Chida, Noritaka

写真a

Affiliation

Faculty of Science and Technology (Mita)

Position

Professor Emeritus

Related Websites

External Links
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Career 【 Display / hide 】

  • 1984.04
    -
    1987.03

    三楽株式会社　中央研究所探索研究部 ,研究員

  • 1987.04
    -
    1992.03

    慶應義塾大学（理工学部） 助手

  • 1988.09
    -
    1989.08

    アメリカ合衆国ペンシルバニア大学化学科博士研究員

  • 1992.04
    -
    1995.03

    慶應義塾大学（理工学部） 専任講師

  • 1995.04
    -
    1997.03

    慶應義塾大学理工学部（応用化学科）, 教室幹事

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Academic Background 【 Display / hide 】

  • 1979.03

    Keio University, Faculty of Engineering, 応用化学科

    University, Graduated

  • 1981.03

    Keio University, Graduate School, Division of Engineering, 応用化学専攻

    Graduate School, Completed, Master's course

  • 1984.03

    Tohoku University, Graduate School, Division of Natural Science, 化学専攻

    Graduate School, Completed, Doctoral course

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Academic Degrees 【 Display / hide 】

  • 理学　, Tohoku University, 1984.03

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Books 【 Display / hide 】

  • アルカロイドの科学

    CHIDA NORITAKA, 化学同人, 2017.08

    Scope: 第12章　ヒガンバナ科アルカロイドならびにモルヒネの合成

  • ブルース有機化学概説第３版

    CHIDA NORITAKA, 化学同人, 2016.12

    Scope: 16章，17章

  • Molecular Rearrangements in Organic Synthesis

    CHIDA NORITAKA, John Wiley & Sons, Inc., 2015.10

    Scope: Chapter 12, Ferrier Carbocyclization Reaction

  • ブルース有機化学第７版

    CHIDA NORITAKA, 化学同人, 2015.02

    Scope: 21章，22章

  • Comprehensive Chirality

    CHIDA NORITAKA, SATO TAKAAKI, Elsevier, 2012.10

    Scope: 207-239

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Papers 【 Display / hide 】

  • Development of a Chiral N -Alkoxyamide Strategy and Application to the Asymmetric Total Synthesis of Fasicularin

    Minamikawa R., Fukaya K., Kobayashi A., Komiya Y., Yamamoto S., Urabe D., Chida N., Sato T.

    Synthesis (Germany) (Synthesis (Germany))  53 ( 24 ) 4621 - 4635 2021.12

    ISSN  00397881

    　View Summary

    The asymmetric total synthesis of fasicularin by a chiral Nalkoxyamide strategy is reported. Incorporation of the chiral alkoxy group onto an amide nitrogen changes the original reactivity of the amide, enabling two key transformations: aza-spirocyclization and the reductive Strecker reaction. DFT calculations indicate that pyramidalization of the N-alkoxyamide nitrogen is crucial to produce a cyclic hemiaminal in equilibrium, which undergoes aza-spirocyclization. The chiral alkoxy group is also used as a stereocontrol element to establish two consecutive stereocenters. The iridium-catalyzed reductive Strecker reaction of the N-alkoxylactam provides the aminonitrile with high diastereoselectivity.

  • Total Synthesis of Skipped Diene Natural Products

    Sato T., Suto T., Nagashima Y., Mukai S., Chida N.

    Asian Journal of Organic Chemistry (Asian Journal of Organic Chemistry)  10 ( 10 ) 2486 - 2502 2021.10

    ISSN  21935807

    　View Summary

    Skipped dienes (1,4-dienes) are widely distributed in a variety of biologically active natural products. The synthesis of these skipped dienes is a relatively undeveloped area compared with that of conjugated dienes (1,3-dienes) due to the sp3-hybridized carbon between two olefins. Especially, development of methods to meet both high stereoselectivity and convergency is highly challenging. This review focuses on recent advances in the synthesis of skipped dienes in the total synthesis of complex natural products, which are classified into three classes; a) skipped dienes comprised of two disubstituted olefins, b) skipped dienes including trisubstituted olefin(s), and c) 3-methyl skipped dienes.

  • 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 2021.04

    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.

  • 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.

  • 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.

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

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Presentations 【 Display / hide 】

  • Reductive Approach to Nitrones from N-Siloxyamides and N-Hydroxyamides

    Seiya Katahara, Kanami Fujita, Shoichiro Kobayashi, Tsutomu Matsumoto, Takaaki Sato, Noritaka Chida

    日本化学会第98春季年会（日本大学理工学部船橋キャンパス，千葉県船橋市, 

    2018.03
    , 

    Oral presentation (general)

  • イリジウム触媒を用いた二級アミド基の還元的求核付加反応

    CHIDA NORITAKA

    日本化学会第98春季年会（日本大学理工学部船橋キャンパス，千葉県船橋市）, 

    2018.03
    , 

    Oral presentation (general)

  • ロバタミド類の合成研究

    CHIDA NORITAKA

    日本化学会第98春季年会（日本大学理工学部船橋キャンパス，千葉県船橋市）, 

    2018.03
    , 

    Oral presentation (general)

  • カリシフィリン B 二環性骨格の構築

    CHIDA NORITAKA

    日本化学会第98春季年会（日本大学理工学部船橋キャンパス，千葉県船橋市）, 

    2018.03
    , 

    Oral presentation (general)

  • Unified Total Synthesis of Stemoamide-type Alkaloids Featuring Chemoselective Assembly of Five-membered Building Blocks

    Makoto Yoritate, Yoshito Takahashi, Hayato Tajima, Chisato Ogihara, Yasuki Soda, Takashi Yokoyama, Takeshi Oishi, Takaaki Sato, Noritaka Chida

    日本化学会第98春季年会（日本大学理工学部船橋キャンパス，千葉県船橋市）, 

    2018.03
    , 

    Oral presentation (general)

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

  • 全窒素糖の合成と機能探索

    2019.06
    -
    2022.03

    MEXT,JSPS, Grant-in-Aid for Scientific Research, Grant-in-Aid for Challenging Research (Exploratory) , Principal investigator

  • Development of the efficient synthetic methods of multi-cyclic biologically active natural products

    2018.04
    -
    2021.03

    MEXT,JSPS, Grant-in-Aid for Scientific Research, Grant-in-Aid for Scientific Research (B), Principal investigator

  • Synthetic Study of Biologically Active Natural Products Based on the Novel Chiral Pool Approach

    2014.04
    -
    2018.03

    MEXT,JSPS, Grant-in-Aid for Scientific Research, Grant-in-Aid for Scientific Research (B), Principal investigator

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Awards 【 Display / hide 】

  • BCSJ Award Article

    2015.04, The Chemical Society of Japan, Total Synthesis of (+/-)-Gephyrotoxin and (+/-)-Perhydrogephyrotoxin

  • BCSJ Award Article

    CHIDA NORITAKA, 2002.09, The Chemical Society of Japan, Total Synthesis of (+)-Myriocin and (-)-Sphingofungin E from Aldohexoses Using Overman Rearrangement as the Key Reaction

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Courses Taught 【 Display / hide 】

  • SEMINAR IN APPLIED CHEMISTRY

    2021

  • SAFETY, HEALTH AND WELLNESS

    2021

  • ORGANIC CHEMISTRY

    2021

  • LABORATORIES IN APPLIED CHEMISTRY B

    2021

  • INDEPENDENT STUDY ON FUNDAMENTAL SCIENCE AND TECHNOLOGY

    2021

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Social Activities 【 Display / hide 】

  • Sato Yo International Scholarship Foundation

    2005.10
    -
    Present
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Memberships in Academic Societies 【 Display / hide 】

  • 天然有機化合物討論会, 

    2012.10
    -
    Present

  • 天然物化学談話会, 

    1997.10
    -
    2009.09

  • 天然物化学談話会, 

    1995.03
    -
    1995.08

  • 天然物化学談話会, 

    1991.10
    -
    1997.09

  • American Chemical Society, 

    1982.04
    -
    Present

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Committee Experiences 【 Display / hide 】

  • 2020.03
    -
    Present

    天然物化学・生命科学ディビジョン主査 , 公益社団法人日本化学会

  • 2016.07
    -
    2017.03

    学会賞選考委員会委員, 公益社団法人日本化学会

  • 2016.05
    -
    2017.03

    第97春季年会　会場・総務小委員会委員長, 公益社団法人日本化学会

  • 2016.05
    -
    2017.03

    第97春季年会実行委員会委員, 公益社団法人日本化学会

  • 2016.03
    -
    2020.02

    天然物化学・生命科学ディビジョン副主査, 公益社団法人　日本化学会

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