Development of Novel Photosensitizers having Biofunctional Moieties for QOL-oriented Photodynamic Therapy

2008 Fiscal Year Final Research Report

• Project/Area Number: 19614009
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: 光生命科学
• Research Institution: Nara Women's University
• Principal Investigator: OBATA Makoto Nara Women's University, 大学院・人間文化研究科, 助教 (70343267)
• Co-Investigator(Kenkyū-buntansha): YANO Shigenobu 京都大学, 産学官連携センター, 寄付研究部門教員 (60011186)
• Project Period (FY): 2007 – 2008
• Keywords: 光生命科学 / 光医療 / 光線力学療法 / 光増感剤

Research Abstract

メソ位にペンタフルオロフェニル基を有するポルフィリン(フッ素ポルフィリン)の高い反応性を利用して生理活性分子を連結した光線力学療法用PDT光増感剤の開発を行った。特にチオレートアニオンによる求核置換反応およびアゾメチンイリドによる1, 3-双極子付加反応を利用して生理活性分子を連結可能な光増感剤の合成法を検討した。また1, 3-双極子付加反応により構造明確なフッ素クロリン金属錯体を合成し、細胞内環境における重原子効果の観測に初めて成功した。

Research Products

• [Journal Article] In Vitro Heavy-Atom Effect of Palladium(II)and Platinum(II)Complexes of Pyrrolidine-Fused Chlorin in Photodynamic Therapy, (2009)
  • Author(s): Makoto, Obata, Shiho, Hirohara, Rika, Tanaka, Isamu, Kinoshita, Kei, Ohkubo, Shunichi, Fukuzumi, Masao, Tanihara, Shigenobu, Yano
  • Journal Title: J. Med. Chem. (in press)
  • Peer Reviewed
• [Journal Article] Synthesis and Photocytotoxicity of S-Glucosylated 5,10,15,20-Tetrakis(tetrafluorophenyl)porphyrin Metal Complexes as Efficient 1O2-Generating Glycoconjugates (2009)
  • Author(s): Shiho, Hirohara, Makoto, Obata, Hiroki, Alitomo, Kohei, Sharyo, Tsuyoshi, Ando, Shigenobu, Yano, Masao, Tanihara
  • Journal Title: Bioconjugate Chem. (in press)
  • Peer Reviewed
• [Journal Article] Structure-Photodynamic Effect Relationships of 24 Glycoconjugated Photosensitizers in HeLa Cells (2008)
  • Author(s): Shiho, Hirohara, Makoto, Obata, Hiroki, Alitomo, Kohei, Sharyo, Shin-ichi, Ogata, Chikara, Ohtsuki, Shigenobu, Yano, Tsuyoshi, Ando, Masao, Tanihara
  • Journal Title: Biol. Pharm. Bull. 31 Pages: 2265-2272
  • Peer Reviewed
• [Journal Article] Sugar-dependent photodynamic effect of glycoconjugated porphyrins : A study on photocytotoxicity, photophysical properties and binding behavior to bovine serum albumin(BSA) (2007)
  • Author(s): Makoto, Obata, Shiho, Hirohara, Kohei, Sharyo, Hiroki, Alitomo, Kazumi, Kajiwara, Shin-ichi, Ogata, Masao, Tanihara, Chikara, Ohtsuki, Shigenobu, Yano
  • Journal Title: Biochim. Biophys. Acta 1770 Pages: 1204-1211
  • Peer Reviewed
• [Journal Article] Synthesis and Photophysical Properties of Rhodamine B Dye-bearing Poly(isobutyl methacrylate-co-2,2,2-trifluoroethyl methacrylate) as a Temperature-Sensing Polymer Film" (2007)
  • Author(s): Makoto, Obata, Mako, Morita, Kayoko, Nakase, Kazunori, Mitsuo, Keisuke, Asai, Shiho, Hirohara, Shigenobu, Yano
  • Journal Title: J. Polym. Sci. A Chem 45 Pages: 2876-2885
  • Peer Reviewed
• [Journal Article] Optical oxygen-sensing properties of porphyrin derivatives anchored on ordered porous aluminium oxide plates (2007)
  • Author(s): Naoko, Araki, Yutaka, Amao, Takuzo, Funabiki, Masanobu, Kamitakahara, Chikara, Ohtsuki, Kazunori, Mitsuo, Keisuke, Asai, Makoto, Obata, Shigenobu, Yano
  • Journal Title: Photochem. Photobiol. Sci. 6 Pages: 794-803
  • Peer Reviewed
• [Presentation] クロリン環を光増感部位として有する糖質高分子の合成と光線力学療法への応用 (2008)
  • Author(s): 小幡誠, 大竹絵依子, 廣原志保, 谷原正夫, 矢野重信
  • Organizer: 第3回バイオ関連化学合同シンポジウム(第23回生体機能関連化学シンポジウム)
  • Place of Presentation: 東京工業大学
  • Year and Date: 2008-09-18
• [Presentation] Syntheses and Applications of Polymeric Materials having Photosensitizing Functionality, The 12th World Multi-Conference on Systemics, Cybernetics and Informatics (2008)
  • Author(s): Makoto Obata
  • Organizer: Advanced Nanomaterials New Concepts and Technologies - Invited Session I
  • Place of Presentation: Rosen Centre Hotel (Orland, Florida, USA)
  • Year and Date: 2008-06-30
• [Presentation] 光線力学療法用糖連結フッ素ポルフィリン誘導体の合成とその光毒性 (2008)
  • Author(s): 佐久間志帆, 廣原志保, 谷原正夫, 小幡誠, 三方裕司, 船引卓三, 矢野重信
  • Organizer: 日本化学会第88春季年会
  • Place of Presentation: 立教大学
  • Year and Date: 2008-03-26
• [Presentation] フッ素ポルフィリンのリビングラジカル重合による糖質高分子の合成と光線力学療法への応用 (2008)
  • Author(s): 大竹絵依子, 廣原志保, 谷原正夫, 小幡誠, 三方裕司, 船引卓三, 矢野重信
  • Organizer: 日本化学会第88春季年会
  • Place of Presentation: 立教大学
  • Year and Date: 2008-03-26
• [Presentation] Synthesis of Glycoconjugated Fluorochlorin Derivatives and Their Application for Photodynamic Therapy (PDT) (2007)
  • Author(s): Shiho, Sakuma, Makoto, Obata, Yuji, Mikata, Takuzo, Funabiki, Shigenobu, Yano
  • Organizer: 14th International SPACC-CSJ Synposium
  • Place of Presentation: National Taiwan University (Taipei, Taiwan)
  • Year and Date: 2007-12-20
• [Presentation] Novel Approach for the Synthesis of Fluorochlorin Derivatives by Radical Addition and Their Application for Photodynamic Therapy (PDT) (2007)
  • Author(s): Eiko, Otake, Makoto, Obata, Yuji, Mikata, Takuzo, Funabiki, Shigenobu, Yano
  • Organizer: 14th International SPACC-CSJ Synposium
  • Place of Presentation: National Taiwan University(Taipei, Taiwan)
  • Year and Date: 2007-12-20
• [Presentation] Synthesis, Characterization and In Vitro Photocytotoxicity of Novel Fluorinated Metallochlorins for Photodynamic Therapy Photosensitizers (2007)
  • Author(s): Makoto, Obata, Shiho, Hirohara, Masao, Tanihara, Rika, Tanaka, Isamu, Kinoshita, Kei, Ohkubo, Shunichi, Fukuzumi, Shigenobu, Yano
  • Organizer: 14th International SPACC-CSJ Synposium
  • Place of Presentation: National Taiwan University (Taipei, Taiwan)
  • Year and Date: 2007-12-20
• [Presentation] Synthesis of Polymers having Photosensitizing Moieties for Pressure/Temperature-Sensitive Paint and Photodynamic Therapy (2007)
  • Author(s): Makoto, Obata, Kazunori, Mitsuo, Hiroki, Nagai, Keisuke, Asai, Kazue, Wakashi, Shiho, Hirohara, Masao, Tanihara, Atsushi, Narumi, Toyoji, Kakuchi, Shigenobu, Yano
  • Organizer: International Symposium on Advanced Macromolecules and Nano-materials with Precisely Designed Architectures
  • Place of Presentation: Hokkaido University
  • Year and Date: 2007-10-04
• [Presentation] 糖分子を機能素子とするフッ素クロリン誘導体の合成と光細胞毒性 (2007)
  • Author(s): 小幡誠, 廣原志保, 谷原正夫, 田中里佳, 木下勇, 大久保敬, 福住俊一, 矢野重信
  • Organizer: 第22回生体機能関連化学シンポジウム
  • Place of Presentation: 東北大学
  • Year and Date: 2007-09-28
• [Presentation] フッ素クロリン金属錯体の光化学的性質と光線力学療法への応用 (2007)
  • Author(s): 小幡誠, 廣原志保, 谷原正夫, 田中里佳, 木下勇, 大久保敬, 福住俊一, 矢野重信
  • Organizer: 第20回配位化合物の光化学討論会
  • Place of Presentation: シーサイドホテル舞子ビラ神戸
  • Year and Date: 2007-08-07