Organization
Scheduled update Special-Appointment Assistant Professor
Position
Special-Appointment Assistant Professor
External link
Makoto Shirakawa
Degree
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博士（医学） ( 2013.3 筑波大学 )
Research Interests
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Boron Neutron Capture Therapy
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イオン液体
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Liposome
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Drug Delivery System
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放射線治療
Research Areas
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Life Science / Radiological sciences
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Life Science / Pharmaceutical analytical chemistry and physicochemistry
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Life Science / Neurosurgery
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Life Science / Clinical pharmacy
Education
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University of Tsukuba 人間総合科学研究科 疾患制御医学専攻
2009.4 - 2013.3
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University of Tsukuba 人間総合科学研究科 フロンティア医科学専攻
2007.4 - 2009.3
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Toho University 薬学部 薬学科
2003.4 - 2007.3
Research History
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Okayama University Neutron Therapy Research Center Assistant Professor
2023.9
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Fukuyama University Faculty of Pharmacy and Pharmaceutical Sciences Lecturer
2016.4 - 2023.9
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味の素株式会社 研究コンサルティング (兼任)
2015.3 - 2019.3
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University of Tsukuba Faculty of Medicine
2014.1 - 2024.3
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International University of Health and Welfare School of Pharmacy Assistant Professor
2013.4 - 2016.3
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Japan Society for Promotion of Science
2012.4 - 2013.3
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University of Tsukuba University Hospital
2010.4 - 2011.3
Professional Memberships
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Sigma Xi
2023.6
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イオン液体研究会
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THE PHARMACEUTICAL SOCIETY OF JAPAN
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日本中性子捕捉療法学会
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日本薬剤学会
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THE JAPAN SOCIETY OF DRUG DELIVERY SYSTEM
Papers
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[Chasing New Cancer Treatments: Current Status and Future Development of Boron Neutron Capture Therapy]. Invited Reviewed
Makoto Shirakawa
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 144 ( 9 ) 871 - 876 2024
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A Novel Boron Lipid to Modify Liposomal Surfaces for Boron Neutron Capture Therapy. Invited Reviewed International journal
Makoto Shirakawa, Alexander Zaboronok, Kei Nakai, Yuhki Sato, Sho Kayaki, Tomonori Sakai, Takao Tsurubuchi, Fumiyo Yoshida, Takashi Nishiyama, Minoru Suzuki, Hisao Tomida, Akira Matsumura
Cells 10 ( 12 ) 2021.12
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Optimization of preparation methods for high loading content and high encapsulation efficiency of BSH into liposomes. Reviewed International journal
Makoto Shirakawa, Kei Nakai, Yuhki Sato, Shunji Nakamura, Mari Harada, Kazuki Ishihara, Fumiyo Yoshida, Akira Matsumura, Hisao Tomida
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 169 109260 - 109260 2021.3
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Synthesis and evaluation of a novel liposome containing BPA-peptide conjugate for BNCT. Reviewed International journal
Makoto Shirakawa, Tetsuya Yamamto, Kei Nakai, Kenichi Aburai, Sho Kawatobi, Takao Tsurubuchi, Yohei Yamamoto, Yuusaku Yokoyama, Hiroaki Okuno, Akira Matsumura
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 67 ( 7-8 Suppl ) S88-90 - S90 2009.7
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Overcoming immunotherapy resistance and inducing abscopal effects with boron neutron immunotherapy (B-NIT). Reviewed International journal
Takuya Fujimoto, Osamu Yamasaki, Noriyuki Kanehira, Hirokazu Matsushita, Yoshinori Sakurai, Naoya Kenmotsu, Ryo Mizuta, Natsuko Kondo, Takushi Takata, Mizuki Kitamatsu, Kazuyo Igawa, Atsushi Fujimura, Yoshihiro Otani, Makoto Shirakawa, Kunitoshi Shigeyasu, Fuminori Teraishi, Yosuke Togashi, Minoru Suzuki, Toshiyoshi Fujiwara, Hiroyuki Michiue
Cancer science 115 ( 10 ) 3231 - 3247 2024.8
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Effects of neutron irradiation on immune cells
SHIRAKAWA M., SHIRAKAWA M., ZABORONOK A., MICHIUE H., IGAWA K., KUMADA H., SAKAE T., MATSUMURA A., TAKATA T., KONDO N., SAKURAI Y., SUZUKI M.
KURNS Progress Report (Web) 2023 2024
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Preparation and in vitro evaluation of amphotericin B-loaded nano-formulations for both intravenous and ophthalmic administration using 3-aminophenylboronic acid-conjugated styrene-maleic acid copolymers Reviewed
Kengo Banshoya, Yoshiharu Kaneo, Makoto Shirakawa, Yuhzo Hieda, Aoi Machida, Masatoshi Ohnishi, Tetsuro Tanaka
Journal of Drug Delivery Science and Technology 90 105176 - 105176 2023.12
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A Novel Amphotericin B Hydrogel Composed of Poly(Vinyl Alcohol)/Borate Complex for Ophthalmic Formulation. Reviewed
Kengo Banshoya, Makoto Shirakawa, Yuhzo Hieda, Masatoshi Ohnishi, Yuhki Sato, Atsuko Inoue, Tetsuro Tanaka, Yoshiharu Kaneo
Chemical & pharmaceutical bulletin 71 ( 1 ) 70 - 73 2023
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Synthesis of a Novel Boron Compound with Potential Peptide-Related Nuclear Import (2)
SHIRAKAWA M., SHIRAKAWA M., NAKANO T., OKUDA A., SHIGENAGA A., SUGIYAMA M.
KURNS Progress Report (Web) 2022 2023
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In Vivo Efficacy of BPA-Ionic Liquid as a Novel Compound for BNCT (2)
SHIRAKAWA M., SHIRAKAWA M., SAKAI T., TERADA R., SATO Y., KAMEGAWA N., TAKEUCHI R., HORI H., NAKAI K., ZABORONOK A., YOSHIDA F., TSURUBUCHI T., SAKAE T., MATSUMURA A., TAKATA T., KONDO N., SAKURAI Y., SUZUKI M.
KURNS Progress Report (Web) 2022 2023
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In Vivo Efficacy of BPA-Ionic Liquid as a Novel Compound for BNCT
SHIRAKAWA M., SHIRAKAWA M., SAKAI T., TERADA R., SATO Y., KAMEGAWA N., TAKEUCHI R., HORI H., NAKAI K., ZABORONOK A., YOSHIDA F., TSURUBUCHI T., SAKAE T., MATSUMURA A., TAKATA T., KONDO N., SAKURAI Y., SUZUKI M.
KURNS Progress Report (Web) 2021 2022
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Yuhki Sato, Ayana Michihara, Yuka Nagatsuka (Handa, Kouichi Yamamoto, Makoto Shirakawa, Hirokazu Katayama
Acta Chromatographica 34 ( 4 ) 437 - 443 2021.12
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Synthesis of a Novel Boron Compound with Potential Peptide-Related Nuclear Import
SHIRAKAWA M., SHIRAKAWA M., OKUDA A., ZABORONOK A., SATO Y., SHIGENAGA A., KAMEGAWA N., TAKEUCHI R., HORI H., HORI H., SUGIYAMA M.
KURNS Progress Report (Web) 2020 2021
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A novel carbon nanohorns for BNCT in vitro study
TSURUBUCHI T., YOSHIDA F., ZABORONOK A., NAKAI K., NAKAI K., SHIRAKAWA M., SUZUKI M.
KURNS Progress Report (Web) 2020 2021
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Experiment on BNCR Effect of a Novel BPA Formulation using Ionic Liquid by Thermal Neutron Irradiation
SHIRAKAWA M., SHIRAKAWA M., SATO Y., KAMEGAWA N., TAKEUCHI R., NAKAI K., ZABORONOK A., YOSHIDA F., TSURUBUCHI T., TAKATA T., SUZUKI M., MATSUMURA A., HORI H., HORI H.
KURNS Progress Report (Web) 2020 2021
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Difference in BPA uptake between glioma stem-like cells and their cancerous cells. Reviewed International journal
Fumiyo Yoshida, Tadashi Kurita, Keita Endo, Kei Nakai, Makoto Shirakawa, Alexander Zaboronok, Takao Tsurubuchi, Eiichi Ishikawa, Akira Matsumura
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 164 109234 - 109234 2020.10
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Evaluation of a Novel Boron-Containing α-D-Mannopyranoside for BNCT. Reviewed International journal
Takao Tsurubuchi, Makoto Shirakawa, Wataru Kurosawa, Kayo Matsumoto, Risa Ubagai, Hiroshi Umishio, Yasuyo Suga, Junko Yamazaki, Akihiro Arakawa, Yutaka Maruyama, Takuya Seki, Yusuke Shibui, Fumiyo Yoshida, Alexander Zaboronok, Minoru Suzuki, Yoshinori Sakurai, Hiroki Tanaka, Kei Nakai, Eiichi Ishikawa, Akira Matsumura
Cells 9 ( 5 ) 2020.5
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A novel carbon nanohorns for BNCT
TSURUBUCHI T., YOSHIDA F., ZABORONOK A., NAKAI K., SHIRAKAWA M., ARITA Haruka, UTO Haruna, SUZUKI M., MATSUMURA A.
KURNS Progress Report (Web) 2019 2020
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Experiment on the Anti-tumor Effect of Pegylated BSH by Thermal Neutron Irradiation
SHIRAKAWA M., SHIRAKAWA M., KAMEGAWA N., TAKEUCHI R., NAKAI K., YOSHIDA F., TSURUBUCHI T., TAKATA T., SUZUKI M., MATSUMURA A., HORI H., HORI H.
KURNS Progress Report (Web) 2019 2020
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The contribution of blood boron-neutron reaction to subcutaneous tumor growth suppression was equal to that of neutrons irradiation only group
NAKAI K., SHIRAKAWA M., MASUNAGA S., SAKURAI Y., TANAKA H., TSURUBUCHI T., YOSHIDA F., MATSUMOTO Y., KUMADA H., SAKURAI H.
KURNS Progress Report (Web) 2019 2020
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In vivo Evaluation of Novel Boron-Containing Compound for BNCT
TSURUBUCHI T., MATSUMOTO K., UBAGAI R., NAKAI K., YOSHIDA F., ZABORONOK A., SHIRAKAWA M., SUZUKI M., SAKURAI Y., TANAKA H., MATSUMURA A.
KURNS Progress Report (Web) 2018 2019
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Radiobiological effect of extratumoral boron distribution and Neutron irradiation
NAKAI K., TSURUBUCHI T., MASUNAGA S., SAKURAI Y., TANAKA H., YOSHIDA F., SHIRAKAWA M., MATSUMURA A., SAKURAI H.
KURNS Progress Report (Web) 2018 2019
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Experiment on the Therapeutic Effect of Doxorubicin-Encapsulated Boron Liposome by Thermal Neutron Irradiation
SHIRAKAWA M., SHIRAKAWA M., NAKAI K., YOSHIDA F., SUZUKI M., TAKATA T., MATSUMURA A., TOMIDA H.
KURNS Progress Report (Web) 2018 2019
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Applications of boron drugs and development of novel boron drugs using DDS for Boron Neutron Capture Therapy
白川真
福山大学薬学部研究年報 ( 36 ) 2018
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Radiobiological Effect of Extracellular boron Distribution and Neutron Irradiation
NAKAI K., ENDO K., MASUNAGA S., SAKURAI Y., TANAKA H., YOSHIDA F., SHIRAKAWA M., MATSUMURA A.
KURRI Progress Report (Web) 2017 2018
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Evaluation of Novel Boron Liposome in vivo by Thermal Neutron Irradiation
SHIRAKAWA M., SHIRAKAWA M., NAKAI K., YOSHIDA F., TSURUBUCHI T., SUZUKI M., TAKATA T., MATSUMURA A., TOMIDA H.
KURRI Progress Report (Web) 2017 2018
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In vivo Evaluation of Novel Boron-Containing Compounds for BNCT
KUROSAWA W., SUGA Y., MATSUMOTO K., UBAGAI R., IWAI Y., OKAMATSU Y., KITAHARA Y., TSURUBUCHI T., YO-SHIDA F., ZABORONOK A., SHIRAKAWA M., SUZUKI M., SA-KURAI Y., TANAKA H., NAKAI K., MATSUMURA A.
KURRI Progress Report (Web) 2017 2018
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Corrigendum to “The optimization of fluorescence imaging of brain tumor tissue differentiated from brain edema-in vivo kinetic study of 5-aminolevulinic acid and talaporfin sodium” [Photodiagn. Photodyn. Ther. 6(1) (2009), 19–27](S1572100009000325)(10.1016/j.pdpdt.2009.03.005) Reviewed
Takao Tsurubuchi, Alexander Zoboronok, Tetsuya Yamamoto, Kei Nakai, Fumiyo Yoshida, Makoto Shirakawa, Masahide Matsuda, Akira Matsumura
Photodiagnosis and Photodynamic Therapy 6 ( 1 ) 19 - 27 2017.6
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The optimization of fluorescence imaging of brain tumor tissue differentiated from brain edema-in vivo kinetic study of 5-aminolevulinic acid and talaporfin sodium (vol 6, pg 19, 2009) Reviewed International journal
Takao Tsurubuchi, Alexander Zaboronok, Tetsuya Yamamoto, Kei Nakai, Fumiyo Yoshida, Makoto Shirakawa, Masahide Matsuda, Akira Matsumura
PHOTODIAGNOSIS AND PHOTODYNAMIC THERAPY 18 351 - 351 2017.6
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Additive effect of Gadolinium to cell survival analysis for neutron capture therapy
NAKAI K., YOSHIDA F., KURITA T., YAMAMOTO Y., SHIRAKAWA M., YAMAMOTO T., TANAKA H., SAKURAI Y., MASUNAGA S.
KURRI Progress Report (Web) 2014 2015
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Evaluation of boron content liposome modified protein-transduction domains for boron neutron capture therapy Reviewed
Makoto Shirakawa, Kei Nakai, FumiyoYoshida, A.Zoboronok, TetsuyaYamamoto, Akira Matsumura
International Journal of Emerging Technology and Advanced Engineering 4 74 - 79 2014.9
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Intra-tumor distribution of metallofullerene using micro-particle induced X-ray emission (PIXE). Reviewed International journal
Yohei Yamamoto, Tetsuya Yamamoto, Yukichi Horiguchi, Makoto Shirakawa, Takahiro Satoh, Masashi Koka, Yukio Nagasaki, Kei Nakai, Akira Matsumura
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 88 114 - 7 2014.6
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Pretreatment with buthionine sulfoximine enhanced uptake and retention of BSH in brain tumor Reviewed
F. Yoshida, T. Yamamoto, K. Nakai, A. Zaboronok, M. Matsuda, H. Akutsu, E. Ishikawa, M. Shirakawa, A. Matsumura
APPLIED RADIATION AND ISOTOPES 88 86 - 88 2014.6
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ホウ素中性子捕捉療法(BNCT)応用を見据えた腫瘍親和性ペプチド修飾リポソームの開発
白川真
国際医療福祉大学学会誌 19 2014
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Development of Boronated Liposome for Boron Neutron Capture Therapy
SHIRAKAWA M., NAKAI K., YAMAMOTO Y., YOSHIDA F., YAMAMOTO T., MATSUMURA A., TANAKA H., SUZUKI M., MASUNAGA S.
KURRI Progress Report 2012 2013
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Basic Cell Survival Analysis of New Boron and Gadolinium Compounds for Neutron Capture Therapy
NAKAI K, SHIRAKAWA M, YAMAMOTO Y, YAMAMOTO T, YOSHIDA F, UEMAE Y, SATO E, TANAKA H, SAKURAI Y, MASUNAGA S.
KURRI Progress Report 2011 2012
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Biodistribution of BSH-encapsulated boron liposome in mouse Glioma. Reviewed
Yoshida, F, Nakai, K, Isobe, T, Inomata, R, Zaboronok, A, Yamamoto, Y, Shirakawa, M, Yamamoto, T, Matsumura, A, Nakamura, H
Proceedings of 14th International congress on neutron capture therapy, (Ed) Liberman S 339 2010.10
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Development of a fuctional liposome modified a novel lipid analog for BNCT. Reviewed
Shirakawa, M, Yamamoto, T, Nakai, K, Yoshida, F, Tsurubuchi, T, Matsude, M, Yamamoto, Y, Yokoyama, Y, Matsumura, A
Proceedings of 14th International congress on neutron capture therapy, (Ed) Liberman S 335-338 2010.1
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Current practices and future directions of therapeutic strategy in glioblastoma: survival benefit and indication of BNCT. Reviewed International journal
Akira Matsumura, Tetsuya Yamamoto, Takao Tsurubuchi, Masahide Matsuda, Makoto Shirakawa, Kei Nakai, Kiyoshi Endo, Koichi Tokuue, Koji Tsuboi
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 67 ( 7-8 Suppl ) S12-4 - S14 2009.7
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Dose distribution and clinical response of glioblastoma treated with boron neutron capture therapy Reviewed
M. Matsuda, T. Yamamoto, H. Kumada, K. Nakai, M. Shirakawa, T. Tsurubuchi, A. Matsumura
APPLIED RADIATION AND ISOTOPES 67 ( 7-8 ) S19 - S21 2009.7
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Intracellular uptake of a new boronated porphyrin EC032 Reviewed
T. Tsurubuchi, T. Yamamoto, K. Nakai, A. Zaboronok, F. Yoshida, M. Miyakawa, M. Shirakawa, Y. Yamamoto, M. Matsuda, A. Matsumura
APPLIED RADIATION AND ISOTOPES 67 ( 7-8 ) S94 - S96 2009.7
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Boron neutron capture therapy for newly diagnosed glioblastoma: A pilot study in Tsukuba Reviewed
T. Yamamoto, K. Nakai, T. Tsurubuchi, M. Matsuda, M. Shirakawa, A. Zaboronok, K. Endo, A. Matsumura
APPLIED RADIATION AND ISOTOPES 67 ( 7-8 ) S25 - S26 2009.7
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T2 corrected quantification method of L-p-boronophenylalanine using proton magnetic resonance spectroscopy for boron neutron capture therapy. Reviewed International journal
Yohei Yamamoto, Tomonori Isobe, Tetsuya Yamamoto, Yasushi Shibata, Izumi Anno, Kei Nakai, Makoto Shirakawa, Akira Matsushita, Eisuke Sato, Akira Matsumura
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 67 ( 7-8 Suppl ) S345-7 - S347 2009.7
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The optimization of fluorescence imaging of brain tumor tissue differentiated from brain edema-In vivo kinetic study of 5-aminolevulinic acid and talaporfin sodium Reviewed
Takao Tsurubuchi, Alexander Zaboronok, Tetsuya Yamamoto, Kei Nakai, Fumiyo Yoshida, Makoto Shirakawa, Masahide Matsuda, Akira Matsumura
Photodiagnosis and Photodynamic Therapy 18 351 2009.6
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The optimization of fluorescence imaging of brain tumor tissue differentiated from brain edema-In vivo kinetic study of 5-aminolevulinic acid and talaporfin sodium Reviewed
Takao Tsurubuchi, Alexander Zoboronok, Tetsuya Yamamoto, Kei Nakai, Fumiyo Yoshida, Makoto Shirakawa, Masahide Matsuda, Akira Matsumura
PHOTODIAGNOSIS AND PHOTODYNAMIC THERAPY 6 ( 1 ) 19 - 27 2009.3
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T2 Corrected Quantification of L-p-Boronophenylalanine-Fructose Complex Using Proton MR Spectroscopy Reviewed
Yamamoto, Y, Shibata, Y, Isobe, T, Yamamoto, T, Anno, I, Nakai, K, Shirakawa, M, Matsumura, A
ICNCT proceeding 2008.1
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Synthesis and evaluation of a novel lipisome containing BPA-peptide conjugate for BNCT. Proceedings of 13th International Congress of Neutron Capture Therapy (Eds)Zonta A, Altieri S, Roveda L, Barth R. “A new opinion against cancer” Reviewed
Shirakawa, M, Yamamoto, T, Nakai, K, Aburai, K, Kawatobi, S, Tsurubuchi, T, Yamamoto, Y, Yokoyama, Y, Okuno, H, Matsumura, A
*EMPTY* 212-214 2008.1
MISC
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Development of boron ionic liquids for boron neutron capture therapy
白川真, 白川真, 亀川展幸, 堀均, 竹内亮太, 熊田博明, 榮武二, 松村明, 松村明, 鈴木実, 道上宏之
日本薬学会年会要旨集(Web) 144th 2024
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In vitro and in vivo evaluation of boron drugs targeting Glucose transporter for BNCT
木村芙弥, 寺田成那, 佐藤雄己, 鈴木実, 金谷貴行, 白川真, 白川真
日本薬学会年会要旨集(Web) 143rd 2023
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Development of Ionic Liquids Composed of BPA for Boron Neutron Capture Therapy
河本紗季, 河上清香, 坂居知憲, 寺田莉子, 鮫島未森, 佐藤雄己, 熊田博明, 榮武二, 松村明, 亀川展幸, 竹内亮太, 堀均, 鈴木実, 白川真, 白川真
日本薬学会年会要旨集(Web) 143rd 2023
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Analysis of therapeutic effect by BAMP developed for BNCT
海渡遥菜, 有田はるか, 亀川展幸, 竹内亮太, 堀均, 堀均, 本田真知子, 今重之, 佐藤雄己, 白川真, 白川真
日本薬学会年会要旨集(Web) 141年会 29P01 - 090S 2021.3
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Synthesis of a novel boron compounds added nuclear translocation abilities by a peptides
坂居知憲, 中野智恵美, 堀均, 奥田綾, 杉山正明, 重永章, 佐藤雄己, 白川真, 白川真
日本薬学会年会要旨集(Web) 141st 2021
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Development of novel formulation Using Ionic Liquids for insoluble amino acid BPA
石原和樹, 河上清香, 亀川展幸, 竹内亮太, 堀均, 堀均, 中井啓, 松村明, 佐藤雄己, 白川真, 白川真
日本薬学会年会要旨集(Web) 140th 2020
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In vitro and in vivo evaluation of a novel boron compound (BAMP) for clinical application
大本拓実, 重藤真希, 鮫島未森, 亀川展幸, 竹内亮太, 堀均, 堀均, 中井啓, 松村明, 佐藤雄己, 白川真, 白川真
日本薬学会年会要旨集(Web) 140th 2020
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新規PEG化ホウ素化合物の生体内分布とBNCTによる治療効果の評価
白川真, 白川真, 大本拓実, 重藤真希, 中井啓, 吉田文代, 竹内亮太, 堀均, 堀均, 松村明, 冨田久夫
日本薬学会年会要旨集(CD-ROM) 139th 2019
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新規ホウ素リポソーム製剤の生体内分布とその治療効果の評価
白川真, 白川真, 柏田啓江, 中井啓, 中井啓, 吉田文代, 栗林ひかり, 南田幸子, 松村明, 冨田久夫
日本薬学会年会要旨集(CD-ROM) 138th 2018
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BNCTへの応用を目指した糖含有化合物の合成研究(2)
金谷貴行, 白川真, 冨田久夫, 羽田紀康
日本糖質学会年会要旨集 37th 2018
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中性子捕捉療法のための高ホウ素濃度化リポソームの開発
白川真, 白川真, 野村彰一, 小笠原菜子, 中井啓, 吉田文代, 山本哲哉, 松村明, 冨田久夫
日本薬学会年会要旨集(CD-ROM) 137th 2017
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BNCTへの応用を目指した糖含有化合物の合成研究
金谷貴行, 白川真, 冨田久夫, 羽田紀康
日本糖質学会年会要旨集 36th 2017
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DNA breaks and cellular response induced by gadolinium neutron reaction.
Nakai K, Yamamoto Y, Shirakawa M, Yoshida F, Miyakawa M, Matsumura A, Tanaka H, Sakurai Y, Masunaga S
Presented at the 15th International Congress on Neutron Capture Therapy 0 - 0 2012.9
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ホウ素中性子捕捉療法のための新規ホウ素ポルフィリンを用いた細胞内動態の基礎的検討
中井啓, 鶴淵隆夫, 白川真, ザボロノフ アレクサンドル, 山本哲哉, 松村明
日本薬学会年会要旨集 129th ( 4 ) 2009
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ホウ素中性子捕捉療法のための新規ホウ素リポソームの開発
中井啓, 白川真, 吉田文代, 鶴淵隆夫, ZABORONOK Alexaander, 山本哲哉, 松村明, 横山祐作, 奥野洋明
日本脳神経外科学会総会抄録集(CD-ROM) 68th 2009
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ホウ素中性子補足療法(BNCT)における新規薬剤ホウ素リポソームの開発と評価
白川真, 山本哲哉, 中井啓, 横山祐作, 奥野洋明
日本薬学会年会要旨集 129th ( 4 ) 2009
Industrial property rights
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L−ｐ－ボロノフェニルアラニンの製造方法
亀川展幸, 杉原多公通, 本澤忍, 白川真
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p-ボロノフェニルアラニンを構成成分とするイオン液体
白川 真, 河上 清香, 竹内 亮太, 堀 均, 亀川 展幸
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ｐ－ボロノフェニルアラニンを構成成分とするイオン液体
白川真, 河上清香, 竹内亮太, 堀均, 亀川展幸
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イオン液体を用いたBPA製剤およびBPAを構成物質とするイオン液体
白川 真, 石原 和樹, 竹内 亮太, 堀 均, 亀川 展幸
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イオン液体を用いたBPA製剤およびBPAを構成物質とするイオン液体
白川真, 石原和樹, 竹内亮太, 堀均, 亀川展幸
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PEG化ホウ素クラスター化合物、およびPEG化ホウ素クラスター化合物を含む抗腫瘍剤、およびPEG化ホウ素クラスターを含む増感剤
白川 真, 冨田 久夫, 竹内 亮太, 堀 均, 亀川 展幸
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PEG化ホウ素クラスター化合物およびPEG化ホウ素クラスター化合物を含む抗腫瘍剤、およびPEG化ホウ素クラスター化合物を含む増感剤
白川真, 冨田久夫, 竹内亮太, 堀均
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ホウ素クラスター修飾PEG脂質誘導体およびこれを用いたリポソーム
白川真, 中井啓, 松村明
Awards
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奨励賞
2022.11 日本薬学会中国四国支部
白川真
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ベストプレゼンテーション賞
2019.9 日本中性子捕捉療法学会
白川真
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教員表彰
2018.3 福山大学
白川 真
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Best Presentation Award
2017.11 9th young researcher’s Boron Neutron Capture Therapy
SHIRAKAWA MAKOTO
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Fairchild Award
2010.10 14th International Congress on Neutron Capture Therapy
SHIRAKAWA MAKOTO
Research Projects
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Evaluation of a novel drug (BAMP) for Boron Neutron Capture Therapy
Grant number：19K18409 2019.04 - 2022.03
Japan Society for the Promotion of Science Grants-in-Aid for Scientific Research Grant-in-Aid for Early-Career Scientists
Shirakawa Makoto
Grant amount：\4290000 （ Direct expense: \3300000 、 Indirect expense：\990000 ）
A novel boron agent (BAMP) for boron neutron capture therapy (BNCT) has been successfully developed, and in vitro experiments suggest that BAMP is less toxic than the boron compound currently used in clinical practice (BPA). In vivo experiments, BAMP showed a therapeutic effect comparable to that of BPA, and the therapeutic effect was confirmed to be dose-dependent. Furthermore, BAMP is highly water-soluble, and unlike BPA, its dosage can be easily increased. Therefore, this study shows that BAMP is a promising new boron drug for BNCT, being an alternative to BPA.
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Grant number：15K21327 2015.04 - 2018.03
Japan Society for the Promotion of Science Grants-in-Aid for Scientific Research Grant-in-Aid for Young Scientists (B) Grant-in-Aid for Young Scientists (B)
SHIRAKAWA Makoto
Authorship：Principal investigator Grant type：Competitive
Grant amount：\4030000 （ Direct expense: \3100000 、 Indirect expense：\930000 ）
As a low invasive treatment for the malignant tumors, boron neutron capture therapy is featured. This study focused on liposome and developed the novel boron cluster-modified PEG lipid derivative (PBL) that is able to deliver the 10B at high concentration in the tumor.
PBL could be modified to lipid film efficiently, and the liposome that prepared with it was low toxicity in vitro. And, the liposome succeeded in 20 ppm of boron concentration and above 5 of T/B ratio in 24 hours after administration to cancer-bearing mice. As a result, when irradiated neutron beam to it, the liposome showed a significant antitumor effect in comparison with each control group. -
Grant number：25893226 2013.08 - 2015.03
Japan Society for the Promotion of Science Grants-in-Aid for Scientific Research Grant-in-Aid for Research Activity start-up Grant-in-Aid for Research Activity start-up
SHIRAKAWA Makoto
Grant amount：\2730000 （ Direct expense: \2100000 、 Indirect expense：\630000 ）
As a low invasive treatment for the malignant tumors, boron neutron capture therapy is featured. This study focused on membrane permeability peptide (TAT) and developed the new carrier that is able to deliver the high concentration boron in the tumor cell.
We prepared liposome using the boron peptide lipid analog which already succeeded in development. And the liposome were evaluated the physical property or ability of introduction into cell or cytotoxicity reaction by neutron irradiation.
The liposome which prepared at approximately 100nm succeeded in the introduction of high concentration boron into tumor cell by TAT peptide analog. So, we administered the liposome to tumor cell, and irradiated neutron beam. As a result, the liposome significantly showed cytotoxicity reaction in comparison with each control group. And the survival rate of tumor cell became less than 1%. -
ホウ素中性子補足療法（ＢＮＣＴ）への臨床展開を見据えた新規薬剤の開発研究
Grant number：12J01947 2012 - 2014.03
日本学術振興会 科学研究費助成事業 特別研究員奨励費 特別研究員奨励費
白川 真
Grant amount：\1800000 （ Direct expense: \1800000 ）
研究目的であった「中性子捕捉療法(BNCT)に用いることのできる理想的薬剤の開発研究」として、その可能性をもつ新規ホウ素化合物(ペプチド結合リン脂質類似体)の合成に成功した。本化合物は既存のホウ素化合物(BPA)と新規リン脂質類似体とをアミド結合により合成した新規化合物である。
さらに本化合物と各種リン脂質を用いて新規薬剤であるホウ素リボソームを作製し、その機能評価として、マウス大腸がん細胞(CT26)に対するホウ素集積効果により検討した。
結果、腫瘍細胞腫でのホウ素取り込み比較と腫瘍細胞内ホウ素濃度は、曝露ホウ素濃度25ppmに対して従来のホウ素化合物であるBSHのホウ素集積効果がほぼ見られない中、ホウ素リボソームは4,5μg^<10>B/1x10^6 cellsを示した。さらにホウ素リボソームにBSHを内封した製剤はさらに高いホウ素集積効果を示し、ホウ素リボソームがBSHを内封した状態でもホウ素集積を行うことができることを確認した。
よって、BNCTにおける有用な薬剤の条件のひとつである十分な腫瘍ホウ素濃度に対して、現在用いられているBSHと比較してin vitroではあるものの高いホウ素集積効果を得ることに成功した。
当初の本年度計画に組み込んだ正常細胞への影響および担癌マウスへの投与による体内分布などの実験を実施することは叶わなかったが、本結果によっても、BNCTにおいて有用な薬剤となる可能性を示すことができたと考える。 -
中性子捕捉療法のための次世代型創薬シーズの開発
2025.05 - 2026.03
岡山県 特別電源所在県科学技術振興事業
Authorship：Principal investigator
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がん細胞特異的送達能を有する核内受容体結合型水溶性ホウ素送達薬の創出
Grant number：25K09870 2025.04 - 2029.03
日本学術振興会 科学研究費助成事業 基盤研究(C)
加来田 博貴
Grant amount：\4680000 （ Direct expense: \3600000 、 Indirect expense：\1080000 ）
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BNCT用医薬品BPAの製剤学的改善と悪性脳腫瘍への応用
Grant number：25K12340 2025.04 - 2028.03
日本学術振興会 科学研究費助成事業 基盤研究(C)
白川 真
Grant amount：\4680000 （ Direct expense: \3600000 、 Indirect expense：\1080000 ）
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ホウ素中性子捕捉療法の承認薬(p-boronophenylalanine)に対する新規水溶性溶媒の開発
2023.04 - 2026.03
放射線影響協会 研究奨励助成事業
白川真
Authorship：Principal investigator
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Development of a novel multifunctional nanoliposome-based system for maintaining active agent concentration in tumor tissue during boron-neutron capture therapy
Grant number：23K06738 2023.04 - 2026.03
Japan Society for the Promotion of Science Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C)
Grant amount：\4680000 （ Direct expense: \3600000 、 Indirect expense：\1080000 ）
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BNCT用ホウ素薬剤BPAの溶解度向上による治療効果改善を目指した製剤学的研究
Grant number：22K09246 2022.04 - 2025.03
日本学術振興会 科学研究費助成事業 基盤研究(C) 基盤研究(C)
白川 真, 中井 啓
Grant amount：\4160000 （ Direct expense: \3200000 、 Indirect expense：\960000 ）
2023度、合成・調製に成功した各ホウ素含有新規イオン液体(BPA in IL)を用いて、細胞毒性試験および薬物動態試験を行った。
細胞毒性試験：V79 379細胞を96well plate に24時間、CO2インキュべーターで前培養した後、各サンプルを10uLずつ加えCO2インキュべーターでさらに24時間培養した。培地を除去した後、CCK-8と培地の混合液を加えてCO2インキュベーター内で2時間培養後、プレートリーダーで450nmにおける各wellの吸光度を測定した。結果、各BPA in ILの細胞毒性(IC50)は、BPA-Fructose complexよりも極めて低いことを確認した。
薬物動態試験：担癌マウスにBPA in ILを24mg B/kg (4800ppm, 100uL/20g) で尾静注により投与後、各群において各時間 (0.25, 1, 1.5, 2, 3, 6 hour) で無作為に選出し、採血および組織 (腫瘍、肝臓、腎臓、脳、皮膚、腫瘍部位対側の筋組織、脾臓) を摘出した。さらに、灰化法 (硝酸800uLを加え、115℃で1.5時間加熱) で液状化させたものをサンプル溶液とし、ICP-AESで組織内ホウ素濃度を測定した。結果、投与直後 (15min) において腎臓にホウ素が集積することを確認した 。また、ILに溶解させたBPAは時間経過とともに腫瘍へ貯留していかないことを確認した。腫瘍内ホウ素濃度はBNCT用薬剤の目安となる25ppm以上を達成できなかったが、投与後6時間においてT/N ratio ＞2.5は達成した。
2024度はこれらのBPA in ILに関して、中性子線照射による殺細胞効果および抗腫瘍効果を確認する。 -
ホウ素中性子捕捉療法(BNCT)のためのイオン液体を用いた新規BPA製剤の開発
2020.04
森田薬品工業株式会社 共同研究
Authorship：Principal investigator
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Boron distribution study for newly developed BNCT agents
Grant number：19K08194 2019.04 - 2022.03
Japan Society for the Promotion of Science Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C) Grant-in-Aid for Scientific Research (C)
Nakai Kei
Grant amount：\4420000 （ Direct expense: \3400000 、 Indirect expense：\1020000 ）
1. Regarding the tumor growth inhibitory effect of intravascular boron, the non-leakage Liposome group showed almost the same tumor growth as the irradiation alone group, suggesting that boron in the blood contributes little to tumor growth inhibition even by neutron irradiation. This may be due to the fact that particle beams do not reach the vascular endothelium in blood vessels more proximal than capillaries, or the degree of damage is not strong enough to block blood flow.
2. In the visualization of boron distribution using CR39, alpha rays generated in the range of 5-10 micrometers from the CR39 surface can be visualized in cells attached to CR39. Based on this result, it is considered possible to estimate the intracellular boron distribution. -
ホウ素中性子捕捉療法(BNCT)における新規薬剤としてのBAMPの効能評価
2018.04 - 2021.03
森田薬品工業株式会社 共同研究
Authorship：Principal investigator
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Study of new boron carriers using carbon nano horns
Grant number：18K07705 2018.04 - 2021.03
Japan Society for the Promotion of Science Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C) Grant-in-Aid for Scientific Research (C)
Yoshida Fumiyo
Grant type：Competitive
Grant amount：\4030000 （ Direct expense: \3100000 、 Indirect expense：\930000 ）
Carbon nanohorns (CNH) are pseudo-cylindrical materials made of a single piece of graphite with a diameter of 2-5 nm and a length of 40-50 nm. Boron-carbon nanohorns (BN-CNH) are nanoparticles that can be used as a new boron compound, containing a large amount of boron within CNH and also connected to the outer wall of the particles. To evaluate BN-CNH, boron uptake experiments using cell cultures, colony-forming assay after neutron irradiation, in vivo boron distribution after mouse tail vein and topical administration were performed. The effect of BN-CNH was limited compared to the positive control using BPA.
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ホウ素中性子捕捉療法(BNCT)のための新規薬剤開発研究
2017.04 - 2020.03
森田薬品工業株式会社 共同研究
Authorship：Principal investigator
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中性子捕捉療法（BNCT）用のホウ素化合物の探索
2013.04 - 2014.03
味の素株式会社 共同研究
Authorship：Principal investigator