Updated on 2025/09/06

写真a

 
SUMIYOSHI,Takaaki
 
Organization
Faculty of Chemistry, Materials and Bioengineering Professor
Title
Professor
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Degree

  • Ph.D. ( 2005.3   Kyoto University )

Research Interests

  • Organic Chemistry

  • Medicinal Chemistry

Research Areas

  • Nanotechnology/Materials / Synthetic organic chemistry

  • Life Science / Pharmaceutical chemistry and drug development sciences

Education

  • 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

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    Country: Japan

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  • Kyoto University   Faculty of Pharmaceutical Science

    1995.4 - 1999.3

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    Country: Japan

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Research History

  • 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

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Professional Memberships

  • 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

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Committee Memberships

  • 健康食品管理士会   近畿支部 副支部長  

    2015.4 - 2017.3   

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    Committee type:Academic society

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  • The Pharmaceutical Society of Japan   Editor  

    2013.4 - 2016.3   

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    Committee type:Academic society

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Papers

  • Experimental and DFT Studies of Intermolecular Interaction-Assisted Oxindole Cyclization Reaction of Di-t-butyl 2-Aminophenyl-2-methyl Malonate Reviewed

    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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    Authorship:Last author, Corresponding author   Language:English   Publishing type:Research paper (scientific journal)   Publisher:Pharmaceutical Society of Japan  

    DOI: 10.1248/cpb.c24-00663

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  • Asymmetric Synthesis, Structure Determination, and Biologic Evaluation of Isomers of TLAM as PFK1 Inhibitors Reviewed

    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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    Authorship:Last author, Corresponding author   Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society (ACS)  

    DOI: 10.1021/acsmedchemlett.4c00436

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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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    Publishing type:Research paper (scientific journal)   Publisher:Elsevier BV  

    DOI: 10.1016/j.jdermsci.2024.02.002

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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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    Publishing type:Research paper (scientific journal)   Publisher:Elsevier BV  

    DOI: 10.1016/j.jbiosc.2023.05.013

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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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    Language:English   Publishing type:Research paper (scientific journal)  

    Mdmx and Mdm2 are two major suppressor factors for the tumor suppressor gene p53. In central nervous system, Mdmx suppresses the transcriptional activity of p53 and enhances the binding of Mdm2 to p53 for degradation. But Mdmx dynamics in cerebral infarction remained obscure. Here we investigated the role of Mdmx under ischemic conditions and evaluated the effects of our developed small-molecule Protein-Protein Interaction (PPI) inhibitors, K-181, on Mdmx-p53 interactions in vivo and in vitro. We found ischemic stroke decreased Mdmx expression with increased phosphorylation of Mdmx Serine 367, while Mdmx overexpression by AAV-Mdmx showed a neuroprotective effect on neurons. The PPI inhibitor, K-181 attenuated the neurological deficits by increasing Mdmx expression in post-stroke mice brain. Additionally, K-181 selectively inhibited HDAC6 activity and enhanced tubulin acetylation. Our findings clarified the dynamics of Mdmx in cerebral ischemia and provide a clue for the future pharmaceutic development of ischemic stroke.

    DOI: 10.1038/s41598-022-25427-4

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  • Proteomics-Based Transporter Identification by the PICK Method: Involvement of TM7SF3 and LHFPL6 in Proton-Coupled Organic Cation Antiport at the Blood–Brain Barrier Reviewed

    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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    Publishing type:Research paper (scientific journal)   Publisher:MDPI AG  

    A proton-coupled organic cation (H+/OC) antiporter working at the blood–brain barrier (BBB) in humans and rodents is thought to be a promising candidate for the efficient delivery of cationic drugs to the brain. Therefore, it is important to identify the molecular entity that exhibits this activity. Here, for this purpose, we established the Proteomics-based Identification of transporter by Crosslinking substrate in Keyhole (PICK) method, which combines photo-affinity labeling with comprehensive proteomics analysis using SWATH-MS. Using preselected criteria, the PICK method generated sixteen candidate proteins. From these, knockdown screening in hCMEC/D3 cells, an in vitro BBB model, identified two proteins, TM7SF3 and LHFPL6, as candidates for the H+/OC antiporter. We synthesized a novel H+/OC antiporter substrate for functional analysis of TM7SF3 and LHFPL6 in hCMEC/D3 cells and HEK293 cells. The results suggested that both TM7SF3 and LHFPL6 are components of the H+/OC antiporter.

    DOI: 10.3390/pharmaceutics14081683

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  • Discovery of Benzylpiperazine Derivatives as CNS-Penetrant and Selective Histone Deacetylase 6 Inhibitors Reviewed

    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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    Authorship:Last author, Corresponding author   Publishing type:Research paper (scientific journal)   Publisher:American Chemical Society (ACS)  

    DOI: 10.1021/acsmedchemlett.2c00081

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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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  • A novel piperidine degradation mechanism in a newly isolated piperidine degrader <i>Pseudomonas</i> sp. strain KU43P Reviewed

    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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    Publishing type:Research paper (scientific journal)   Publisher:Microbiology Research Foundation  

    DOI: 10.2323/jgam.2019.11.006

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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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    Publishing type:Research paper (scientific journal)   Publisher:Institute of Electrical and Electronics Engineers ({IEEE})  

    DOI: 10.1109/JSEN.2019.2898408

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  • Design, synthesis and evaluations of spiro‐fused benzoxaborin derivatives as novel boron‐containing compounds Reviewed

    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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    Authorship:Last author, Corresponding author   Publishing type:Research paper (scientific journal)   Publisher:Wiley  

    Abstract

    Drug design using boron‐containing heterocycles has attracted a great deal of attention because these compounds are believed to possess high biological activity. However, information on the synthetic methodology and pharmacokinetic profiling of boron‐containing compounds is limited. In this study, we provide a new synthetic route for preparation of spiro‐fused benzoxaborin derivatives and investigate their in vitro pharmacokinetic properties. Our efforts led to the successful construction of a chemical library of spiro‐fused benzoxaborin derivatives with appropriate physicochemical and in vitro pharmacokinetic properties for oral drugs. These results indicate that the synthesized boron‐containing compounds are therefore eligible for classification in a novel chemical library.

    DOI: 10.1111/cbdd.13496

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    Other Link: https://onlinelibrary.wiley.com/doi/full-xml/10.1111/cbdd.13496

  • 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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    DOI: 10.3987/COM-18-S(F)87

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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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    We designed and synthesized a pyrilamine derivative 1 as a selective class I HDAC inhibitor that targets pyrilamine-sensitive proton-coupled organic cation antiporter (PYSOCA) at the blood-brain barrier (BBB). Introduction of pyrilamine moiety to benzamide type HDAC inhibitors kept selective class I HDAC inhibitory activity and increased BBB permeability. Our BBB transport study showed that compound 1 is a substrate of PYSOCA. Thus, our findings suggest that the hybrid method of HDAC inhibitor and substrate of PYSOCA such as pyrilamine is useful for development of HDAC inhibitors with increased BBB permeability.

    DOI: 10.1021/acsmedchemlett.8b00099

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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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    Authorship:Last author, Corresponding author   Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.3987/COM-18-S(T)82

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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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    Authorship:Last author, Corresponding author   Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1021/acs.oprd.7b00236

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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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    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/j.bmc.2016.03.021

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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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    DOI: 10.1016/j.bmcl.2015.09.032

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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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    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/j.tet.2015.03.014

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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

  • 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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    Authorship:Last author, Corresponding author   Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/j.bmcl.2014.04.083

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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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    DOI: 10.1016/j.bmcl.2014.04.085

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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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    Authorship:Last author, Corresponding author   Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1002/jlcr.3211

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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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    DOI: 10.1016/j.bmcl.2014.04.052

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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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    Authorship:Last author, Corresponding author   Language:English   Publishing type:Research paper (scientific journal)   Publisher:Elsevier Ltd  

    DOI: 10.1016/j.tet.2013.09.024

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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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    Authorship:Last author, Corresponding author   Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/j.bmc.2013.07.007

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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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    Authorship:Last author, Corresponding author   Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/j.bmcl.2013.06.013

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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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    Authorship:Lead author, Corresponding author   Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1021/ml300372f

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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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    Authorship:Lead author   Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.3390/molecules17066507

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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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    Authorship:Lead author   Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/j.tetasy.2011.01.020

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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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    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1021/ol9003564

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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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    Authorship:Lead author   Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1021/ja035085t

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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

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    Language:English   Publishing type:Research paper (scientific journal)  

    DOI: 10.1021/ja0169318

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Books

  • Current Topics-Recent Progress in Medicinal Chemistry-Foreword

    SUMIYOSHI,Takaaki( Role: Sole author)

    Chemical & Pharmaceutical Bulletin  2018.1 

  • 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 

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MISC

  • 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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    Language:Japanese   Publisher:(公社)日本薬学会  

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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

  • 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

  • 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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    Language:English   Publishing type:Research paper, summary (international conference)  

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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

  • 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

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Research Projects

  • 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)

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    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

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    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

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    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.

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