Organization
Faculty of Chemistry, Materials and Bioengineering Professor
Title
Professor
External link
SUMIYOSHI,Takaaki
Degree
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Ph.D. ( 2005.3 Kyoto University )
Research Interests
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Organic Chemistry
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Medicinal Chemistry
Research Areas
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Nanotechnology/Materials / Synthetic organic chemistry
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Life Science / Pharmaceutical chemistry and drug development sciences
Education
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Kyoto University Graduate School, Division of Pharmaceutical Sciences
2002.4 - 2005.3
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Kyoto University Graduate School, Division of Pharmaceutical Sciences
1999.4 - 2001.3
Country： Japan
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Kyoto University Faculty of Pharmaceutical Science
1995.4 - 1999.3
Country： Japan
Research History
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Kansai University Faculty of Chemistry , Materials and Bioengineering Department of Life Science and Biotechnology Professor
2021.4
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Kansai University Faculty of Chemistry , Materials and Bioengineering Department of Life Science and Biotechnology Associate Professor
2014.4 - 2021.3
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大日本住友製薬株式会社 先端創薬研究所 主任研究員
2013.4 - 2014.3
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大日本住友製薬株式会社 化学研究所 主任研究員
2010.7 - 2013.3
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大日本住友製薬株式会社 化学研究所
2005.10 - 2010.6
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大日本製薬株式会社 化学研究所
2005.4 - 2005.9
Professional Memberships
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健康食品管理士会
2015.4 - Present
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日本薬学会
2013.4 - Present
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日本薬学会 医薬化学部会
Committee Memberships
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健康食品管理士会 近畿支部 副支部長
2015.4 - 2017.3
Committee type：Academic society
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The Pharmaceutical Society of Japan Editor
2013.4 - 2016.3
Committee type：Academic society
Papers
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Ryo Kakehi, Yu-suke Yamai, Akio Tanaka, Kyoji Ishida, Shinichi Uesato, Yasuo Nagaoka, Takaaki Sumiyoshi
Chemical and Pharmaceutical Bulletin 73 ( 1 ) 63 - 66 2025.1
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Ryo Kakehi, Hiroki Kobayashi, Haruna Mashiyama, Tatsuo Yajima, Hiroo Koyama, Takashi K. Ito, Minoru Yoshida, Yasuo Nagaoka, Takaaki Sumiyoshi
ACS Medicinal Chemistry Letters 16 ( 1 ) 59 - 63 2024.12
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Acquired curved hair is caused by fusion of multiple hair matrix cells Reviewed
Ippei Horibe, Sara Izumi, Yuru Ke, Nanami Tanahashi, Yusuke Takagi, Ryoji Ishihara, Takaya Nakano, Takaaki Sumiyoshi, Yasuo Nagaoka
Journal of Dermatological Science 113 ( 3 ) 130 - 137 2024.3
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Cloning of two gene clusters involved in the catabolism of 2,4-dinitrophenol by Paraburkholderia sp. strain KU-46 and characterization of the initial DnpAB enzymes and a two-component monooxygenases DnpC1C2 Reviewed
Yaxuan Liu, Taisei Yamamoto, Nozomi Kohaya, Kota Yamamoto, Kenji Okano, Takaaki Sumiyoshi, Yoshie Hasegawa, Peter C.K. Lau, Hiroaki Iwaki
Journal of Bioscience and Bioengineering 136 ( 3 ) 223 - 231 2023.9
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MDMX elevation by a novel Mdmx-p53 interaction inhibitor mitigates neuronal damage after ischemic stroke. Reviewed International journal
Haomin Yan, Tsutomu Sasaki, Hideaki Kanki, Yoshiyuki Hirata, Kumiko Nishiyama, Sunao Hisada, Shigenobu Matsumura, Yasuo Nagaoka, Takaaki Sumiyoshi, Seiichi Nagano, Akiko Nakata, Minoru Yoshida, Shinichi Uesato, Hideki Mochizuki
Scientific reports 12 ( 1 ) 21110 - 21110 2022.12
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Toshiki Kurosawa, Yuma Tega, Yasuo Uchida, Kei Higuchi, Hidetsugu Tabata, Takaaki Sumiyoshi, Yoshiyuki Kubo, Tetsuya Terasaki, Yoshiharu Deguchi
Pharmaceutics 14(8), 1683 ( 8 ) 1683 - 1683 2022.8
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Kosuke Hashimoto, Soichiro Ide, Mayumi Arata, Akiko Nakata, Akihiro Ito, Takashi K. Ito, Norio Kudo, Bangzhong Lin, Kazuto Nunomura, Keiko Tsuganezawa, Minoru Yoshida, Yasuo Nagaoka, Takaaki Sumiyoshi
ACS Medicinal Chemistry Letters 2022.6
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GPR91 antagonist and TGF-β inhibitor suppressed collagen production of high glucose and succinate induced HSC activation Reviewed
Sakai, Mutsuko, Sumiyoshi, Takaaki, Aoyama, Takuya, Urayama, Kenji, Yoshimura, Ryoichi
Biochem. Biophys. Res. Commun. 2020, 530, 362–366. 2020.8
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Taisei Yamamoto, Yaxuan Liu, Takaaki Sumiyoshi, Yoshie Hasegawa, Hiroaki Iwaki
The Journal of General and Applied Microbiology 2020, 66, 265-272. ( 5 ) 265 - 272 2020.7
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Identification and Quantification of Short-Chain Aldehydes Generated from Hair by Ultraviolet Ray Irradiation Reviewed
Horibe, Ippei, Kitayama, Shintaro, Nagai, Mizuki, Kokuwano, Yuri, Nakai, Ayaka, SUMIYOSHI, Takaaki, NAGAOKA, Yasuo
J. Soc. Cosmet. Chem. Jpn. 2020, 54, 169–176. 2020.6
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Design, Synthesis and Structure-Activity Relationship Study of Pyrilamine Derivatives as Histone Deacetylase Inhibitors Reviewed
Seiya Hiranaka, Mayumi Arata, Akiko Nakata, Akiko Tanaka, Yoshinobu Hashizume, Norio Kudo, Akihiro Ito, Minoru Yoshida, Shinichi Uesato, Yasuo Nagaoka, Takaaki Sumiyoshi
Heterocycles 101 ( 2 ) 726 - 737 2019.10
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Nano-Honeycomb Electrode-Based QCM Sensor and Its Application for PPI Detection Reviewed
Naoto Asai, Naohiro Matsumoto, Nozomi Kazama, Yasuo Nagaoka, Takaaki Sumiyoshi, Tomohiro Shimizu, Shoso Shingubara, Takeshi Ito
IEEE Sensors Journal 19 ( 11 ) 4025 - 4030 2019.6
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Itaru Natsutani, Riyo Iwata, Yu‐suke Yamai, Kyoji Ishida, Yasuo Nagaoka, Takaaki Sumiyoshi
Chemical Biology & Drug Design 93 ( 5 ) 657 - 665 2019.3
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Asymmetric Synthesis of t-Butyl 3-Alkyl-oxindole-3-carboxylates via Chiral Phosphoric Acid-Catalyzed Desymmetrization of Di-t-butyl 2-Alkyl-2-(2-aminophenyl)malonates Reviewed
Kyoji Ishida, Masahiro Shimizu, Yusuke Yamai, Itaru Natsutani, Shinichi Uesato, Yasuo Nagaoka, Takaaki Sumiyoshi
Heterocycles 99(2), 1398 -1411 2019.2
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Design, Synthesis, and Blood-Brain Barrier Transport Study of Pyrilamine Derivatives as Histone Deacetylase Inhibitors. Reviewed International journal
Seiya Hiranaka, Yuma Tega, Kei Higuchi, Toshiki Kurosawa, Yoshiharu Deguchi, Mayumi Arata, Akihiro Ito, Minoru Yoshida, Yasuo Nagaoka, Takaaki Sumiyoshi
ACS medicinal chemistry letters 2018, 9, 884–888. ( 9 ) 884 - 888 2018.8
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SYNTHESIS OF SUBSTITUTED t-BUTYL 3-ALKYLOXINDOLE-3-CARBOXYLATES FROM DI-t-BUTYL (2-NITROPHENYL)MALONATES Reviewed
Yu-suke Yamai, Akio Tanaka, Tatsuo Yajima, Kyoji Ishida, Itaru Natsutani, Shinichi Uesato, Yasuo Nagaoka, Takaaki Sumiyoshi
HETEROCYCLES 2018, 97, 1257–1268. ( 1 ) 192 - 210 2018.5
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Process Development for the Synthesis of a Selective M-1 and M-4 Muscarinic Acetylcholine Receptors Agonist Reviewed
Yoshiharu Uruno, Kazuki Hashimoto, Yoichi Hiyama, Takaaki Sumiyoshi
ORGANIC PROCESS RESEARCH & DEVELOPMENT 21 ( 10 ) 1610 - 1615 2017.10
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Discovery of new low-molecular-weight p53-Mdmx disruptors and their anti-cancer activities Reviewed
Shinichi Uesato, Yoshihiro Matsuura, Saki Matsue, Takaaki Sumiyoshi, Yoshiyuki Hirata, Suzuho Takemoto, Yasuyuki Kawaratani, Yusuke Yamai, Kyoji Ishida, Tsutomu Sasaki, Masato Enari
BIOORGANIC & MEDICINAL CHEMISTRY 24 ( 8 ) 1919 - 1926 2016.4
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Discovery of dihydroquinazolinone derivatives as potent, selective, and CNS-penetrant M-1 and M-4 muscarinic acetylcholine receptors agonists Reviewed
Yoshiharu Uruno, Yasuko Konishi, Atsushi Suwa, Kentaro Takai, Kengo Tojo, Tomokazu Nakako, Mutsuko Sakai, Takeshi Enomoto, Harumi Matsuda, Atsushi Kitamura, Takaaki Sumiyoshi
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS 25 ( 22 ) 5357 - 5361 2015.11
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A short synthesis of (+)-beta-lycorane by asymmetric conjugate addition cascade Reviewed
Katsumi Nishimura, Naoshi Fukuyama, Tomohisa Yasuhara, Mitsuaki Yamashita, Takaaki Sumiyoshi, Yasutomo Yamamoto, Ken-ichi Yamada, Kiyoshi Tomioka
TETRAHEDRON 71 ( 39 ) 7222 - 7226 2015.9
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Cyclic Model for the Asymmetric Conjugate Addition of Organolithiums with Enoates Reviewed
Katsumi Nishimura, Naoshi Fukuyama, Mitsuaki Yamashita, Takaaki Sumiyoshi, Yasutomo Yamamoto, Ken-ichi Yamada, Kiyoshi Tomioka
Synthesis 2015, 47, 2256-2264. 2015.5
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Discovery of N-sulfonyl-7-azaindoline derivatives as potent, orally available and selective M-4 muscarinic acetylcholine receptor agonists
Atsushi Suwa, Yasuko Konishi, Yoshiharu Uruno, Kentaro Takai, Tomokazu Nakako, Mutsuko Sakai, Takeshi Enomoto, Yoshiaki Ochi, Harumi Matsuda, Atsushi Kitamura, Yasuaki Uematsu, Akihiko Kiyoshi, Takaaki Sumiyoshi
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS 24 ( 13 ) 2909 - 2912 2014.7
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Discovery of N-substituted 7-azaindoline derivatives as potent, orally available M-1 and M-4 muscarinic acetylcholine receptors selective agonists
Kentaro Takai, Yasunao Inoue, Yasuko Konishi, Atsushi Suwa, Yoshiharu Uruno, Harumi Matsuda, Tomokazu Nakako, Mutsuko Sakai, Hiroyuki Nishikawa, Gakuji Hashimoto, Takeshi Enomoto, Atsushi Kitamura, Yasuaki Uematsu, Akihiko Kiyoshi, Takaaki Sumiyoshi
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS 24 ( 14 ) 3189 - 3193 2014.7
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Syntheses of [C-14]-labeled 2-(3-chlorophenyloxy)-3-[3-(3-hydroxy) pyridin-4-yl propoxy] pyridine, a phosphodiesterase 4 inhibitor and its metabolites
Takeshi Ochi, Yusuke Sawayama, Motoji Kawasaki, Tomohiro Nigo, Masashi Nakao, Tomoki Omodani, Takaaki Sumiyoshi
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS 57 ( 7 ) 477 - 479 2014.6
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Identification of 2,3-disubstituted pyridines as potent, non-emetic PDE4 inhibitors
Motoji Kawasaki, Akira Fusano, Tomohiro Nigo, Shunya Nakamura, Mari N. Ito, Yasuhiro Teranishi, Satoshi Matsumoto, Hiroshi Toda, Naruaki Nomura, Takaaki Sumiyoshi
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS 24 ( 12 ) 2689 - 2692 2014.6
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Experimental and computational study of intermolecular migration of N,N-dimethylcarbamoyl group from N(7) to N(1) on a 7-azaindoline derivative
Yoshiharu Uruno, Akio Tanaka, Kazuki Hashimoto, Shinya Usui, Yasunao Inoue, Yasuko Konishi, Atsushi Suwa, Kentaro Takai, Wataru Katoda, Norio Fujiwara, Takaaki Sumiyoshi
Tetrahedron 69 ( 46 ) 9675 - 9681 2013.11
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Identification of 2,3-disubstituted pyridines as potent, orally active PDE4 inhibitors
Yoshihiro Kato, Motoji Kawasaki, Tomohiro Nigo, Shunya Nakamura, Akira Fusano, Yasuhiro Teranishi, Mari N. Ito, Takaaki Sumiyoshi
BIOORGANIC & MEDICINAL CHEMISTRY 21 ( 18 ) 5851 - 5854 2013.9
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Identification of N-substituted 8-azatetrahydroquinolone derivatives as selective and orally active M-1 and M-4 muscarinic acetylcholine receptors agonists
Kentaro Takai, Yasunao Inoue, Yasuko Konishi, Atsushi Suwa, Yoshiharu Uruno, Harumi Matsuda, Tomokazu Nakako, Mutsuko Sakai, Hiroyuki Nishikawa, Gakuji Hashimoto, Takeshi Enomoto, Atsushi Kitamura, Yasuaki Uematsu, Akihiko Kiyoshi, Takaaki Sumiyoshi
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS 23 ( 16 ) 4644 - 4647 2013.8
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Discovery of novel N-substituted oxindoles as selective M1 and M4 muscarinic acetylcholine receptors partial agonists
Takaaki Sumiyoshi, Takeshi Enomoto, Kentaro Takai, Yoko Takahashi, Yasuko Konishi, Yoshiharu Uruno, Kengo Tojo, Atsushi Suwa, Harumi Matsuda, Tomokazu Nakako, Mutsuko Sakai, Atsushi Kitamura, Yasuaki Uematsu, Akihiko Kiyoshi
ACS Medicinal Chemistry Letters 4 ( 2 ) 244 - 248 2013.2
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Asymmetric Synthesis of the Carbon-14-Labeled Selective Glucocorticoid Receptor Modulator using Cinchona Alkaloid Catalyzed Addition of 6-Bromoindole to Ethyl Trifluoropyruvate
Takaaki Sumiyoshi, Daisuke Urabe, Kengo Tojo, Masato Sakamoto, Kazumi Niidome, Norie Tsuboya, Tomoko Nakajima, Masanori Tobe
MOLECULES 17 ( 6 ) 6507 - 6518 2012.6
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Asymmetric synthesis of the 6-cyanoindole derivatives as non-steroidal glucocorticoid receptor modulators using (+)- and (-)-tert-butyl 6-cyano-3[3-ethoxy-1,1,1-trifluoro-2-hydroxy-3-oxopropan-2-yl]-1H-indole-1-carboxylate
Takaaki Sumiyoshi, Kengo Tojo, Daisuke Urabe, Masanori Tobe
TETRAHEDRON-ASYMMETRY 22 ( 2 ) 153 - 160 2011.1
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Total Synthesis of (-)-Lycorine and (-)-2-epi-Lycorine by Asymmetric Conjugate Addition Cascade
Ken-ichi Yamada, Mitsuaki Yamashita, Takaaki Sumiyoshi, Katsumi Nishimura, Kiyoshi Tomioka
ORGANIC LETTERS 11 ( 7 ) 1631 - 1633 2009.4
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Molecular assembly of C-2-symmetric bis-(2S)-2-methyldodecanoylamides of alpha,omega-alkylidenediamines into coiled coil and twisted ribbon aggregates
T Sumiyoshi, K Nishimura, M Nakano, T Handa, Y Miwa, K Tomioka
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 125 ( 40 ) 12137 - 12142 2003.10
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Molecular assembly and gelating behavior of didodecanoylamides of alpha,omega-alkylidenediamines
K Tomioka, T Sumiyoshi, S Narui, Y Nagaoka, A Iida, Y Miwa, T Taga, M Nakano, T Handa
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 123 ( 47 ) 11817 - 11818 2001.11
Books
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Current Topics-Recent Progress in Medicinal Chemistry-Foreword
SUMIYOSHI,Takaaki（ Role： Sole author）
Chemical & Pharmaceutical Bulletin 2018.1
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多様な大環状化合物の効率的合成法の開発
住吉 孝明（ Role： Sole author）
理工学と技術 2014.11
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Muscarinic Acetylcholine Receptor Activators Reviewed
Takaaki Sumiyoshi, Takeshi Enomoto
Springer Berlin Heidelberg 2014.4
MISC
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中枢移行性を有するHDAC6選択的阻害剤の開発
橋本 公佑, 井手 聡一郎, 新 真由美, 中田 明子, 伊藤 昭博, 伊藤 孝, 工藤 紀雄, 吉田 稔, 長岡 康夫, 住吉 孝明
日本薬学会年会要旨集 142年会 27T - pm12 2022.3
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Discovery of pyrilamine derivatives as isozyme-selective histone deacetylase 6 inhibitors
天野日菜子, 平中誠弥, 式田亮史, 中田明子, 新真由美, 工藤紀雄, 伊藤孝, 伊藤昭博, 吉田稔, 布村一人, 長岡康夫, 住吉孝明
メディシナルケミストリーシンポジウム講演要旨集 39th (CD-ROM) 2022
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血液脳関門透過性を有するヒストン脱アセチル化酵素阻害剤の探索研究
住吉孝明, 平中誠弥, 手賀悠真, 樋口慧, 黒澤俊樹, 出口芳春, 本間光貴, 新真由美, 伊藤昭博, 伊藤昭博, 吉田稔, 長岡康夫
メディシナルケミストリーシンポジウム講演要旨集 36th 2018
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Drug discovery and large-scale synthesis for 7-azaindoline derivatives as potent, orally available, selective M1 and M4 muscarinic acetylcholine receptors agonists
Yoshiharu Uruno, Yasunao Inoue, Yasuko Konishi, Atsushi Suwa, Kentaro Takai, Kazuki Hashimoto, Harumi Matsuda, Tomokazu Nakako, Mutsuko Sakai, Gakuji Hashimoto, Takeshi Enomoto, Atsushi Kitamura, Yasuaki Uematsu, Akihiko Kiyoshi, Takaaki Sumiyoshi
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 249 2015.3
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Sirtuin 1選択的阻害活性をもつ新規2-hydroxy-1-naphthaldehyde誘導体とその抗がん活性
瓦谷泰之, 平田佳之, 深田尚文, 住吉孝明, 長岡康夫, 伊藤昭博, 吉田稔, 上里新一
メディシナルケミストリーシンポジウム講演要旨集 32nd 2014
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Development of the Diversity-Oriented Synthesis of Macrocyclic Compounds
21 41 - 44 2014
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Drug discovery of novel N-substituted oxindoles as potent and high selective muscarinic M-1 and M-4 receptor partial agonist
Kentaro Takai, Takaaki Sumiyoshi, Yoshiharu Uruno, Kengo Tojo, Atsushi Suwa, Yoko Takahashi, Yasuko Konishi, Takeshi Enomoto, Harumi Matsuda, Mutsuko Sakai, Tomokazu Nakako, Akihiko Kiyoshi, Yasuaki Uematsu, Atsushi Kitamura
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 245 2013.4
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Asymmetric synthesis of 6-cyanoindoles as nonsteroidal glucocorticoid receptor modulators
Takaaki Sumiyoshi, Naoki Chiyo, Kengo Tojo, Daisuke Urabe, Masanori Tobe
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY 241 2011.3
Research Projects
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Discovery of cell membrane permeable HDAC6 PROTACs
Grant number：23K06061 2023.4 - 2026.3
Japan Society for the Promotion of Science Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C)
Authorship：Principal investigator
Grant amount：\4810000 （ Direct Cost: \3700000 、 Indirect Cost：\1110000 ）
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Drug discovery of CNS-penetrant histonedeacetylase inhibitors
Grant number：19K07008 2019.4 - 2022.3
Japan Society for the Promotion of Science Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C)
Sumiyoshi Takaaki
Authorship：Principal investigator
Grant amount：\4420000 （ Direct Cost: \3400000 、 Indirect Cost：\1020000 ）
Central nervous system (CNS) penetrant histone deacetylase (HDAC) inhibitors are the next-generation therapeutic agents based on a novel mechanism of action for neurodegenerative diseases such as Alzheimer's disease and Parkinson's disease and psychiatric diseases such as depression. However, many HDAC inhibitors showed have low CNS penetration ability,and therefore we have no HDAC inhibitors approved for the treatment of neuropsychiatric disorders. To overcome the low CNS penetration of known HDAC inhibitors, we focused on the hybrid strategy of histamine H1 receptor antagonist and HDAC inhibitors. We designed, synthesized, and evaluated novel hybrid compounds including the moiety of histamine H1R receptor antagonists which showed high CNS penetration. As a result, we found highly potent,isozyme-selective and CNS-penetrant HDAC inhibitors.In particular, identified HDAC6 inhibitor KH-259 showed significant antidepressant activity in tail-suspension test in mice.
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Discovery of muscarinic acetylcholine receptor partial agonists
Grant number：15K18903 2015.4 - 2017.3
Japan Society for the Promotion of Science Grants-in-Aid for Scientific Research Grant-in-Aid for Young Scientists (B)
Sumiyoshi Takaaki
Authorship：Principal investigator
Grant amount：\4030000 （ Direct Cost: \3100000 、 Indirect Cost：\930000 ）
Muscarinic acetylcholine receptors (M1-M5) are potent drug targets for the treatment of various central nerve system diseases. Among the subtypes, activation of M1 receptor leads to improvement of cognitive impairment. Although many medicinal chemists have challenged to discover selective M1 agonists, most of the compounds did not show enough high subtype-selectivity to dissociate the side effects.
In this study, we synthesized benzimidazolone derivatives and identified subtype selective M1 receptor partial agonists based on the structure-activity relationship information. The identified compounds are potent for the treatment central nerve system diseases.