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Development of pH-activatable photosensitizers for photodynamic therapy

Research Project

Project/Area Number 25410083
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Functional solid state chemistry
Research InstitutionGunma University

Principal Investigator

Horiuchi Hiroaki  群馬大学, 大学院理工学府, 准教授 (00334136)

Co-Investigator(Kenkyū-buntansha) Okutsu Tetsuo  群馬大学, 大学院理工学府, 教授 (20261860)
Project Period (FY) 2013-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥5,330,000 (Direct Cost: ¥4,100,000、Indirect Cost: ¥1,230,000)
Fiscal Year 2015: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2014: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2013: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
Keywords光線力学療法 / 光増感剤 / 一重項酸素 / pH応答性 / ポルフィリン / pH / ON/OFFスイッチング / ON/OFF制御
Outline of Final Research Achievements

We have developed the photosensitizers for photodynamic therapy. pH-activatable function has been introduced to tetraphenylporphyrin derivative by using aniline units to suppress photo-induced side effects of photodynamic therapy.
The photosensitization efficiency of the porphyrin with aniline unit was very low in the in the neutral condition (OFF state), but the photosensitization efficiency was recovered in the acidic condition (ON state). Furthermore, the pH-response could be optimized by changing the number of aniline units. A sharp pH-response and high ON/OFF switching ratio were obtained.

Report

(4 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Research-status Report
  • 2013 Research-status Report
  • Research Products

    (36 results)

All 2016 2015 2014 2013 Other

All Journal Article (8 results) (of which Peer Reviewed: 8 results,  Acknowledgement Compliant: 2 results,  Open Access: 3 results) Presentation (28 results) (of which Int'l Joint Research: 5 results,  Invited: 1 results)

  • [Journal Article] The effect of central metal on the photodynamic properties of silylated tetraphenylporphyrin derivative2016

    • Author(s)
      Horiuchi H, Terashima K, Sakai A, Suda D, Yoshihara T, Kobayashi, A, Tobita S, Okutsu T
    • Journal Title

      Journal of Photochemistry and Photobiology A: Chemistry

      Volume: 321 Pages: 72-78

    • DOI

      10.1016/j.jphotochem.2016.01.004

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Investigation of the mechanism of photochemically-induced lysozyme crystallization2016

    • Author(s)
      T. Okutsu, T. Taguchi, J. Korenaga, T. Kuroiwa, Y. Ishikawa, S. Iizuka, K. Sugiyama, H. Horiuchi, H. Hiratsuka
    • Journal Title

      J. Photochem. Photobiol. A

      Volume: 321 Pages: 180-186

    • DOI

      10.1016/j.jphotochem.2016.01.026

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Phosphorescence quenching of neutral and cationic iridium(III) complexes by molecular oxygen and aromatic electron acceptors2016

    • Author(s)
      N. Hasebe, Y. Deguchi, S. Murayama, T. Yoshihara, H. Horiuchi, T. Okutsu, S. Tobita
    • Journal Title

      J. Photochem. Photobiol. A

      Volume: 324 Pages: 134-144

    • DOI

      10.1016/j.jphotochem.2016.03.008

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Absolute phosphorescence quantum yields of singlet molecular oxygen in solution determined using an integrating sphere instrument2015

    • Author(s)
      Hasebe N, Suzuki K, Horiuchi H, Suzuki H, Yoshihara T, Okutsu T, Tobita S.
    • Journal Title

      Anal. Chem.

      Volume: 87 Issue: 4 Pages: 2360-2366

    • DOI

      10.1021/ac5042268

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Silylation improves photodynamic activity of tetraphenylporphyrin derivative in vitro and in vivo.2014

    • Author(s)
      Horiuch H, Hosaka M, Mashio H,Ishida S, Kyushin S, Okutsu T, Takeuchi T, Hiratsuka H.
    • Journal Title

      Chemistry - A European J

      Volume: 20 Issue: 20 Pages: 1-8

    • DOI

      10.1002/chem.201303120

    • Related Report
      2014 Research-status Report 2013 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] Sono-activatable Photosensitizer for Photodynamic Therapy2014

    • Author(s)
      H. Horiuchi, T. Kano, H. Uehara, T. Okutsu
    • Journal Title

      Chem. Lett.

      Volume: 43 Issue: 9 Pages: 1423-1425

    • DOI

      10.1246/cl.140403

    • NAID

      130004427162

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] Synthesis and Properties of 5,10,15,20-Tetrakis(4 -trimethylsilylphenyl)chlorin2014

    • Author(s)
      S. Kyushin, Y. Saito, K. Yoshimura, H. Horiuchi, H. Hiratsuka
    • Journal Title

      Heteroat., Chem.

      Volume: 25 Issue: 6 Pages: 514-517

    • DOI

      10.1002/hc.21232

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] Evidence for the Specific Species of Benzyltriethoxysilane Derivatives with a High-Coordination Silicon Atom2013

    • Author(s)
      H. Hiratsuka, H. Horiuchi, T. Kudo, T. Minegish, A. Yonemoto, N. Kusakari, T. Okutsu, N. Kamiyama, S. Murakami
    • Journal Title

      J. Phys. Chem. A

      Volume: 117 Issue: 23 Pages: 4817-4827

    • DOI

      10.1021/jp308642z

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Presentation] Development of pH-activatable Tetraphenylporphyrin Derivatives as Photosensitizers for PDT2015

    • Author(s)
      H. Horiuchi, R. Kuribara, A. Hirabara, T. Okutsu
    • Organizer
      PacifiChem2015
    • Place of Presentation
      Hawaii (USA)
    • Year and Date
      2015-12-16
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Development of pH-activatable Photosensitizer for Photodynamic Therapy2015

    • Author(s)
      H. Horiuchi, A. Hirabara, R. Kuribara, S. Torii, T. Okutsu
    • Organizer
      2nd International Symposium of Gunma University Medical Innovation
    • Place of Presentation
      Maebashi, Gunma
    • Year and Date
      2015-12-08
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Mechanism of the sono-activatable photosensitization by silylporphyrins2015

    • Author(s)
      H. Horiuchi, M. Higuchi, T. Okutsu
    • Organizer
      5th International Symposium on Element Innovation
    • Place of Presentation
      Kiryu, Gunma
    • Year and Date
      2015-11-30
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] The effect of mannose on photodynamic properties of silylporphyrins2015

    • Author(s)
      D. Suda, H. Horiuchi, T. Okutsu
    • Organizer
      5th International Symposium on Element Innovation
    • Place of Presentation
      Kiryu, Gunma
    • Year and Date
      2015-11-30
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 一重項酸素光増感効率の酸応答性に及ぼすアミノ置換数の効果2015

    • Author(s)
      平原阿槻, 堀内宏明, 栗原亮太, 奥津哲夫
    • Organizer
      第5回CSJ化学フェスタ
    • Place of Presentation
      東京都江戸川区船堀
    • Year and Date
      2015-10-14
    • Related Report
      2015 Annual Research Report
  • [Presentation] 一重項酸素光増感効率の酸応答性に及ぼすアミノ置換数の効果2015

    • Author(s)
      平原阿槻, 堀内宏明, 栗原亮太, 奥津哲夫
    • Organizer
      2015年光化学討論会
    • Place of Presentation
      大阪府大阪市
    • Year and Date
      2015-09-10
    • Related Report
      2015 Annual Research Report
  • [Presentation] 超音波による光増感剤の活性制御メカニズムの研究2015

    • Author(s)
      樋口みなみ, 堀内宏明, 奥津哲夫
    • Organizer
      2015年光化学討論会
    • Place of Presentation
      大阪府大阪市
    • Year and Date
      2015-09-10
    • Related Report
      2015 Annual Research Report
  • [Presentation] マンノースを導入したシリル化ポルフィリンの光線力学的性質2015

    • Author(s)
      須田大輔, 堀内宏明, 奥津哲夫
    • Organizer
      2015年光化学討論会
    • Place of Presentation
      大阪府大阪市
    • Year and Date
      2015-09-10
    • Related Report
      2015 Annual Research Report
  • [Presentation] 光線力学療法に用いるpH応答性光増感剤の研究2015

    • Author(s)
      堀内宏明, 平原阿槻, 栗原亮太, 奥津哲夫
    • Organizer
      第37回日本光医学・光生物学会
    • Place of Presentation
      宮崎県宮崎市
    • Year and Date
      2015-07-17
    • Related Report
      2015 Annual Research Report
  • [Presentation] Developments of Porphyrin Derivatives as Photosensitizers for Photodynamic Therapy2015

    • Author(s)
      H. Horiuchi
    • Organizer
      227th ESC Meeting
    • Place of Presentation
      Chicago (USA)
    • Year and Date
      2015-05-28
    • Related Report
      2015 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] コロイド結晶の分子間力を光化学反応で制御する研究2015

    • Author(s)
      天野友紀子・堀内宏明・奥津哲夫
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      千葉県船橋市
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Research-status Report
  • [Presentation] Sono-activatable Photosensitizer for Photodynamic Therapy2014

    • Author(s)
      H. Horiuchi, T. Kano, S. Torii, H. Uehara, T. Okutsu
    • Organizer
      GUMI&AMDE2014
    • Place of Presentation
      Kiryu, Gunma
    • Year and Date
      2014-12-05
    • Related Report
      2014 Research-status Report
  • [Presentation] リゾチームを用いた微小重力下での結晶成長実験の結果と考察2014

    • Author(s)
      中島裕策・松澤夏実・飯塚栞・堀内宏明・奥津哲夫
    • Organizer
      第44回結晶成長国内会議
    • Place of Presentation
      東京都豊島区
    • Year and Date
      2014-11-06 – 2014-11-08
    • Related Report
      2014 Research-status Report
  • [Presentation] タンパク質を誘起するアミノ酸残基の光化学反応2014

    • Author(s)
      杉山夏緒里・田口徹・内海麻衣子・高瀬裕太・堀内宏明・奥津哲夫
    • Organizer
      第44回結晶成長国内会議
    • Place of Presentation
      東京都豊島区
    • Year and Date
      2014-11-06 – 2014-11-08
    • Related Report
      2014 Research-status Report
  • [Presentation] コロイド結晶の分子間力を光化学反応で制御する研究2014

    • Author(s)
      天野友紀子・糸賀丈朗・村岡貴子・上野圭司・堀内宏明・奥津哲夫
    • Organizer
      第44回結晶成長国内会議
    • Place of Presentation
      東京都豊島区
    • Year and Date
      2014-11-06 – 2014-11-08
    • Related Report
      2014 Research-status Report
  • [Presentation] 宇宙実験への応用を目指したタンパク質の光誘起結晶化2014

    • Author(s)
      飯塚栞・松澤夏実・中島裕策・堀内宏明・奥津哲夫
    • Organizer
      第44回結晶成長国内会議
    • Place of Presentation
      東京都豊島区
    • Year and Date
      2014-11-06 – 2014-11-08
    • Related Report
      2014 Research-status Report
  • [Presentation] Photodynamic effects of silylbenzoporphyrin2014

    • Author(s)
      A. Sakai, H. Horiuchi, S. Akiyama, Y. Saito, D. Furuya, S. Itoh, T. Okutsu
    • Organizer
      4th International Symposium on Element Innovation
    • Place of Presentation
      Kiryu, Gunma
    • Year and Date
      2014-10-24
    • Related Report
      2014 Research-status Report
  • [Presentation] Sono-activatable Photosensitizer for PDT2014

    • Author(s)
      H. Horiuchi, T. Kano, H. Uehara, T. Okutsu
    • Organizer
      4th International Symposium on Element Innovation
    • Place of Presentation
      Kiryu, Gunma
    • Year and Date
      2014-10-24
    • Related Report
      2014 Research-status Report
  • [Presentation] 光増感剤への超音波応答性の付与2014

    • Author(s)
      堀内宏明・狩野貴行・上原宏樹・奥津哲夫
    • Organizer
      2014年光化学討論会
    • Place of Presentation
      北海道札幌市
    • Year and Date
      2014-10-11 – 2014-10-13
    • Related Report
      2014 Research-status Report
  • [Presentation] 光化学を利用したがん治療薬の開発2014

    • Author(s)
      堀内宏明
    • Organizer
      第98回複合材料懇話会
    • Place of Presentation
      群馬県桐生市
    • Year and Date
      2014-09-05
    • Related Report
      2014 Research-status Report
  • [Presentation] 光線力学療法に用いるシリル化光増感剤の開発2014

    • Author(s)
      堀内宏明
    • Organizer
      第36回日本光医学・光生物学会
    • Place of Presentation
      大阪府吹田市
    • Year and Date
      2014-07-25 – 2014-07-26
    • Related Report
      2014 Research-status Report
  • [Presentation] 光増感剤への活性制御機構の導入2014

    • Author(s)
      堀内宏明・栗原亮太・狩野貴行・奥津哲夫
    • Organizer
      第24回日本光線力学学会学術講演会
    • Place of Presentation
      静岡県浜松市
    • Year and Date
      2014-06-28 – 2014-06-29
    • Related Report
      2014 Research-status Report
  • [Presentation] 光線力学療法への応用を目指した活性制御型光増感剤の開発2014

    • Author(s)
      堀内 宏明・栗原 亮太・狩野 貴行・奥津 哲夫
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋
    • Related Report
      2013 Research-status Report
  • [Presentation] シリル化ポフィンのπ共役系拡張による光線力学療法剤の高効率化2014

    • Author(s)
      酒井明日望・堀内宏明・秋山真吾・斉藤悠生・古矢大・伊藤智志・奥津哲夫
    • Organizer
      日本化学会第94春季年会
    • Place of Presentation
      名古屋
    • Related Report
      2013 Research-status Report
  • [Presentation] 光開裂性界面活性剤を用いたナノカーボン類の可溶化、及び光凝集制御2013

    • Author(s)
      堀内宏明・竹内直也・上原宏樹・田中秀和・山延健・奥津哲夫
    • Organizer
      2013年光化学討論会
    • Place of Presentation
      松山
    • Related Report
      2013 Research-status Report
  • [Presentation] PDTへの応用を目指したpH応答性光増感剤の開発2013

    • Author(s)
      栗原 亮太・堀内 宏明・奥津 哲夫
    • Organizer
      2013年光化学討論会
    • Place of Presentation
      松山
    • Related Report
      2013 Research-status Report
  • [Presentation] 光線力学療法に用いるシリル化光増感剤の開発2013

    • Author(s)
      堀内宏明, 酒井明日望, 秋山真吾, 伊藤智志, 斉藤悠生, 古矢大, 奥津哲夫
    • Organizer
      第35回日本光医学・光生物学会
    • Place of Presentation
      浜松
    • Related Report
      2013 Research-status Report
  • [Presentation] Development of Silyl-photosensitizing Drug for Photodynamic Therapy

    • Author(s)
      H. Horiuchi, M. Hosaka, S. Kyushin, S. Ito, T. Okutsu, T. Takeuchi, H. Hiratsuka
    • Organizer
      3rd International Symposium on Element Innovation
    • Place of Presentation
      Kiryu
    • Related Report
      2013 Research-status Report

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Published: 2014-07-25   Modified: 2019-07-29  

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