Development of Selective Method for Synthesis of Polycyclic NaturalProducts

• Project/Area Number: 21390002
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Chemical pharmacy
• Research Institution: Chiba University
• Principal Investigator: NISHIDA Atsushi 千葉大学, 大学院・薬学研究院, 教授 (80130029)
• Project Period (FY): 2009 – 2012
• Project Status: Completed (Fiscal Year 2012)
• Budget Amount: ¥18,590,000 (Direct Cost: ¥14,300,000、Indirect Cost: ¥4,290,000); Fiscal Year 2012: ¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000); Fiscal Year 2011: ¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000); Fiscal Year 2010: ¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000); Fiscal Year 2009: ¥7,280,000 (Direct Cost: ¥5,600,000、Indirect Cost: ¥1,680,000)
• Keywords: アルカロイド / マンザミン / 抗マラリア薬 / タミフル / ランドリン / シゾコムニン / アレルギー性気管支真菌症 / 抗メラノーマ作用 / 全合成 / RCM / 細胞毒性 / 抗マラリア / ファーマコフォアー / 抗腫瘍 / Diels-Alder反応 / プラチフィリド / リコポセラミン

Research Abstract

Syntheses of several polycyclic and bioactive natural products have been studied. Unnatural (E)-ircinal B has been synthesized. A study will continue to synthesize natural (Z)-ircinal B, one of manzamine alkaloids. Total syntheses of lundurin A and B have been accomplished by two new synthetic routs. Evaluation anti-melanoma acitivity will be started using the synthesized lundrins. Reported structure of shizocommunin has been synthesized. However, spectral data of the product were not identical to ones reported. A quinazolon derivative has been synthesized and the structure was identical to natural syzocommunin.

Research Products

• [Journal Article] A novel and efficient method for the preparation of unstable tetramethylzirconium and its application using a microflow system (2012)
  • Author(s): Koji Uehata, Mayumi Nishida, Atsushi Nishida
  • Journal Title: Chemistry Letters Volume: 41 Issue: 1 Pages: 73-75
  • DOI: 10.1246/cl.2012.73
  • NAID: 10030222523
  • Peer Reviewed
• [Journal Article] Palladium-catalyzed cyanation of nonactivated alkynes; Development of cyanopalladation and its application to cyclization and cycloaddition reactions (2012)
  • Author(s): Shigeru Arai, Atsushi Nishida
  • Journal Title: Synlett Volume: 23 Issue: 20 Pages: 2880-2893
  • DOI: 10.1055/s-0032-1317414
  • Peer Reviewed
• [Journal Article] C2-di-ethyl-ceramide-1-phosphate as an inhibitor of group IVA cytosolic phospholipase A2 (2012)
  • Author(s): Makiyama, T., Nakamura, H., Nishida, A., Murayama, T.
  • Journal Title: European Journal of Pharmacology Volume: 697 Issue: 1-3 Pages: 144-151
  • DOI: 10.1016/j.ejphar.2012.09.041
  • Peer Reviewed
• [Journal Article] Abnormal Ito-Saegusa Oxidation of TIPS Enol Ether Assisted by a Hydroxy Group on a Side Chain (2011)
  • Author(s): Shiharu Hiraoka, Shinji Harada, and Atsushi Nishida
  • Journal Title: Tetrahedron Lett Volume: 52(24) Pages: 3079-3082
  • URL: http://dx.doi.org/10.1016/j.tetlet.2011.03.119
  • Peer Reviewed
• [Journal Article] Reactivity and stereoselectivity of the Diels-Alder reaction using cyclic dienophiles and siloxyaminobutadienes (2011)
  • Author(s): Toshiyuki Ohfusa and Atsushi Nishida
  • Journal Title: Tetrahedron Volume: 67(10) Pages: 1893-1906
  • URL: http://dx.doi.org/10.1016/j.tet.2011.01.019
  • Peer Reviewed
• [Journal Article] Reactivity and stereoselectivity of the Diels-Alder reaction using cyclic dienophiles and siloxyaminobutadienes (2011)
  • Author(s): T.Ohfusa, A.Nishida
  • Journal Title: Tetrahedron Volume: 67 Issue: 10 Pages: 1893-1906
  • DOI: 10.1016/j.tet.2011.01.019
  • Peer Reviewed
• [Journal Article] Abnormal Ito-Saegusa Oxidation of TIPS Enol Ether Assisted by a Hydroxy Group on a Side Chain (2011)
  • Author(s): Shiharu Hiraoka, Shinji Harada, Atsushi Nishida
  • Journal Title: Tetrahedron Lett Volume: 52 Issue: 24 Pages: 3079-3082
  • DOI: 10.1016/j.tetlet.2011.03.119
  • Peer Reviewed
• [Journal Article] Continuous-Flow C-H Borylation of Arene Derivatives (2010)
  • Author(s): Tsuyoshi Tagata, Mayumi Nishida, Atsushi Nishida
  • Journal Title: Adv. Synth. Cat. Volume: 352(10) Issue: 10 Pages: 1662-1666
  • DOI: 10.1002/adsc.201000160
  • Peer Reviewed
• [Journal Article] Catalytic Enantioselective Total Synthesis of (-)-Platyphyllide and Its Structural Revision (2010)
  • Author(s): Shiharu Hiraoka, Shinji Harada, Atsushi Nishida
  • Journal Title: J. Org. Chem. Volume: 75(11) Issue: 11 Pages: 3871-3874
  • DOI: 10.1021/jo1003746
  • Peer Reviewed
• [Journal Article] Catalytic Enantioselective Total Synthesis of (-)-Platyphyllide and Its Structural Revision (2010)
  • Author(s): Shiharu Hiraoka, Shinji Harada, Atsushi Nishida
  • Journal Title: J.Org.Chem. Volume: 75 Pages: 3871-3874
  • Peer Reviewed
• [Journal Article] Newly Synthetic Ceramide-1-phospate Analogs ; Their Uptake, Intracellular Localization, and Roles as an Inhibitor of Cytosolic Phospholipase A2a and Inducer of Cell Toxicity (2010)
  • Author(s): Tomohiko Makiyama, Nobuo Nagasaka, Yuuya Houjyo, ErikaYamaura, Hiroyuki Nakamura, Yuuki Koide, Atsushi Nishida, Toshihiko Murayama
  • Journal Title: Biochemical Pharmacology Volume: 80 Pages: 1396-1406
  • Peer Reviewed
• [Journal Article] Continuous-Flow C-H Borylation of Arene Derivatives (2010)
  • Author(s): Tsuyoshi Tagata, Mayumi Nishida, Atsushi Nishida
  • Journal Title: Adv.Synth.Cat. Volume: 352 Pages: 1662-1666
  • Peer Reviewed
• [Journal Article] Novel synthesis of fused indoes and 2-substituted indoles by the palladium-catlyzed cyclization of N-cycloalkenyl-o-haloanilines (2009)
  • Author(s): J. Maruyama, H. Yamashita, T. Watanabe,S. Arai, A. Nishida
  • Journal Title: Tetrahedron Volume: 65(7) Pages: 1327-1335
  • URL: http://dx.doi.org/10.1016/j.tet.2008.12.028
  • Peer Reviewed
• [Journal Article] Axlantrypinone and its derivatives: Synthesis and antagonist activity toward insect GABA receptors (2009)
  • Author(s): Takayuki Watanabe, Mitsuhiro Arisawa, Kenji Narusuye, Mohommad Sayed Alam, Kazumi Yamamoto, Masaaki Mitomi, Yoshihisa Ozoe, Atsushi Nishida
  • Journal Title: Bioorg & Med Chem Volume: 17(1) Pages: 94-110
  • URL: http://dx.doi.org/10.1016/j.bmc.2008.11.017
  • Peer Reviewed
• [Journal Article] Development of recyclable iridium catalyst for C-H borylation (2009)
  • Author(s): Tsuyoshi Tagata, Mayumi Nishida, Atsushi Nishida
  • Journal Title: Tetrahedron Lett Volume: 50(45) Pages: 6176-6179
  • URL: http://dx.doi.org/10.1016/j.tetlet.2009.08.080
  • Peer Reviewed
• [Journal Article] Asymmetric Synthesis of Hydroisoquinoline Derivatives, A KeyIntermediate for Mansamine Synthesis, byDiels-Alder Reaction Using4-Amino-2-siloxybutadiene, Yasuhiro (2009)
  • Author(s): Mihara, Tomoaki Matsumura, Yuki Terauchi, Masakatsu Akiba, Shigeru Arai, Atsushi Nishida
  • Journal Title: Bull. Chem. Soc. Jpn Volume: 82(12) Pages: 1520-1527
  • URL: http://dx.doi.org/10.1246/bcsj.82.1520
  • Peer Reviewed
• [Journal Article] Highly Enantioselective Diels-Alder Reaction of Danishefsky-Type Diene and Electron-deficient Olefins Catalyzed by an Yb(III)/Chiral Bis-urea Complex (2009)
  • Author(s): Shinji Harada, Nozomi Toudou, ShiharuHiraoka, Atsushi Nishida
  • Journal Title: Tetrahedron Lett Volume: 50(40) Pages: 5652-5655
  • URL: http://dx.doi.org/10.1016/j.tetlet.2009.07.110
  • Peer Reviewed
• [Journal Article] Effect of Synthetic Sphingosine-1-phosphate Analogs on Cytosolic Phospholipase A_2α-Independent Release of Arachidonic Acid and Cell Toxicity in L929 Fibrosarcoma Cells : the Structure-Activity Relationship (2009)
  • Author(s): Masaya Shimizu, Yuki Muramatsu, Eiko Tada, Takeshi Kurosawa, Erika Ymamura, Hiroyuki Nakamuraa, Hiromichi Fujino, Yuuy Houjyo, Yuri Miyasaka, Yuuki Koide, 西田篤司, Toshihiko Murayama
  • Journal Title: J.Pharmacol.Sci. 109 Pages: 431-443
  • NAID: 10025735325
  • Peer Reviewed
• [Journal Article] Highly Enantioselective Diels-Alder Reaction of Danishefsky-Type Diene and Electron-deficient Olefins Catalyzed by an Yb(III)/Chiral Bis-urea Complex (2009)
  • Author(s): 原田真至, 東道のぞみ, 平岡紫陽, 西田篤司
  • Journal Title: Tetrahedron Lett. 50 Pages: 5652-5655
  • Peer Reviewed
• [Journal Article] Asymmetric Synthesis of Hydroisoquinoline Derivatives, A Key Intermediate for Mansamine Synthesis, by Diels-Alder Reaction Using 4-Amino-2-siloxybutadiene (2009)
  • Author(s): Yasuhiro Mihara, Tomoaki Matsumura, Yuki Terauchi, Masakatsu Akiba, Shigeru Arai, 西田篤司
  • Journal Title: Bull.Chem.Soc.Jpn 82 Pages: 1520-1527
  • Peer Reviewed
• [Presentation] シクロプロパン融合型インドリンアルカロイド、LundurineAの合成研究 (2013)
  • Author(s): 星真幸,金子統,荒井秀,西田篤司
  • Organizer: 第133回日本薬学会ポスター発表講演要旨集30pmA-466
  • Place of Presentation: パシフィコ横浜、横浜市
• [Presentation] ヨウ素を反応剤とする5置換シクロプロパン合成反応とその天然物合成への展開 (2012)
  • Author(s): 星真幸、内田啓介、金子統、荒井秀、西田篤司
  • Organizer: 第15回ヨウ素学会シンポジウム会報第15号
  • Place of Presentation: 千葉大学
  • Year and Date: 2012-09-11
• [Presentation] 多環性アルカロイドの合成研究 (2012)
  • Author(s): 西田篤司
  • Organizer: 第63回有機合成化学教会関東支部シンポジウム講演要旨集
  • Place of Presentation: 東京理科大
  • Year and Date: 2012-05-19
• [Presentation] 触媒的不斉Diels-Alder反応による多置環ヒドロカルバゾール合成 (2012)
  • Author(s): 森川貴裕,原田真至,西田篤司
  • Organizer: 第63回有機合成化学教会関東支部シンポジウム講演要旨集
  • Place of Presentation: 東京理科大
  • Year and Date: 2012-05-19
• [Presentation] LundurineAの合成研究 (2012)
  • Author(s): 中島誠也、荒井秀、西田篤司
  • Organizer: 第63回有機合成化学教会関東支部シンポジウム講演要旨集
  • Place of Presentation: 東京理科大
  • Year and Date: 2012-05-19
• [Presentation] LundurineAの合成研究 (2012)
  • Author(s): 中島誠也、荒井秀、西田篤司
  • Organizer: 東京理科大
  • Year and Date: 2012-05-19
• [Presentation] Lundurine類の全合成研究 (2012)
  • Author(s): 中島誠也、荒井秀、西田篤司
  • Organizer: 第38回反応と合成の進歩シンポジウム講演要旨集2P-30
  • Place of Presentation: タワーホール船堀、東京
• [Presentation] New Chiral Ytterbium Catalyst Based on Binaphtyldiamine Ligands for Asymmetric Diels-alder Reaction (2012)
  • Author(s): Nishida, A., Hiraoka, S., Harada, S.
  • Organizer: BIT ' s 3^<rd> Annual World Congress of Catalytic AsymmetricSynthesis-2012 Abstract
  • Place of Presentation: Beijing, CHINA
• [Presentation] The 1^<st> International Symposium on Natural Product Synthesis and Process Methods for Drug Manufacture (2012)
  • Author(s): Nishida, A. Total Synthesis of Polycyclic Alkaloids.
  • Place of Presentation: Chongqing, CHINA
• [Presentation] Kopsiatenuisアルカロイド、LundurineAの合成研究 (2012)
  • Author(s): 星真幸、中島誠也、金子統、荒井秀、西田篤司
  • Organizer: 第54回天然有機化合物討論会講演要旨集P-53
  • Place of Presentation: 東京農業大学世田谷キャンパス、東京
• [Presentation] Lundurine類の全合成研究 (2012)
  • Author(s): 中島誠也、荒井秀、西田篤司
  • Organizer: 第29回有機合成化学セミナー有機合成化学協会創立70周年記念シンポジウム講演要旨集静岡
  • Place of Presentation: コンベンションアーツセンター"グランシップ"
• [Presentation] Catalytic and Enantioselective Synthesis of Hydrocarbazoles by Diels-Alder Reaction (2012)
  • Author(s): Harada S., Morikawa T.、Nishida A.
  • Organizer: 19thInternational Conference on Organic Synthesis
  • Place of Presentation: Melbourne, AUSTRALIA
• [Presentation] Schizocommuninの合成研究 (2012)
  • Author(s): 上畠康嗣,木村直,長谷川和哉,荒井秀,西田篤司
  • Organizer: 日本薬学会第132年会プログラム
  • Place of Presentation: 北海道大学
• [Presentation] LundurineAの全合成研究;シクロプロパン融合型インドリンの合成と反応性 (2012)
  • Author(s): 星真幸,金子統,荒井秀,西田篤司
  • Organizer: 日本薬学会第132年会プログラム
  • Place of Presentation: 北海道大学
• [Presentation] 海洋産アルカロイド、マンザミンBの全合成研究 (2012)
  • Author(s): 平岡紫陽、御原康洋、寺内悠樹、松村知亮、西田篤司
  • Organizer: 日本薬学会第132年会プログラム
  • Place of Presentation: 北海道大学
• [Presentation] Total Synthesis of Polycyclic Alkaloids (2012)
  • Author(s): Nishida, A
  • Organizer: The 1st International Symposium on Natural Product Synthesis and Process Methods for Drug Manufacture
  • Place of Presentation: Chongqing, CHINA
  • Invited
• [Presentation] New Chiral Ytterbium Catalyst Based on Binaphtyldiamine Ligands for Asymmetric Diels-alder Reaction (2012)
  • Author(s): Nishida, A., Hiraoka, S., Harada, S (Nishida, A)
  • Organizer: BIT’s 3rd Annual World Congress of Catalytic Asymmetric Synthesis-2012
  • Place of Presentation: Beijing, CHINA
• [Presentation] Catalytic and Enantioselective Synthesis of Hydrocarbazoles by Diels-Alder Reaction (2012)
  • Author(s): Harada S., Morikawa T.、Nishida A
  • Organizer: 19th International Conference on Organic Synthesis
  • Place of Presentation: Melbourne, AUSTRALIA
• [Presentation] Cyanation of Alkynes by Transition Metal Catalysis (2012)
  • Author(s): Arai, S., Igarashi, ]T., Yang, Xiaofei, Amako, Y., Nishida, A
  • Organizer: XXV International Conference on Organometallic Chemistry
  • Place of Presentation: Lisbon, PORTUGAL
• [Presentation] Lundurine類の全合成研究 (2012)
  • Author(s): 中島誠也、荒井秀、西田篤司
  • Organizer: 第29回有機合成化学セミナー有機合成化学協会創立70周年記念シンポジウム
  • Place of Presentation: 静岡
• [Presentation] Kopsia tenuisアルカロイド、 Lundurine Aの合成研 (2012)
  • Author(s): 星真幸、中島誠也、金子統、荒井秀、西田篤司
  • Organizer: 第54回天然有機化合物討論会
  • Place of Presentation: 東京
• [Presentation] 二段階Diels-Alder反応による多環性骨格の触媒的不斉構築法の開発 (2011)
  • Author(s): Kexin,L.,平岡紫陽,原田真至,西田篤司
  • Organizer: 第55回日本薬学会関東支部大会講演要旨集
  • Place of Presentation: 東邦大学
  • Year and Date: 2011-10-08
• [Presentation] 海洋産アルカロイド、マンザミンBの全合成研究 (2011)
  • Author(s): 平岡紫陽,御原康洋,寺内悠樹,松村知亮,西田篤司
  • Organizer: 第53回天然有機化合物討論会講演要旨集
  • Place of Presentation: 大阪国際交流センター
• [Presentation] Novel Metal Chemistry in Continuous-flow system (2011)
  • Author(s): Nishida, A., Tagata, T., Uehata, K., Nishida, M.
  • Organizer: 14^<th> Asian Chemical Congress 2011 Abstract
  • Place of Presentation: Bangkok, Thailandp
• [Presentation] New Eeactions under Continuous Flow Conditions (2011)
  • Author(s): Tsuyoshi Tagata, Koji Uehata, Mayumi Nishida, Atsushi, Nishida
  • Organizer: The 6^<th> International Conference on Cutting-Edge Organic Chemistry in Asia
  • Place of Presentation: The Chinese University of Hong Kong, China
• [Presentation] Development of Asymmetric Diels-Alder Reaction Using Danishefsky Diens and Its Application to Organic Synthesis (2010)
  • Author(s): Atsushi Nishida, Shinji Harada, Siharu Hiraoka, Nozomi Toudou, Daisuke Shirasaki, YukinoriSudo
  • Organizer: The Pre-Symposium of 5th International Conference on Organic Chemistry in Asia
  • Place of Presentation: National Sun Yat-sen University, Kaohsiung, Taiwan
• [Presentation] Continuous-Flow C-H Borylation of Aromatic Compounds (2010)
  • Author(s): Tsuyoshi Tagata, Mayumi Nishida, Atsushi Nishida
  • Organizer: 5^<th>International Conference on Organic Chemistry in Asia
  • Place of Presentation: Ambassador Hotel, Hsinchu, Taiwan
• [Presentation] 海洋産アルカロイドの全合成研究と新規素材開発への挑戦 (2009)
  • Author(s): 西田篤司
  • Organizer: 新規素材探索研究会第8回セミナー
  • Place of Presentation: 新横浜フジビューホテル
  • Year and Date: 2009-06-05
• [Presentation] キラルイッテルビウム錯体を用いる触媒的不斉Diels-Alder反応と天然物合成への応用 (2009)
  • Author(s): 平岡紫陽、東道のぞみ、白崎大輔、須藤幸徳、原田真至、西田篤司
  • Organizer: 第95回有機合成シンポジウム
  • Place of Presentation: 慶応大学薬学部
• [Presentation] Asymmetric Diels-Alder Reaction of Danishefsky-Type Diene Catalyzed by Chiral Yb(III) Complex and Its Application to the Total Synthesis of Platyphyllide (2009)
  • Author(s): 平岡紫陽, 東道のぞみ, 白崎大輔, 須藤幸徳, 原田真至, 西田篤司
  • Organizer: The Eleventh International Kyoto Conference of New Aspects of Organic Chemistry
  • Place of Presentation: Rhiga Royal Hotel Kyoto
• [Presentation] Asymmetric Diels-Alder Reaction Using Electron Rich Siloxybutadienes (2009)
  • Author(s): 西田篤司, 原田真至, Siharu Hiraoka, 東道のぞみ, 白崎大輔, 須藤幸徳
  • Organizer: The 5th Sino-Japanese Symposium on Organic Chemistry for Young Scientists
  • Place of Presentation: Chengdu, China
• [Presentation] Asymmetric Diels-Alder Reaction of Danishefsky Diens (2009)
  • Author(s): 西田篤司, 原田真至, Siharu Hiraoka, 東道のぞみ, 白崎大輔, 須藤幸徳
  • Organizer: The 4th International Conference on Cutting-Edge Organic Chemistry in Asia
  • Place of Presentation: Bangkok, Thailand
• [Presentation] 多環性アルカロイドの合成研究
  • Author(s): 西田篤司
  • Organizer: 第63回有機合成化学教会関東支部シンポジウム
  • Place of Presentation: 東京理科大学、野田市
  • Invited
• [Presentation] 触媒的不斉Diels-Alder反応による多置環ヒドロカルバゾール合成
  • Author(s): 森川貴裕，原田真至，西田篤司 (西田篤司)
  • Organizer: 第63回有機合成化学教会関東支部シンポジウム
  • Place of Presentation: 東京理科大学、野田市
• [Presentation] Lundurine Aの合成研究
  • Author(s): 中島誠也、荒井秀、西田篤司
  • Organizer: 第63回有機合成化学教会関東支部シンポジウム
  • Place of Presentation: 東京理科大学、野田市
• [Book] 化学工業 (2010)
  • Author(s): 平岡紫陽、東道のぞみ、須藤幸徳、原田真至、西田篤司
  • Publisher: 光学活性希土類錯体を用いる高度分子変換
• [Book] 触媒的二重シアノ環化反応,使える!有機合成反応241実践ガイド,丸岡啓二他編集 (2010)
  • Author(s): 西田篤司、荒井秀
  • Publisher: 化学同人
• [Book] ワンポットジアゾアルドール反応,Danishefskyジエンを用いる不斉Diels-Alder反応,使える!有機合成反応241実践ガイド (2010)
  • Author(s): 西田篤司、荒井秀、西田篤司、原田真至、丸岡啓二, 他編集
  • Publisher: 化学同人
• [Book] 使える!有機合成反応24l実践ガイド (2010)
  • Author(s): 西田篤司、荒井秀、原田真至
  • Total Pages: 6
  • Publisher: 化学同人
• [Book] 天然物の全合成 2000～2008(日本) (2009)
  • Author(s): 有機合化学協会編
  • Total Pages: 268
  • Publisher: 化学同人
• [Remarks]
  • URL: http://www.p.chiba-u.ac.jp/lab/gousei/index.html
• [Remarks] 千葉大学薬学部薬品合成化学研究室ホームページ
  • URL: http://www.p.chiba-u.ac.jp/lab/gousei/research.html
• [Remarks]
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• [Remarks]
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• [Remarks]
  • URL: http://www.p.chiba-u.ac.jp/lab/gousei/_gousei2_/Welcome.html
• [Patent(Industrial Property Rights)] セラミド誘導体およびこれを用いたゴルジ体標識化蛍光プローブ (2012)
  • Inventor(s): 西田篤司、中村裕之、牧山智彦、村山俊彦
  • Industrial Property Rights Holder: 西田篤司、中村裕之、牧山智彦、村山俊彦
  • Industrial Property Rights Type: 特許
  • Filing Date: 2012-08-15
  • Overseas
• [Patent(Industrial Property Rights)] 有機金属化合物の製造方法 (2012)
  • Inventor(s): 西田篤司, 上原康嗣
  • Industrial Property Rights Holder: 千葉大学広栄化学工業株式会社
  • Industrial Property Number: 2011-274274
  • Filing Date: 2012-02-09
• [Patent(Industrial Property Rights)] セラミド誘導体およびこれを用いたゴルジ体標識化蛍光プローブ (2011)
  • Inventor(s): 西田篤司, 中村浩之, 牧山智彦, 村山俊彦
  • Industrial Property Rights Holder: 千葉大学
  • Industrial Property Number: 2011-177720
  • Filing Date: 2011-08-15