Development of Glycoconjugated Hybrid Metal Complexes for the Next-Generation Advanced Medical Care

• Project/Area Number: 19350031
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Inorganic chemistry
• Research Institution: Kyoto University (2008-2010); Nara Women's University (2007)
• Principal Investigator: YANO Shigenobu Kyoto University, 物質創成科学研究科, 客員教授 (60011186)
• Co-Investigator(Kenkyū-buntansha): OBATA Makoto 山梨大学, 大学院・医学工学総合研究部, 准教授 (70343267) ; MORIMOTO Keiko 奈良女子大学, 生活環境学部, 教授 (30220081) ; OOI Hiromi 京都大学, 産官学連携センター, 助教 (80452522) ; URUMA Yoshiyuki 米子工業高等専門学校, 物質工学科, 助教 (70442457) ; AKASHI Haruo 岡山理科大学, 自然科学研究所, 教授 (30221708) ; SHIBAHARA Takashi 岡山理科大学, 理学部, 教授 (30122386)
• Project Period (FY): 2007 – 2010
• Project Status: Completed (Fiscal Year 2010)
• Budget Amount: ¥18,720,000 (Direct Cost: ¥14,400,000、Indirect Cost: ¥4,320,000); Fiscal Year 2010: ¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000); Fiscal Year 2009: ¥4,810,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥1,110,000); Fiscal Year 2008: ¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000); Fiscal Year 2007: ¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
• Keywords: 金属錯体 / 糖 / 医療 / 光線力学療法 / 制がん剤 / 光増感剤 / バイオメカニズム / ハイブリッド体 / 糖鎖 / シッフ塩基 / 薬理活性 / 白金錯体 / パラジウム錯体 / 配糖錯体 / Re錯体 / クリックケミストリー

Research Abstract

We have succeeded in isolation of high-performance sugar linked photosensitizers for photodynamic therapy and anticancer novel metal complexes which might be available for next-generation advanced medical care.

Research Products

• [Journal Article] The development of the novel photodynamic therapy with glycoc onjugated chlorine for gastric and colon cancer (2011)
  • Author(s): M.Tanaka, H.Kataoka, M.Mabuchi, S.Sakuma, S.Takahashi, R.Tsujii, H.Akashi, S.Yano, A.Morita, T.Joh
  • Journal Title: Anticancer Res 31(3) Pages: 763-769
  • Peer Reviewed
• [Journal Article] Mitochondrial mode of action of a thymidine-based cisplatin analog break resistance in cancer cells (2011)
  • Author(s): L.A.Onambele
  • Journal Title: Eur.J.Chem Volume: 16 Pages: 14498-14505
  • Peer Reviewed
• [Journal Article] The development of the novel photodynamic therapy with glycoconjugatechlorine for gastric and colon cancer (2011)
  • Author(s): M.Tanaka
  • Journal Title: Anticancer Res Volume: 31 Pages: 763-769
  • Peer Reviewed
• [Journal Article] Effect and Mechanism of a New Photodynamic Therapy with Glycoconjugated Fullerene (2010)
  • Author(s): E.Otake, S.Sakuma, K.Torii, A.Maeda, H.Ohi, S.Yano, A.Morita
  • Journal Title: Photchem. Photobiol 86 Pages: 1356-1363
  • Peer Reviewed
• [Journal Article] Mitochondrial mode of action of a thymidine-based cisplatin analog breaks resistance in cancer cells (2010)
  • Author(s): L.A.Onambele, D.Koth, J.A.Czaplewska, Ul.S.Schubert, H.Gorls, S.Yano, M.Obata, M.Gottschaldt, A.Prokop
  • Journal Title: Eur.J.Chem. 16 Pages: 14498-14505
  • Peer Reviewed
• [Journal Article] Sugar-selective enrichment of D-glucose substituted ruthenium bipyridyl complex inside HepG2 cancer cells (2010)
  • Author(s): M.Gottschaldt, U.S.Schubert, .S.Rau, S.Yano, J.G.Vos, T.Kroll, J.Clement, I.Hilger
  • Journal Title: ChemBioChem. 11 Pages: 649-652
  • Peer Reviewed
• [Journal Article] Cationic technetium and rhenium complexes with pendant carbohydrates (2010)
  • Author(s): C.L.Ferreira, F.L.N.Marques, M.R.Y.Okamoto, A.H.Otake, Y.Sugai, Y.Mikata, T.Storr, M.Bowen, S.Yano, M.Adam, R.Chammas, C.Orvig
  • Journal Title: Appl.Radiat. Isotopes 68 Pages: 1087-1093
  • Peer Reviewed
• [Journal Article] Control of aggregation property of tris(maltohexaose)-linked porphyrins with an alkyl chain (2010)
  • Author(s): Y.Mikata, T.Sawaguchi, T.Kakuchi, M.Gottschaldt, U.S.Schubert, H.Ohi, S.Yano
  • Journal Title: Eur.J.Org.Chem. Pages: 663-671
  • Peer Reviewed
• [Journal Article] Mechanism of a New Photodynamic Therapy with Glycoconjugated Fullerene (2010)
  • Author(s): E.Otake
  • Journal Title: Photchem.Photobiol Volume: 86 Pages: 1356-1363
  • Peer Reviewed
• [Journal Article] Sugar-selective enrichment of D-glucose substituted ruthenium bipyridyl complex inside HepG2 cancer cells (2010)
  • Author(s): M. Gottschaldt, U. S. Schubert, S. Rau, S. Yano, 4番日, 他4名
  • Journal Title: Chem Bio Chem. 11 Pages: 649-652
  • Peer Reviewed
• [Journal Article] Synthesis, Photophysical Properties and Sugar-Dependent In Vitro Photocytotoxicity of Pyrrolidine-Fused Chlorins bearing S-Glycosides (2009)
  • Author(s): S.Hirohara, M.Obata, H.Alitomo, K.Sharyo, T.Ando, M.Tanihara, S.Yano
  • Journal Title: J.Phtochem. Photobiol, B : Biol. 97 Pages: 22-33
  • Peer Reviewed
• [Journal Article] EXAFS Study on Reaction of Anti-tumor Platinum Complexes with Reduced Glutathione (2009)
  • Author(s): M.Obata, M.Harada, H.Ohi, S.Hirohara, M.Gottchaldt, S.Yano
  • Journal Title: Chem.Pharm.Bull. 57 Pages: 1107-1109
  • Peer Reviewed
• [Journal Article] N-Glycoside Complexes of Nickel (II) ; Probing Carbohydrate-Transition Metal Interactions (2009)
  • Author(s): D.Jones, M.van Holst, S.Yano, T.Tanase, J.Aldrich-Wright
  • Journal Title: Aust.J.Chem. 62 Pages: 265-268
  • Peer Reviewed
• [Journal Article] Rhenium and 99m-technetium complexes of monosaccharide based tripodal triamines as potential radio imaging agents (2009)
  • Author(s): M.Gottschaldt, C.Bohlender, D.Muller, I.Klette, R.P.Baum, S.Yano, U.S.Schubert
  • Journal Title: Dalton Trans Pages: 5148-5154
  • Peer Reviewed
• [Journal Article] In Vitro Heavy-Atom Effect of Palladium (II) and Platinum (II) Complexes of Pyrrolidine-Fused Chlorin in Photodynamic Therapy (2009)
  • Author(s): M.Obata, S.Hirohara, R.Tanaka, I.Kinoshita, K.Ohkubo, S.Fukuzumi, M.Tanihara, S.Yano
  • Journal Title: J.Med.Chem. 52 Pages: 2747-2753
  • Peer Reviewed
• [Journal Article] Synthesis and Photocytotoxicity of S-Glucosylated 5,10,15,20-Tetrakis(tetrafluorophenyl)porphyrin Metal Complexes as Efficient 1^<O>_2-Generating Glycoconjugates (2009)
  • Author(s): S.Hirohara, M.Obata, H.Alitomo, K.Sharyo, T.Ando, S.Yano, M.Tanihara
  • Journal Title: Bioconjugate Chem. 20 Pages: 944-952
  • Peer Reviewed
• [Journal Article] Preaparation and conformational analysis of C-glycosylβ^<2>- and β/β^<2>-peptides (2009)
  • Author(s): Y.Inaba, T.Kawakami, S.Alimoto, T.Ikegami, T.Takeuchi, T.Nakazawa, S.Yano, Y.Mikata
  • Journal Title: Carbohydr. Res. 344 Pages: 613-626
  • Peer Reviewed
• [Journal Article] Synthesis, Photophysical Properties and Sugar-Dependent In Vitro Photocytotoxicity of Pyrrolidine-Fused Chlorins bearing S-Glycosides (2009)
  • Author(s): S. Hirohara, M. Obata, H. Alitomo, K. Sharyo, S. Yano, 7番日, 他2名
  • Journal Title: J. Phtochem. Photobiol, B : Biol. 97 Pages: 22-33
  • Peer Reviewed
• [Journal Article] In Vitro Heavy-Atom Effect of Palladium (II) and Platinum (II) Complexes of Pyrrolidine-Fused Chlorin in Photodynamic Therapy (2009)
  • Author(s): M. Obata, S. Hirohara, R. Tanaka, I. Kinoshita, 8番日, 他4名
  • Journal Title: J.Med.Chem. 52 Pages: 2747-2753
  • Peer Reviewed
• [Journal Article] Synthesis, Photophysical Properties and Sugar-Dependent In Vitro Photocytotoxicity of Pyrrolidine-Fused Chlorins bearing S-Glycosides (2009)
  • Author(s): S.Hirohara
  • Journal Title: J.Phtochem.Photobiol, B : Biol. 97 Pages: 22-33
  • Peer Reviewed
• [Journal Article] Antioxidant action of sugar-pendant C_<60> fullerenes (2009)
  • Author(s): M.Horie
  • Journal Title: Bioorg.Med.Chem.Lett. 9 Pages: 5902-5904
  • Peer Reviewed
• [Journal Article] In Vitro Heavy-Atom Effect of Palladium (II) and Platinum (II) Complexes of Pyrrolidine-Fused Chlorin in Photodynamic Therapy (2009)
  • Author(s): M.Obata
  • Journal Title: J.Med.Chem. 52 Pages: 2747-2753
  • Peer Reviewed
• [Journal Article] Estrogen Replacement Suppresses Pressor Response and Oxidative Stress Induced by Cage-switch Stress in Ovariectomized Rats (2008)
  • Author(s): K.Morimoto, S.Yan (8人)
  • Journal Title: Ann.N.Y.Acad.Sci. 1148 Pages: 213-218
  • Peer Reviewed
• [Journal Article] Structure-Photodynamic Effect Relationships of 24 Glycoconjugated Photosensitizers in HeLa Cells (2008)
  • Author(s): S.Hirohara, M.Obata, H.Alitomo, K.Sharyo, S.Ogata, C.Ohtsuki, S.Yano, T.Ando, M.Tanihara
  • Journal Title: Biol.Pharm. Bull. 31 Pages: 2265-2272
  • NAID: 110007005027
  • Peer Reviewed
• [Journal Article] Syntheses, structural characterization and photophysical properties of 4-(2-pyridyl)-1, 2, 3-triazole rhenium (I) complexes (2008)
  • Author(s): M.Obata, A.Kitamura, A.Mori, C.K.J.A.Czaplewska, R.Tanaka, I Kinoshita, T.Kusumoto, H.Hashimoto, M.Harada, Y.Mikata, T.Funabiki, S.Yano
  • Journal Title: Dalton Trans. Pages: 3292-3300
  • Peer Reviewed
• [Journal Article] Syntheses, structural characteriza tion and photophysical properties of 4-(2-pyridyl)-1, 2, 3- triazole rhenium (I) complexes (2008)
  • Author(s): M. Obata, A. Kitamura, A. Mori, C. K. J. A. Czaplewska, 12番日, 他7名
  • Journal Title: Dalton Trans. Pages: 3292-3300
  • Peer Reviewed
• [Journal Article] Syntheses, structural characterization and photophysical properties of 4-(2-pyridyl)-l, 2, 3-triazole rhenium(I)complexes (2008)
  • Author(s): M. Obata
  • Journal Title: Dalton Transactions 25 Pages: 2392-3300
  • Peer Reviewed
• [Journal Article] A general route to pendant C-glycosyl 1, 2-and1, 3-diamines (2008)
  • Author(s): Y. Inaba
  • Journal Title: Carbohydr. Res. 343(5) Pages: 941-950
  • Peer Reviewed
• [Journal Article] Estrogen Replacement. Suppresses Pressor Response and Oxidative, Stress Induced by Cage-switch Stress in Ovariectomized Rats (2008)
  • Author(s): K. Morimoto
  • Journal Title: Ann. N. Y. Acad. Sci 1148 Pages: 213-218
  • Peer Reviewed
• [Journal Article] Asymmetric Sulfur Atom Coordination in a Copper (II) Dipicolylamine (DPA) Complex with a Thioglycoside Ligand (2007)
  • Author(s): Y.Sugai, T Fujimoto, S.Fujii, S Yano, Y.Mikata,
  • Journal Title: Dalton Trans. Pages: 3705-3709
  • Peer Reviewed
• [Journal Article] Synthesis and structure of novel sugar substituted bipyridine complexes of rhenium and 99m-technetium (2007)
  • Author(s): M.Gottschaldt, S.Yano, 他5名
  • Journal Title: Chem.Eur.J. 13 Pages: 10273-10280
  • 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): M.Obata, S.Yano, 他7名
  • Journal Title: Biochim. Biophys. Acta 1770 Pages: 1204-1211
  • Peer Reviewed
• [Journal Article] Asymmetric Sulfur Atom Coordination in a Copper (II) Dipicolylamine (DPA) Complex with a Thioglycoside Ligand (2007)
  • Author(s): Y. Sugai, T. Fujimoto, S. Fujii, S Yano, Y. Mikata
  • Journal Title: Dalton Trans Pages: 3705-3709
  • Peer Reviewed
• [Journal Article] Facial synthesis of 2-(β-C-glucopyranosyl)-β-amino acid: A new class of glycopeptide building block (2007)
  • Author(s): Y. Inaba
  • Journal Title: Terahedron. Lett. 48 Pages: 993-997
  • Peer Reviewed
• [Journal Article] Control of Intramolecular Ether Oxygen Coordination in the Crystal Structure of the Copper(II)Complexes with Dipicolylamine(DPA)-Derived Ligands (2007)
  • Author(s): Y. Mikata
  • Journal Title: Eur. J. Inorg. Chem. Pages: 1143-1149
  • Peer Reviewed
• [Journal Article] Asymmetric Sulfur Atom Coordination in a Copper(II)Dipicolylamine(DPA)Complex with a Thioglycoside Ligand (2007)
  • Author(s): Y. Sugai
  • Journal Title: Dalton Transactions Pages: 3705-3709
  • Peer Reviewed
• [Journal Article] Current states and future views in photodynamic therapy
  • Author(s): S.Yano, S.Hirohara, M.Obata, Y.Hagiya, S.Ogura, A.Ikeda, H.Kataoka, M.Tanaka, T.Joh
  • Journal Title: J.Photochem. Photobiol., C (in press)
  • NAID: 10029471944
  • Peer Reviewed
• [Presentation] 高性能光線力学療法用糖鎖連結光増感剤の開発 (2011)
  • Author(s): S.Yano
  • Organizer: 高分子北海道支部講演会
  • Place of Presentation: 札幌
  • Year and Date: 2011-02-01
• [Presentation] 高性能光線力学療法用糖鎖連結光増感剤の開発 (2011)
  • Author(s): 矢野重信
  • Organizer: 高分子北海道支部講演会
  • Place of Presentation: 北海道大学
  • Year and Date: 2011-02-01
• [Presentation] 糖鎖連結光感作物質の開発の現状と未来 (2009)
  • Author(s): 矢野重信
  • Organizer: 第1回光学医療センターセミナー
  • Place of Presentation: 名古屋
  • Year and Date: 2009-12-11
• [Presentation] 糖鎖連結光感作物質の開発の現状と未来 (2009)
  • Author(s): 矢野重信
  • Organizer: 第1回光学医療センターセミナー
  • Place of Presentation: 名古屋市立大学
  • Year and Date: 2009-12-11
• [Presentation] Remarkable Photodynamic Effect of Glycoconjugated C60 Fullerenes (2008)
  • Author(s): S.Yano
  • Organizer: The 8^<th> International Porphyrin-Heme Symposium
  • Place of Presentation: Matsue (Invited)
  • Year and Date: 2008-10-16
• [Presentation] Remarkable Photodynamic Effect of Glycoconjugated C60 Fullerenes (2008)
  • Author(s): S. Yano
  • Organizer: The 8^<th> International Porphyrin-Heme Symposium, Matsue
  • Place of Presentation: Japan
  • Year and Date: 2008-10-16
• [Presentation] Remarkable Photodynamic Effect of Glycoconjugated C60 Fullerenes (2008)
  • Author(s): 矢野重信
  • Organizer: The 8th International Porphyrin-Heme Symposium
  • Place of Presentation: Matsue, Japan
  • Year and Date: 2008-10-16
• [Presentation] 光線力学療法用糖鎖連結ハイブリッド光増感剤のデザイン合成 (2008)
  • Author(s): 矢野重信
  • Organizer: 日本化学会第88春季年会
  • Place of Presentation: 東京
  • Year and Date: 2008-03-30
• [Presentation] Development of glycoconjugated photosensitizers for photodynamic Therapy (2007)
  • Author(s): S.Yano
  • Organizer: 7^<th> International Conference on Tetrapyrrole Photoreceptors in Photosynthetic Organisms
  • Place of Presentation: Kyoto
  • Year and Date: 2007-12-11
• [Presentation] Development of glycoconjugated photosensitizers for photodynamic Therapy (2007)
  • Author(s): S. Yano
  • Organizer: 7^<th> International Conference on Tetrapyrrole Photoreceptors in Photosynthetic Organisms, Kyoto
  • Year and Date: 2007-12-11
• [Presentation] Development of glycoconjugated photosensitizers for photodynamic Therapy (2007)
  • Author(s): S. Yano
  • Organizer: 7th International Conference on Tetrapyrrole Photoreceptors in Photosynthetic Organisms
  • Place of Presentation: 京都
  • Year and Date: 2007-10-12
• [Presentation] Recent Progress of Glycoconjugated Metal Complexes and their Functions (2007)
  • Author(s): S.Yano
  • Organizer: 2007-(28^<th>)-International Conference on Science & Technology
  • Place of Presentation: Prague, Czech Republi
  • Year and Date: 2007-07-05
• [Presentation] Recent Progress of Glycoconjugated Metal Complexes and their Functions (2007)
  • Author(s): S. Yano
  • Organizer: 2007-(28^<th>)-International Conference on Science & Technology, Prague, Czech Republic
  • Year and Date: 2007-07-05
• [Book] J.F.Allen, E.Gantt, J.H.Golbeck, and B.Osmond, Eds., Springer. (Syntheses and Photochemical Properties of Trimanganese Compexes Containing Naphtyl Moieties) (2008)
  • Author(s): S.Yano, M.Nakai, H.Ohi, T.Funabiki, R.Tanaka, I.Kinoshita, M.Obata
  • Publisher: Photosynthesis. Energy from the sun
• [Book] Photosynthesis. Energy from the sun(J. F. Allen, E. Gantt, J. H. Golbeck, and B. Osmond, Eds., Syntheses and Photochemical Properties of Trimanganese Compexes Containing Naphtyl Moieties) (2008)
  • Author(s): S. Yano, M. Nakai, H. Ohi, T. Funabiki, R. Tanaka, I. Kinoshita, M. Obata
  • Publisher: Springer