研究業績

原著論文

  1. Chiral amino acid recognition by a porphyrin-based artificial receptor, Kuroda, Y.; Kato, Y.; Higashioji T.; Hasegawa, J.; Kawanami, S.; Takahashi, M.; Shiraishi, N.; Tanabe, K.; Ogoshi H. J. Am. Chem. Soc. 1995, 117, 10950–10958.
  2. α-Diazoketones as photochemical DNA cleavers: A mimic for the radical generating system of neocartinostatin chromophore, Nakatani, K.; Maekawa, S.; Tanabe, K.; Saito, I. J. Am. Chem. Soc. 1995, 117, 10635–10644.
  3. Novel synthesis of bifurans via furan-forming photocyclization of α-diketones conjugated with ene-yne, Nakatani, K.; Tanabe, K.; Saito, I. Tetrahedron Lett. 1997, 38, 1207-1210.
  4. Tandem cyclization involving carbene as an intermediate: Photochemical reactions of substituted 1,2-diketones conjugated with ene-yne, Nakatani, K.; Adachi, K.; Tanabe, K.; Saito, I. J. Am. Chem. Soc. 1999, 121, 8221–8228.
  5. Site selective formation of thymine glycol-containing oligodeoxynucleotides by oxidation with osmium tetroxide and bipyridine-tethered oligonucleotide, Nakatani, K.; Hagihara, S.; Sando S.; Miyazaki H.; Tanabe, K.; Saito, I. J. Am. Chem. Soc. 2000, 122, 6309–6310.
  6. Synthesis and properties of peptide nucleic acids containing psoralen unit, Okamoto, A.; Tanabe, K.; Saito, I. Org. Lett. 2001, 3, 925–927.
  7. Modulation of remote DNA oxidation by hybridization with peptide nucleic acids (PNA), Okamoto, A.; Tanabe, K.; Dohno, C.; Saito, I. Bioorg. Med. Chem. 2002, 10, 713­–718.
  8. Site-specific discrimination between cytosine and 5-methylcytosine in duplex DNA using peptide nucleic acids (PNA), Okamoto, A.; Tanabe, K.; Saito, I. J. Am. Chem. Soc. 2002, 124, 10262­–10263.
  9. P-loop catalytically assisting the enzymatic cleavage of single-stranded DNA, Okamoto, A.; Tanabe, K.; Saito, I. Bioorg. Med. Chem. 2003, 11, 3747–3751.
  10. Phototriggered drug release from functionalized oligonucleotides by a molecular beacon strategy, Okamoto, A.; Tanabe, K.; Inasaki, T.; Saito, I. Angew. Chem. Int. Ed. 2003, 42, 2502–2504.
  11. One-electron reduction characteristics of N(3)-substituted 5-fluorodeoxyuridines synthesized as radiation-activated prodrugs, Tanabe, K.; Mimasu, Y.; Eto, A.; Tachi, Y.; Sakakibara, S.; Mori, M.; Hatta, H.; Nishimoto, S. Bioorg. Med. Chem. 2003, 11, 4551–4556.
  12. Photo-induced DNA cleavage reaction characteristics of propargylic sulfones possessing anthraquinone chromophore, Haruna, K.; Tanabe, K.; Ishii, A.; Dai, W. –M.; Hatta, H.; Nishimoto, S. Bioorg. Med. Chem. 2003, 11, 5311–5316.
  13. In vitro and in vivo evaluation of novel antitumor prodrugs of 5-fluoro-2’-deoxyuridine activated by hypoxic irradiation, Shibamoto, Y.; Tachi Y.; Tanabe, K.; Hatta, H.; Nishimoto, S. Int. J. Radiat. Oncol. Biol. Phys. 2004, 58, 397–402.
  14. Propargylic sulfones possessing a 2-nitroimidazole function: novel hypoxic-cell radiosensitizers with intracellular non-protein thiol depletion ability, Tanabe, K.; Kojima, R.; Hatta, H.; Nishimoto, S. Bioorg. Med. Chem. Lett. 2004, 14, 2633–2635.
  15. Cleavage at 5-methylcytosine in DNA by photosensitized oxidation with 2-methyl-1,4-naphthoquinone tethered oligodeoxynucleotides, Yamada, H.; Tanabe, K.; Nishimoto, S. Bioorg. Med. Chem. Lett. 2005, 15, 665–668.
  16. Hypoxia-selective activation of 5-fluorodeoxyuridine prodrug possessing indolequinone structure: radiolytic reduction and cytotoxicity characteristics, Tanabe, K.; Makimura, Y.; Tachi, Y.; Imagawa-Sato, A.; Nishimoto, S. Bioorg. Med. Chem. Lett. 2005, 15, 2321–2324.
  17. Bioreduction activated prodrugs of camptothecin: molecular design, synthesis, activation mechanism and hypoxia selective cytotoxicity, Zhang, Z.; Tanabe, K.; Hatta, H.; Nishimoto, S. Org. Biomol. Chem. 2005, 3, 1905–1910.
  18. A new class of 5-fluoro-2’-deoxyuridine prodrugs conjugated with a tumor-homing cyclic peptide CNGRC by ester linkers: synthesis, reactivity, and tumor-cell-selective cytotoxicity, Zhang, Z.; Hatta, H.; Tanabe, K.; Nishimoto, S. Pharm. Res. 2005, 22, 381–389.
  19. Modulated drug release from the stem-and-loop structured oligodeoxynucleotide upon UV-A irradiation in the presence of target DNA, Tanabe, K.; Nakata, H.; Mukai S.; Nishimoto, S. Org. Biomol. Chem. 2005, 3, 3893–3897.
  20. Aminopeptidase N/CD13 targeting fluorescent probes: Synthesis and application to tumor cell imaging, Zhang, Z.; Harada, H.; Tanabe, K.; Hatta, H.; Hiraoka, M.; Nishimoto, S. Peptides 2005, 26, 2182–2187.
  21. Electrochemical evaluation of alternating duplex–triplex conversion effect on the anthraquinone-photoinjected hole transport through DNA duplex immobilized on a gold electrode, Tanabe, K.; Iida, H.; Haruna, K.; Kamei, T.; Okamoto, A.; Nishimoto, S. J. Am. Chem. Soc. 2006, 128, 692–693.
  22. Synthesis and DNA cleavage reaction characteristics of enediyne prodrugs activated via an allylic rearrangement by base or UV irradiation, Tachi, Y.; Dai, W. –M.; Tanabe, K.; Nishimoto, S. Bioorg. Med. Chem. 2006, 14, 3199–3209.
  23. Effects of structural modification on the DNA binding properties and photo-induced cleavage reactivity of propargylic sulfones conjugated with an anthraquinone structure, Haruna, K.; Kanezaki, H.; Tanabe, K.; Dai, W. –M.; Nishimoto, S. Bioorg. Med. Chem. 2006, 14, 4427–4432.
  24. Photo-induced release of fluorescent probe in the presence of target DNA: synergetic effect of two types of oligonucleotides with indolequinone–coumarin conjugate and flavin photosensitizer, Tanabe, K.; Tachi, Y.; Okazaki, A.; Nishimoto, S. Chem. Lett. 2006, 35, 938–939.
  25. 2-Oxoalkyl caged oligonucleotides: one-electron reductive activation into emergence of ordinary hybridization property by hypoxic X-irradiation, Tanabe, K.; Kanezaki, H.; Ishii, H.; Nishimoto, S. Org. Biomol. Chem. 2007, 5, 1242–1246.
  26. One-electron photooxidation and site-selective strand cleavage at 5-methylcytosine in DNA by sensitization with 2-methyl-1,4-naphthoquinone-tethered oligonucleotides, Tanabe, K.; Yamada, H.; Nishimoto, S. J. Am. Chem. Soc. 2007, 129, 8034–8040.
  27. Current molecular design of intelligent drugs and imaging probes targeting tumor-specific microenvironment, Tanabe, K.; Zhang, Z.; Ito, T.; Hatta, H.; Nishimoto, S. Org. Biomol. Chem. 2007, 5, 3745–3757.
  28. Photocurrent response after enzymatic treatment of DNA duplexes immobilized on gold electrodes: electrochemical discrimination of 5-methylcytosine modification in DNA, Yamada, H.; Tanabe, K.; Nishimoto, S. Org. Biomol. Chem.2008, 6, 272–277.
  29. Fluorometric identification of 5-methylcytosine modification in DNA: combination of photosensitized oxidation and invasive cleavage, Yamada, H.; Tanabe, K.; Nishimoto, S. Bioconjugate Chem. 2008, 19, 20–23.
  30. Emission under hypoxia: one-electron reduction and fluorescence characteristics of an indolequinone-coumarin conjugate, Tanabe, K.; Hirata, N.; Harada, H.; Hiraoka, M.; Nishimoto, S. ChemBioChem. 2008, 9, 426–432.
  31. One-Electron reductive template-directed ligation of oligodeoxynucleotides possessing disulfide bond, Tanabe, K.; Kuraseko, E.; Yamamoto, Y.; Nishimoto, S. J. Am. Chem. Soc. 2008, 130, 6302–6303.
  32. Photoelectrochemical evaluation of pH effect on hole transport through triplex-forming DNA immobilized on a gold electrode, Haruna, K.; Iida, H.; Tanabe, K.; Nishimoto, S. Org. Biomol. Chem. 2008, 6, 1613–1617.
  33. The pH effect on the naphthoquinone-photosensitized oxidation of 5-methylcytosine, Yamada, H.; Tanabe, K.; Ito, T.; Nishimoto, S. Chem. Eur. J. 2008, 14, 10453–10461.
  34. Radiation- and photo-induced activation of 5-fluorouracil prodrugs as a strategy for the selective treatment of solid tumors, Ito, T.; Tanabe, K.; Yamada, H.; Hatta, H.; Nishimoto, S. Molecules 2008, 13, 2370–2384.
  35. Radiolytic one-electron reduction characteristics of tyrosine derivative caged by 2-oxopropyl group, Tanabe, K.; Ebihara, M.; Hirata, N.; Nishimoto, S. Bioorg. Med. Chem. Lett. 2008, 18, 6126–6129.
  36. Radiolytic activation of cytarabine prodrug possessing 2-oxoalkyl group: one-electron reduction and cytotoxicity characteristics, Hirata, N.; Fujisawa, Y.; Tanabe, K.; Harada, H.; Hiraoka, M.; Nishimoto, S. Org. Biomol. Chem. 2009, 7, 651–654. (Selected in Hot Articles)
  37. DNA Hairpins Containing a Diaminostilbene Derivative as a Photo-induced  Electron Donor for Probing the Effects of Single-Base Mismatches on Excess Electron Transfer in DNA, Ito, T.; Hayashi, A.; Kondo, A.; Uchida, T.; Tanabe, K.; Yamada, H.; Nishimoto, S. Org. Lett. 2009, 11, 927–930.
  38. Pathways of Excess Electron Transfer in Phenothiazine-tethered DNA Containing Single-base Mismatches, Ito, T.; Kondo, A.; Kamashita, T.; Tanabe, K.; Yamada, H.; Nishimoto, S. Org. Biomol. Chem. 2009, 7, 2077–2081.
  39. Preparation and Fluorescence Properties of Fluorophore-labeled Avidin-biotin System Immobilized on Fe3O4 Nanoparticles through Functional Indolequinone Linker, Hirata, N.; Tanabe, K.; Narita, A.; Tanaka, K.; Naka, K.; Chujo, Y.; Nishimoto, S. Bioorg. Med. Chem. 2009, 17, 3775–3781.
  40. Monitoring of biological one-electron reduction by 19F-NMR using hypoxia selective activation of a 19F-labeled indolequinone derivative, Tanabe, K.; Harada, H.; Narazaki, M.; Tanaka, K.; Inafuku, K.; Komatsu, H.; Ito, T.; Yamada, H.; Chujo, Y.; Matsuda, T.; Hiraoka, M.; Nishimoto, S. J. Am. Chem. Soc. 2009, 131, 15982–15983.
  41. Indolequinone-rhodol conjugate as a fluorescent probe for hypoxic cells: enzymatic activation and fluorescence properties, Komatsu, H.; Harada, H.; Tanabe, K.; Hiraoka, M.; Nishimoto, S. MedChemComm 2010, 1, 50–53.
  42. Radiolytic cyclization of stem-and-loop structured oligodeoxynucleotide with neighboring arrangement of α,ω-bis-disulfides, Tanabe, K.; Matsumoto, E.; Ito, T.; Nishimoto, S. Org. Biomol. Chem. 2010, 8, 4837–4842.
  43. Monitoring of duplex and triplex formation by 19F NMR using oligodeoxynucleotides possessing 5-fluorodeoxyuridine unit as 19F signal transmitter, Tanabe, K.; Sugiura, M.; Nishimoto, S. Bioorg. Med. Chem. 2010, 18, 6690–6694.
  44. Anthraquinone-Sensitized Photooxidation of 5-Methylcytosine in DNA Leading to Piperidine-Induced Efficient Strand Cleavage, Yamada, H.; Kitauchi, Y.; Tanabe, K.; Ito, T.; Nishimoto, S. Chem. Eur. J. 2011, 17, 2225–2235.
  45. 13C-labeled indolequinone-DTPA-Gd conjugate for NMR probing cytochrome:P450 reductase-mediated one-electron reduction, Komatsu, H.; Tanabe, K.; Nishimoto, S. Bioorg. Med. Chem. Lett. 2011, 21, 790–793.
  46. Photoinduced electron injection into DNA by N-cyclopropyl-1-aminonaphthalene, Ito, T.; Uchida, T.; Tanabe, K.; Yamada, H.; Nishimoto, S. J. Photochem. Photobiol. A: Chem. 2011, 219, 115–121.
  47. Preparation of Functionalized Oligodeoxynucleotides and Photochemical One-electron Oxidation of 5-Methylcytosine in DNA, Tanabe, K.; Yamada, H.; Nishimoto, S. J. Synth. Org. Chem., Jpn.,2011, 69, 814–822.
  48. αvβ3-Integrin-Targeting Lanthanide Complex: Synthesis and Evaluation as a Tumor-Homing Luminescent Probe, Ito, T.; Inoue, M.; Akamatsu, K.; Kusaka, E.; Tanabe, K.; Nishimoto, S. Bioorg. Med. Chem. Lett. 2011, 21, 3515–3518.
  49. Radiolytic Reduction Characteristics of Artificial Oligodeoxynucleotides Possessing 2-Oxoalkyl Group or Disulfide Bonds, Tanabe, K.; Ito, T.; Nishimoto, S. J. Nucleic Acids,2011, ID816207.
  50. Reversible modification of oligodeoxynucleotides: click reaction at phosphate group and alkali treatment, Tanabe, K.; Ando, Y.; Nishimoto, S. Tetrahedron Lett. 2011, 52, 7135–7137.
  51. Synthesis and photooxidation of oligodeoxynucleotides containing 5-dimethylaminocytosine that functions as an efficient hole-trapping site in the positive-charge transfer through DNA duplex, Yamada, H.; Kurata, M.; Tanabe, K.; Ito, T.; Nishimoto, S. Org. Biomol. Chem. 2012, 10, 2035–2043.
  52. Reductive activation of 5-fluorodeoxyuridine prodrug possessing azide methyl group by hypoxic X-irradiation, Tanabe, K.; Ishizaki, J.; Ando, Y.; Ito, T.; Nishimoto, S. Bioorg. Med. Chem. Lett. 2012, 22, 1682–1685.
  53. Transporting Excess Electrons along Potential Energy Gradients Provided by 2'-Deoxyuridine Derivatives in DNA, Ito, T.; Hamaguchi, Y.; Tanabe, K.; Yamada, H.; Nishimoto, S. Angew. Chem. Int. Ed. 2012, 51, 7558–7561.
  54. Synthesis and One-Electron Reduction Characteristics of Radiation-Activated Prodrugs Possessing Two 5-Fluorodeoxyuridine Units, Tanabe, K.; Sugiura, M.; Ito, T.; Nishimoto, S. Bioorg. Med. Chem. 2012, 20, 5164–5168.
  55. Radiolytic reduction characteristics of drug-encapsulating DNA aggregates possessing disulfide bond, Tanabe, K.; Asada, T.; Ito, T.; Nishimoto, S. Bioconjugate Chem. 2012, 23, 1909–1914.
  56. Aggregate formation and radiolytic degradation of amphiphilic DNA block copolymer possessing disulfide bond, Tanabe, K.; Asada, T.; Nishimoto, S. Bioorg. Med. Chem. Lett. 2012, 22, 7045–7047.
  57. Ruthenium complexes with hydrophobic ligands that are key factors for optical imaging of physiological hypoxia, Komatsu, H.; Yoshihara, K.; Yamada, H.; Kimura, Y.; Son, A.; Nishimoto, S.; Tanabe, K. Chem. Eur. J. 2013, 19, 1971–1977.
  58. Chemical ligation of oligodeoxynucleotides by X-irradiation and its application to regulation of G-quadruplex formation, Tanabe, K.; Mizoe, T.; Sugiura, M.; Okada, K.; Nishimoto, S. Bioorg. Med. Chem. Lett. 2013, 23, 2098–2100.
  59. Stepwise Regulation of Hole Transport in DNA by Control of Triplex Formation, Haruna, K.; Iida, H.; Nishimoto, S. Tanabe, K. Bioorg. Med. Chem. 2013, 21, 2682–2686.
  60. Site-Specific DNA oxidation by a Dinuclear Copper Complex Containing a Photoisomerizable Azobenzene Ligand, Ito, T.; Akamatsu, K.; Takeuchi, K.; Satani, M.; Tanabe, K.; Nishimoto, S. Inorg. Chim. Acta, 2013, 408, 230–234.
  61. Enzyme-Catalyzed Conversion of Chemical Structures on the Surface of Gold Nanorods, Kusaka, E.; Ito, T.; Tanabe, K.; Nishimoto, S. Bioconjugate Chem. 2013, 24, 1435–1444.
  62. Probing DNA mismatched and bulged structures by 19F NMR using oligodeoxynucleotides with 19F-labeled nucleobase, Tanabe, K.; Tsuda, T.; Ito, T.; Nishimoto, S. Chem. Eur. J. 2013, 19, 15133–15140.
  63. Electron Transport through 5-Substituted Pyrimidines in DNA: Electron Affinities of Uracil and Cytosine Derivatives Differently Affect the Apparent Efficiencies, Ito, T.; Kurihara, R.; Utsumi, N.; Hamaguchi, Y.; Tanabe, K.; Nishimoto, S. Chem. Comm. 2013, 49, 10281–10283.
  64. Oligonucleotides with consecutive alkylated phosphate units: Aggregation characteristics and drug transport into living cells, Tanabe, K.; Ando, Y.; Hara, D.; Ito, T.; Nishimoto, S. RSC advances 2014, 4, 13367–13370.
  65. Regulation of DNAzyme function by hypoxic irradiation that induces one-electron reduction of 2-oxoalkyl group on thymine base. Kanezaki, H.; Nishimoto, S.; Tanabe, K. Rapid Communication in Photoscience 2014, 3, 79-80.
  66. Phosphorescent Ruthenium Complexes with Nitroimidazole Unit that Image Oxygen Fluctuation in Tumor Tissue, Son, A.; Kawasaki, A.; Hara, D.; Ito, T.; Tanabe, K. Chem. Eur. J. 2015, 21, 2527–2536.
  67. Hypoxic X-irradiation as an external stimulus for conformational change of oligodeoxynucleotides that possess disulfide bond and regulation of DNAzyme function. Tanabe, K.; Okada, K.; Sugiura, M.; Ito, T.; Nishimoto, S. Bioorg. Med. Chem. Lett. 2015, 25, 310–312.
  68. Controlling localization and excretion of nanoparticles by click modification of the surface chemical structures inside living cells. Ito, T.; Nakamura, T.; Kusaka, E.; Kurihara, R.; Tanabe, K. ChemPlusChem 2015, 80, 796–799.
  69. Water-soluble phosphorescent ruthenium complex with a fluorescent coumarin unit for ratiometric sensing of oxygen levels in living cells. Hara, D.; Komatsu, H.; Son, A.; Nishimoto, S.; Tanabe, K. Bioconjugate Chem. 2015, 26, 645–649.
  70. Confined Singlet Oxygen in Mesoporous Silica Nanoparticles: Selective Photochemical Oxidation of Small Molecules in Living Cells. Nakamura, T.; Son, A.; Umehara, Y.; Ito, T.; Kurihara, R.; Ikemura, Y.; Tanabe, K. Bioconjugate Chem. 2016, 27, 1058-1066.
  71. Preparation of alkyne-labeled 2-nitroimidazoles for identification of tumor hypoxia by Raman spectroscopy. Kurihara, R.; Ikemura, Y.; Tanabe, K. Bioorg. Med. Chem. Lett. 2016, 26, 4892-4894.
  72. Dioxetane formation and chemiluminescent emission upon the combination of a vinylphenol derivative with naphthalene endoperoxide. Umehara, Y.;Son, A.; Kondo, T.; Tanabe, K. RSC advances 2017, 7, 9472-9475.
  73. Aggregate Formation of Oligonucleotides that Assist Molecular Imaging for Tracking of the Oxygen Status in Tumor Tissue. Yoshihara, K.; Takagi, K.; Son, A.; Kurihara, R.; Tanabe, K. ChemBioChem 2017, 18, 1650-1658.
  74. Tracking the oxygen status in the cell nucleus by using a Hoechst tagged phosphorescent ruthenium complex, Hara, D.; Umehara, Y.; Son, A.; Asahi, W.; Misu, S.; Kurihara, R.; Kondo, T.; Tanabe, K. ChemBioChem 2018, 18, 956-962.
  75. Phosphorescent Ruthenium Complexes with Bromopyrene Unit that Enhance oxygen sensitivity, Kurihara, R.; Ikegami, R.; Asahi, W.; Tanabe, K. Bioorg. Med. Chem. 2018, 26, 4595-4601.
  76. Release of small molecules from aggregates consisting of an amphiphilic oligonucleotide functionalized by a photochromic azobenzene unit, Itagaki, T.; Kurihara, R.; Tanabe, K. Tetrahedron Lett. 2018, 59, 3112-3115.
  77. Confinement of singlet oxygen generated from ruthenium complex-based oxygen sensor in the pores of mesoporous silica nanoparticles, Kitajima, N.; Umehara, Y.; Son, A.; Kondo, T.; Tanabe, K. Bioconjugate Chem. 2018, 29, 4168-4175.
  78. Glutathione arrest in the pores of mesoporous silica nanoparticles bearing maleimide units to enhance the radiation effects, Ito, M.; Kurihara, R.; Tanabe, K. Photomed. Photobiol. 2019, in press.
  79. Easy access to water-soluble cationic porphyrin-β-carboline conjugates as potent photocytotoxic and DNA cleaving agents. Reddy, P. O. V.; Shekar, K. P. C.; Khandagale, S. B.; Hara, D.; Son, A.; Ito, T.; Tanabe, K. Kumar, D. Asian J. Org. Chem. 2019, 8, 269-274.
  80. Enzymatic activation of indolequinone-substituted 5-fluorodeoxyuridine prodrugs in hypoxic cells, Jiho, Y.; Kurihara, R.; Kawai, K.; Yamada, H.; Uto, Y.; Tanabe, K. Bioorg. Med. Chem. 2019, in press.
  81. Biological reduction of nitroimidazole-functionalized gold nanorods for photoacoustic imaging of tumor hypoxia, Umehara, Y.; Kageyama, T.; Son, A.; Kondo, T.; Tanabe, K. RSC Advances 2019, in press.

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