KEIO RESEARCHERS INFORMATION SYSTEM

Message from the Faculty Member 【 Display / hide 】

Message from the Faculty Member 【 Display / hide 】

• 創薬化学を中心に、より有用で機能的な有機分子を求め、合成する化合物の複雑化が急速に進行しています。我々は、化学的な独創性と、社会的に需要の高まった複雑な化合物に適用できる実用性を同時に満たす合成手法を開発し、それを用いて重要な生物活性を有する天然物の全合成を精力的に行っていきます。

Career 【 Display / hide 】

Career 【 Display / hide 】

• 2003.07

  -

  2003.08

  スイス連邦工科大学　21世紀COE海外研究拠点・研究員

• 2005.04

  -

  2006.03

  日本学術振興会特別研究員（DC2）

• 2006.04

  -

  2007.03

  日本学術振興会特別研究員（PD）

• 2007.04

  -

  2008.03

  カリフォルニア大学アーバイン校・博士研究員

• 2008.04

  -

  2010.03

  慶應義塾大学　助教（有期）（理工学部応用化学科）

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Academic Background 【 Display / hide 】

Academic Background 【 Display / hide 】

• 2001.03

  Tohoku University, Faculty of Science

  University, Graduated

• 2006.03

  Tohoku University, Graduate School, Division of Natural Science

  Graduate School, Completed, Doctoral course

Academic Degrees 【 Display / hide 】

Academic Degrees 【 Display / hide 】

• 博士（理学）, Tohoku University, Coursework, 2006.03

  Asymmetric Total Synthesis of (-)-Merrilactone A

Research Areas 【 Display / hide 】

Research Areas 【 Display / hide 】

• Organic chemistry (Organic Chemistry)

Research Keywords 【 Display / hide 】

Research Keywords 【 Display / hide 】

• 天然物化学

• 有機合成化学

Research Themes 【 Display / hide 】

Research Themes 【 Display / hide 】

• スキップジエン構築法の開発と天然物合成への応用, 

  2010.04

  -

  Present

• アミド基変換反応の開発, 

  2008.04

  -

  Present

Books 【 Display / hide 】

Books 【 Display / hide 】

• Comprehensive Chirality

  SATOU Takaaki, Elsevier Science, 2012.10

  Scope: 207‒239

• 天然物合成で活躍した反応 実験のコツとポイント

  井上将行, 佐藤隆章, 化学同人, 2011.11

  Scope: 62-63

• 天然物全合成の最新動向

  井上将行, 佐藤隆章, 平間正博, シーエムシー出版, 2009.11

  Scope: 3‒17

Papers 【 Display / hide 】

Papers 【 Display / hide 】

• Identification of madangamine A as a novel lysosomotropic agent to inhibit autophagy

  Miura K., Kawano S., Suto T., Sato T., Chida N., Simizu S.

  Bioorganic and Medicinal Chemistry （Bioorganic and Medicinal Chemistry)  34 2021.03

  ISSN  09680896

  　View Summary

  Madangamines are marine natural products isolated from Xestospongia ingens, and madangamine A–E with a different D-ring structure have been reported. We have reported that madangamine A has strong anti-proliferative activity against various human cancer cell lines. In this study, to clarify the anti-proliferative activity of madangamine A, we searched for molecular target of the madangamine A in human cells. Treatment with madangamine A increased the levels of LC3-II and p62, autophagy-related proteins, concomitant with growth inhibition. Moreover, madangamine A resulted in lysosome enlargement and increase in lysosomal pH, which are same phenomena observed in chloroquine-treated cells. These results suggest that madangamine A is a novel lysosome inhibitor, and the anti-proliferative activity of madangamine A is due to the inhibition of lysosome function.

  • Access to Document (DOI)

• Seven-Step Synthesis of All-Nitrogenated Sugar Derivatives Using Sequential Overman Rearrangements

  Okuyama Y., Kidena M., Kato E., Kawano S., Ishii K., Maie K., Miura K., Simizu S., Sato T., Chida N.

  Angewandte Chemie - International Edition （Angewandte Chemie - International Edition)  60 （ 10 ） 5193 - 5198 2021.03

  ISSN  14337851

  　View Summary

  All-nitrogenated sugars (ANSs), in which all hydroxy groups in a carbohydrate are replaced with amino groups, are anticipated to be privileged structures with useful biological activities. However, ANS synthesis has been challenging due to the difficulty in the installation of multi-amino groups. We report herein the development of a concise synthetic route to peracetylated ANSs in seven steps from commercially available monosaccharides. The key to success is the use of the sequential Overman rearrangement, which enables formal simultaneous substitution of four or five hydroxy groups in monosaccharides with amino groups. A variety of ANSs are available through the same reaction sequence starting from different initial monosaccharides by chirality transfer of secondary alcohols. Transformations of the resulting peracetylated ANSs such as glycosylation and deacetylation are also demonstrated. Biological studies reveal that ANS-modified cholesterol show cytotoxicity against human cancer cell lines, whereas each ANS and cholesterol have no cytotoxicity.

  • Access to Document (DOI)

• Five-Step Total Synthesis of (±)-Aspidospermidine by a Lactam Strategy via an Azomethine Ylide

  Katahara S., Sugiyama Y., Yamane M., Komiya Y., Sato T., Chida N.

  Organic Letters （Organic Letters)  23 （ 8 ） 3058 - 3063 2021

  ISSN  15237060

  　View Summary

  A five-step total synthesis of (±)-aspidospermidine (1) based on a lactam strategy is reported. Our synthesis features an iridium-catalyzed reductive Michael addition/[3+2] cycloaddition cascade to give a tricyclic ketone intermediate from a simple lactam via an azomethine ylide. The developed strategy enables easily available lactams to be used as stable surrogates of multisubstituted amines and would be applicable to a unified total synthesis of complex Aspidosperma alkaloids.

  • Access to Document (DOI)

• Unified Total Synthesis of Pentacyclic Stemoamide-type Alkaloids

  Soda Y., Sugiyama Y., Yoritate M., Tajima H., Shibuya K., Ogihara C., Oishi T., Sato T., Chida N.

  Organic Letters （Organic Letters)  22 （ 19 ） 7502 - 7507 2020.10

  ISSN  15237060

  　View Summary

  The collective synthesis of pentacyclic stemoamide-type alkaloids is recognized as a daunting task despite high demand for a comprehensive biological profiling of these natural products. In this Letter, we report a unified synthesis of seven pentacyclic alkaloids and two unnatural derivatives. The keys to success are (1) the chemoselective assembly of four five-membered building blocks, (2) the direct oxidation of pyrrolidine natural products to pyrrole derivatives, and (3) the stereodivergent construction of totally E- or Z-substituted butenolides.

  • Access to Document (DOI)

• Copper-Catalyzed Electrophilic Etherification of Arylboronic Esters with Isoxazolidines

  Katahara S., Takahashi T., Nomura K., Uchiyama M., Sato T., Chida N.

  Chemistry - An Asian Journal （Chemistry - An Asian Journal)  15 （ 12 ） 1869 - 1872 2020.06

  ISSN  18614728

  　View Summary

  © 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim A copper-catalyzed electrophilic etherification of arylboronic esters is reported. Isoxazolidines are utilized as easily available and stable [RO]+ surrogates to give 1,3-amino aryl ethers. The O-selective arylation of isoxazolidines takes place without causing competitive N-arylation. In contrast to previously reported anionic conditions, our copper-catalyzed conditions are mild enough to achieve high functional group tolerance. Preliminary mechanistic studies and DFT calculations support that the reaction proceeds via a transmetalation/oxidative addition pathway, followed by a Lewis acid-promoted reductive elimination to induce the crucial O-selectivity.

  • Access to Document (DOI)

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Papers, etc., Registered in KOARA 【 Display / hide 】

Papers, etc., Registered in KOARA 【 Display / hide 】

• Transformation of amides by using an N-alkoxy group as a reactivity control element

  Sato, Takaaki

  科学研究費補助金研究成果報告書 2017

• Development of direct nucleophilic addition to inert amides

  Sato, Takaaki

  科学研究費補助金研究成果報告書 2014

• Development and application of practical methodology to access biologically active alkaloids using alkoxyamide

  Sato, Takaaki

  科学研究費補助金研究成果報告書 2011

Presentations 【 Display / hide 】

Presentations 【 Display / hide 】

• Short-step Total Synthesis of Natural Products

  佐藤隆章

  第4回「生体適合化学の進歩」インタラクティブフォーラム (ABC-InFO), 2021.06, Oral Presentation(guest/special)

• アミド基への求核付加反応と天然物全合成

  佐藤隆章

  第７回千葉大学キラリティーネットワーク研究会講演会 (千葉大学西千葉キャンパス（千葉県千葉市）) , 2020.01, Oral Presentation(guest/special)

• Unified Total Synthesis of Stemoamide-Type Alkaloids by Chemoselective Assembly of Five-Membered Building Blocks

  Takaaki Sato

  Nanyang Research Conference on Synthetic Chemistry and Catalysis (Nanyang Technological University, Singapore) , 2020.01, Oral Presentation(guest/special)

• Development and Application of Nucleophilic Addition to Amides

  Takaaki Sato

  Keio International Symposium on Innovative Synthesis of Complex Molecules (Yokohama (Japan)) , 2019.12, Oral Presentation(guest/special)

• アミドが拓く有機合成化学

  佐藤隆章

  日本薬学会東北支部主催 第18回化学系若手研究者セミナー (東北大学大学院薬学研究科（宮城県仙台市）) , 2019.09, Oral Presentation(guest/special)

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Research Projects of Competitive Funds, etc. 【 Display / hide 】

Research Projects of Competitive Funds, etc. 【 Display / hide 】

• 反復ブロック合成法による多環性機能分子の創製

  2020

  天野工業技術研究所, 天野工業技術研究所研究助成金, 佐藤隆章, Research grant, Principal Investigator

• 反復ブロック合成法による多環性ステモナ類の迅速合成

  2019

  -

  2020

  加藤記念バイオサイエンス振興財団, 加藤記念バイオサイエンス振興財団　加藤記念研究助成, 佐藤隆章, Research grant, Principal Investigator

• アミド基を基盤とした1,3-双極子合成法の開発と応用

  2018.04

  -

  2021.03

  Grant-in-Aid for Scientific Research, 佐藤隆章, Research grant, Principal Investigator

• 反復ブロック合成法による多環性二次代謝産物の迅速合成

  2018

  -

  2019

  日揮・実吉奨学会, 日揮・実吉奨学会研究助成金, 佐藤隆章, Research grant, Principal Investigator

• 多環性ステモナ類の反復ブロック合成法の開発

  2017.09

  -

  2018.08

  公益財団法人　戸部眞紀財団　研究助成, 佐藤隆章, Research grant, Principal Investigator

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Awards 【 Display / hide 】

Awards 【 Display / hide 】

• Thieme Chemistry Journals Award

  2019

  Type of Award： International Academic Awards

• BCSJ award

  2017.08, Reductive Approach to Nitrones from N-Siloxyamides and N-Hydroxyamides

• International Symposium on Pure & Applied Chemistry 2017, Lecture Award

  2017.06, Unified Total Synthesis of Stemoamide-Type Alkaloids

• Incentive Award in Synthetic Organic Chemistry, Japan

  佐藤隆章, 2017.02, 有機合成化学協会, 反応性制御素子を用いたアミド変換反応の開発と応用

  Type of Award： Awards of National Conference, Council and Symposium

• BCSJ award

  2015.04, 日本化学会, Total Syntheses of (±)-Gephyrotoxin and (±)-Perhydrogephyrotoxin

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Courses Taught 【 Display / hide 】

Courses Taught 【 Display / hide 】

• ORGANIC CHEMISTRY

  2021

• MECHANISM IN ORGANIC CHEMISTRY

  2021

• LABORATORY IN SCIENCE

  2021

• LABORATORIES IN APPLIED CHEMISTRY B

  2021

• INDEPENDENT STUDY ON FUNDAMENTAL SCIENCE AND TECHNOLOGY

  2021

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Memberships in Academic Societies 【 Display / hide 】

Memberships in Academic Societies 【 Display / hide 】

• 日本プロセス化学会, 

  2015.03

  -

  Present

• 日本薬学会, 

  2015.03

  -

  2020.03

• American Chemical Society, 

  2013

  -

  Present

• 慶應有機合成化学若手シンポジウム委員会, 

  2012.12

  -

  Present

• 全国高校化学グランプリ委員会, 

  2011

  -

  2012

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Committee Experiences 【 Display / hide 】

Committee Experiences 【 Display / hide 】

• 2015.12

  -

  2016.05

  実行委員長, 慶應有機化学若手シンポジウム

• 2015.03

  -

  Present

  プロセス化学会将来計画委員, 日本プロセス化学会

• 2015.03

  -

  Present

  会員, 日本プロセス化学会

• 2015.03

  -

  2019.12

  会員, 日本薬学会

• 2013

  -

  Present

  member, American Chemical Society

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