くり返す下痢，腹痛，嘔吐，発熱あり，ダブルバルーン内視鏡（double balloon endoscopy：DBE）で小腸型Crohn病と診断された．治療抵抗性を示し，CTで腹腔内リンパ節腫大，肝腫大を指摘．FDG-PETで腹腔内リンパ節と胃噴門部に異常集積を認め，胃検体の免疫染色およびEBV（Epstein-Barr virus）モノクロナリティにて，腸管節外性NK/T細胞リンパ腫と診断した．後方視的にDBEの小腸検体で同様の病理所見を認め，化学療法にて症状と検査所見は著明に改善した．

T-Cell Lymphoma

10.2169/naika.104.298

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Reaction of Aminomalononitrile and Benzylic Compounds as a Plausible Route to Phenylalanine

Natural Product Communications (2020)

Chiaki Kuroda Reiri Kobayashi Saeka Kurebayashi Kanako Tazawa Arisa Masuda

As a possible route to phenylalanine, reaction of aminomalononitrile with benzylic compounds was studied. 2-Benzyl-2-aminomalononitrile (3) was obtained in a good yield when aminomalononitrile p-toluenesulfonate (1) was treated with benzyl bromide (2) in THF using triethylamine as a base. The reaction proceeded in the presence of water. Compound 3 was hydrolyzed to afford phenylalanine. The aminomalononitrile route can explain the presence of not only 1 methylene in aromatic amino acids, but also α-hydrogen in all 20 proteinogenic amino acids.

Triethylamine

Methylene

Hydrogen bromide

Benzyl bromide

10.1177/1934578x20901417

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Design and identification of a new farnesoid X receptor (FXR) partial agonist by computational structure–activity relationship analysis: Ligand-induced H8 helix fluctuation in the ligand-binding domain of FXR may lead to partial agonism

Bioorganic & Medicinal Chemistry Letters (2021)

Keigo Gohda Yusuke Iguchi Arisa Masuda Ko Fujimori Yukiko Yamashita

Farnesoid X receptor

Inverse agonist