北海道大学大学院 薬学研究院 創薬科学部門 創薬化学分野
薬化学研究室 Laboratory of Medicinal Chemistry
 

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 発表論文 2005

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  1. 1.Kaga, D.; Minakawa, N.; Matsuda, A.
    Nucleosides and Nucleotides. 232. Synthesis of 2´-C-methyl-4´-thiocytidine: Unexpected anomerization of the 2´-keto-4´-thionucleoside precursor.
    Nucleosides, Nucleotides & Nucleic Acids 2005, 24, 1789-1800. DOI: 10.1080/15257770500267204

  2. 2.Kudoh, T.; Fukuoka, M.; Shuto, S.; Matsuda, A.
    Synthesis of biological activity of cyclic ADP-carbocyclic-ribose analogs: Structure-activity relationship and conformational analysis of N-1-carbocyclic-ribose moiety.
    Nucleosides, Nucleotides & Nucleic Acids 2005, 24, 655-658. DOI: 10.1081/NCN-200060167

  3. 3.Inoue, N.; Kaga, D.; Minakawa, N.; Matsuda, A.
    Practical synthesis of 2´-deoxy-4´-thioribonucleosides: Substrates for the synthesis of 4´-thioDNA.
    J. Org. Chem. 2005, 70, 8597-8600. DOI: 10.1021/jo051248f
           


  4. 4.Terauchi, M.; Matsuda, A.; Shuto, S.
    Efficient synthesis of β-C-glucosides via radical cyclization with a silicon tether based on the conformational restriction strategy.
    Tetrahedron Lett. 2005, 46, 6555-6558. DOI: 10.1016/j.tetlet.2005.07.087
           

  5. 5.Liu, X.; Guo, Y.; Li, Y.; Jiang, Y.; Chubb, S.; Azuma, A.; Huang, P.; Matsuda, A.; Hittelman, W.; Plunkett, W.
    Molecular basis for G2 arrest induced by 2´-C-cyano-2´-deoxy-1-β-D-arabino-pentofuranosylcytosine and consequences of checkpoint abrogation.
    Cancer Res. 2005, 65, 6874-6881. DOI: 10.1158/0008-5472.CAN-05-0288

  6. 6.Hashii, M.; Shuto, S.; Fukuoka, M.; Kudoh, T.; Matsuda, A.; Higashida, H.
    Amplification of depolarization-induced and rynodine-sensitive cytosolic Ca2+ elevation by synthetic carbocyclic analogs of cyclic ADP-ribose and their antagonistic effects in NG108-15 neuronal cells.
    J. Neurochem. 2005, 94, 316-323. DOI: 10.1111/j.1471-4159.2005.03197.x

  7. 7.Sukeda, M.; Matsuda, A.; Shuto, S.
    Radical hydrogen abstraction-cyclization with a 2-bromovinylsilyl group as a bifunctional tether.
    Tetrahedron 2005, 61, 7865-7873. DOI: 10.1016/j.tet.2005.06.021
           

  8. 8.Iizuka, D.; Inanami, O.; Matsuda, A.; Kashiwakura, I.; Asanuma, T.; Kuwabara, M.
    X irradiation induces the proapoptotic state independent of the loss of clonogenic ability in chinese hamster V79 cell.
    Rad. Res. 2005, 164, 36-44. DOI: 10.1667/RR3393

  9. 9.Kazuno, H.; Sakamoto, K.; Fujioka, A.; Fukushima, M.; Matsuda, A.; Sasaki, T.
    Possible antitumor activity of 1-(3-C-ethynyl-β-D-ribo-pentofuranosyl)cytosine (ECyd, TAS-106) against an established gemcitabine (dFdCyd)-resistant human pancreatic cancer cell lines.
    Cancer Sci. 2005, 96, 295-302. DOI: 10.1111/j.1349-7006.2005.00046.x

  10. 10.Changalov, M. M.; Ivanova, G. D.; Rangelov, M. A.; Acharya, P.; Acharya, S.; Minakawa, N.; Foeldesi, A.; Stoineva, I. B.; Yomtova, V. M.; Roussev, C. D.; Matsuda, A.; Chattopadhyaya, J.; Petkov, D. D.
    2´/3´-O-Peptidyl adenosine as a general base catalyst of its own external peptidyl transfer: Implications for the ribosome catalytic mechanism.
    ChemBioChem 2005, 6, 992-996. DOI: 10.1002/cbic.200400349

  11. 11.Hoshika, S.; Minakawa, N.; Kamiya, H.; Harashima, H.; Matsuda, A.
    RNA interference induced by siRNAs modified with 4´-thioribonucleosides in cultured mammalian cells.
    FEBS Lett. 2005, 579, 3115-3118. DOI: 10.1016/j.febslet.2005.04.073

  12. 12.Kato, Y.; Minakawa, N.; Komatsu, Y.; Kamiya, H.; Ogawa, N.; Harashima, H.; Matsuda, A.
    New NTP analogs: the synthesis of 4´-thioUTP and 4´-thioCTP and their utility for SELEX.
    Nucleic Acids Res. 2005, 33, 2942-2951. DOI: 10.1093/nar/gki578

  13. 13.Murata, S.; Ichikawa, S.; Matsuda, A.
    Synthesis of galactose-linked uridine derivatives with simple linkers as potential galactosyltransferase inhibitors.
    Tetrahedron 2005, 61, 5837-5842.
    DOI: 10.1016/j.tet.2005.04.019
           


  14. 14.Yokogawa, T.; Naito, T.; Kanada, H.; Taketori, S.; Takenaka, K.; Sasaki, T.; Matsuda, A.; Fukushima, M.; Kim, H.-S.; Wataya, Y.
    Inhibitory mechanism of 1-(3-C-ethynyl-β-D-ribopentofuranosyl)uracil (EUrd) on RNA synthesis.
    Nucleosides, Nucleotides & Nucleic Acids 2005, 24, 227-232.
    DOI: 10.1016/0960-894X(96)00339-3

  15. 15.Kudoh, T.; Fukuoka, M.; Ichikawa, S.; Murayama, T.; Ogawa, Y.; Hashii, M.; Higashida, H.; Kunerth, S.; Weber, K.; Guse, A. H.; Potter, B. V. L.; Matsuda, A.; Shuto, S.
    Synthesis of stable and cell-type selective analogues of cyclic ADP-ribose, a Ca2+-mobilizing second messenger. Structure-activity relationship of the N1-ribose moiety.
    J. Am. Chem. Soc. 2005, 127, 8846-8855. DOI: 10.1021/ja050732x
           

  16. 16.Hirano, S.; Ichikawa, S.; Matsuda, A.
    Total synthesis of caprazol, a core structure of the caprazamycin antituberculosis antibiotics.
    Angew. Chem., Int. Ed. 2005, 44, 1854-1856. DOI: 10.1002/anie.200462439
           


  17. 17.Takagi, C.; Sukeda, M.; Kim, H.-S.; Wataya, Y.; Yabe, S.; Kitade, Y.; Matsuda, A.; Shuto, S.
    Synthesis of 5´-methylenearisteromycin and its 2-fluoro derivative with potent antimalarial activity due to inhibition of the parasite S-adenosylhomocystein hydrolase.
    Org. Biomol. Chem. 2005, 3, 1245-1251. DOI: 10.1039/B418829B
           

  18. 18.Terauchi, M.; Yahiro, Y.; Abe, H.; Ichikawa, S.; Tovey, S. C.; Dedos, S. G.; Taylor, C. W.; Potter, B. V. L.; Matsuda, A.; Shuto, S.
    Synthesis of 4,8-anhydro-D-glycero-D-ido-nonanitol 1,6,7-triphosphate as a novel IP3 receptor ligand using a stereoselective radical cyclization reaction based on a conformational restriction strategy.
    Tetrahedron 2005, 61, 3697-3707. DOI: 10.1016/j.tet.2005.02.025
           

  19. 19.Hikishima, S.; Minakawa, N.; Kuramoto, K.; Fujisawa, Y.; Ogawa, M.; Matsuda, A.
    Synthesis of 1,8-naphthyridine C-nucleosides and their base-pairing properties in oligodeoxyribonucleotides: Thermally stable naphthyridine:imidazopyridopyrimidine base-pairing motifs.
    Angew. Chem., Int. Ed. 2005, 44, 596-598. DOI: 10.1002/anie.200461857