2000年

  1. ・M. Kashiwayanagi, K. Tatani, S. Shuto, A. Matsuda, Inward current responses to IP3 and adenophostin-analogues in turtle olfactory sensory neurons. Eur. J. Neurosci., 2000, 12, 606-612.
  2. ・Y. Sumita, M. Shirato, Y. Ueno, A. Matsuda, S. Shuto, Toward the total synthesis of cyclic ADP-carbocyclic-ribose. Formation of the intramolecular pyrophosphate linkage by conformationally restriction in a syn-form using a halogen substitution at the 8-position of the adenine ring. Nucleosides Nucleotides, 2000, 19, 175-188.
  3. ・S. Shuto, I. Sugimoto, H. Abe, A. Matsuda, Mechanistic study of the ring-enlargement reaction of (3-oxa-2-silacyclopentyl)methyl radicals into 4-oxa-3-silacyclohexyl radicals. Evidence for a pentavalent silicon-bridging radical transition state in 1,2-rearrangement reactions of b-silyl radicals. J. Am. Chem. Soc., 2000, 122, 1343-1351.
  4. ・M. Kanazaki, Y. Ueno, S. Shuto, A. Matsuda, Highly nuclease-resistant phosphodiester-type oligodeoxynucleotides containing 4'a-C-aminoalkylthymidines form thermally stable duplexes with DNA and RNA. A candidate for potent antisense molecules. J. Am. Chem. Soc., 2000, 122, 2422-2432.
  5. ・R. D. Marwood, S. Shuto, D. J. Jenkins, B. V. L. Potter, Convergent synthesis of adenophostin A analogues via a base replacement strategy. Chem. Commun., 2000, 219-220.
  6. ・H. Abe, S. Shuto, A. Matsuda, Synthesis of the C-glycosidic analog of adenophostin A, a potent IP3 receptor agonist, using a temporary silicon-tethered radical coupling reaction as the key step. Tetrahedron Lett., 2000, 41, 2391-2394.
  7. ・T. Kodama, S. Shuto, M. Nomura, A. Matsuda, Synthesis of a 1’a-phenylselenouridine derivative as a synthetic precursor for various 1’-modified nucleosides, via enolization at the 1’-position of 3’,5’-O-TIPDS-2’-ketouridine. Tetrahedron Lett., 2000, 41, 3643-3646.
  8. ・S. Shuto, M. Terauchi, Y. Yahiro, H. Abe, S. Ichikawa, A. Matsuda, Stereoselective synthesis of a- and b-C-glucosides via radical cyclization with an allylsilyl tether. Control of the stereoselectivity by changing the conformation of the pyranose ring. Tetrahedron Lett., 2000, 41, 4151-4155.
  9. ・Y. Kazuta, S. Shuto, A. Matsuda, Highly stereoselective addition of Grignard reagent to C-cyclopropylnitrone via the bisected s-trans conformation. An efficient synthesis of PEDC, a potent NMDA receptor antagonist having cyclopropane structure. Tetrahedron Lett., 2000, 41,5373-5377.
  10. ・H. Abe, S. Shuto, A. Matsuda, Synthesis of the C-glycosidic analog of adenophostin A and its uracil congener as potential IP3 receptor ligands. Stereoselective construction of the C-glycosidic structure by a temporary silicon-tethered radical coupling reaction. J. Org. Chem., 2000, 65, 4315-4325.
  11. ・M. Nomura, S. Shuto, A. Matsuda, Development of an efficient intermediate, a-[2- (trimethylsilyl)ethoxy]-2-N-[2-(trimethylsilyl)ethoxycarbonyl]folic acid, for the synthesis of folate (g)-conjugates, and its application to the synthesis of folate-nucleoside conjugates. J. Org. Chem., 2000, 65, 5016-5021.
  12. ・M. Fukuoka, S. Shuto, N. Minakawa, Y. Ueno, A. Matsuda, An efficient synthesis of cyclic IDP- and cyclic 8-bromo-IDP-carbocyclic-riboses using a modified Hata condensation method to form an intramolecular pyrophosphate linkage as a key step. An entry to a general method for the chemical synthesis of cyclic ADP-ribose analogs. J. Org. Chem., 2000, 65, 5238-5248.
  13. ・S. Shuto, Y. Yahiro, S. Ichikawa, A. Matsuda, Synthesis of 3,7-anhydro-D-glycero-D-ido-octitol 1,5,6-trisphosphate as an IP3 receptor ligand using a radical cyclization reaction with a vinylsilyl tether as the key step. Conformational restriction strategy using steric repulsion between adjacent bulky protecting groups on a pyranose ring. J. Org. Chem., 2000, 65, 5547-5557.
  14. ・S. Shuto, K. Haramuishi, M. Fukuoka, A. Matsuda, Synthesis of sugar-modified analogs of bredinin (mizoribine), a clinically useful immnosuppressant, by a novel photochemical imidazole ring-cleavage reaction as the key step. J. Chem. Soc., Perkin Trans. 1., 2000, 3603-3609.
  15. ・M. Sukeda, S. Shuto, I. Sugimoto, S. Ichikawa, A. Matsuda, Synthesis of pyrimidine 2’-deoxy-ribonucleosides branched at the 2’-position via radical atom-transfer cyclization reaction with a vinylsilyl group as a radical-acceptor tether. J. Org. Chem., 2000, 65, 8988-8996.
  16. ・ T. Kodama, M. Nomura, S. Shuto, A. Matsuda, Synthesis and radical reaction of 1’-phenylselenonucleosides. Nucleic Acids Symp. series, 2000, 44, 109-110.
  17. ・ M. Arisawa, C. Kato, H. Kaneko, A. Nishida, M. Nakagawa, Concise synthesis of azacycloundecenes using ring-closing metathesis (RCM). J. Chem. Soc., Perkin Trans. 1, 2000, 1873-1876.
  18. ・ M. Arisawa, H. Kaneko, K. Yamaguchi, A. Nishida, M. Nakagawa, Novel axially chiral macrolactam by Grubbs ring-closing metathesis (RCM). Synlett, 2000, 841-843.
  19. ・ M. Arisawa, M. Takahashi, E. Takezawa, T. Yamaguchi, Y. Torisawa, A. Nishida and M. Nakagawa, Construction of chiral 1,2-cycloalkanopyrrolidines from L-proline using ring-closing metathesis (RCM). Chem. Pharm. Bull., 2000, 48, 1593-1596.

2001年

  1. ・T. Asai, S. Shuto, A. Matsuda, T. Kakiuchi, H. Ohba, H. Tsukasa, N. Oku, Targeted pulmonary cancer therapy by liposomal 5’-O-dipalmitoylphosphatidyl 2’-C-cyano-2’-deoxy-1-b-D-arabino-pentofuranosylcytosine. Cancer Lett., 2001, 162, 49-56.
  2. ・Y. Kazuta, S. Shuto, H. Abe, A. Matsuda, The bisected s-trans conformation-controlled highly stereoselective addition of Grignard reagents to C-cyclopropylaldonitrone. An efficient synthesis of 1-phenyl-2-[(S)-1-aminoalkyl]-N,N-diethylcyclopropanecarboxamides, a new class of potent NMDA receptor antagonists. J. Chem. Soc., Perkin Trans. 1., 2001, 599-604.
  3. ・T. Kodama, S. Shuto, M. Nomura, A. Matsuda, 1’a-Branched-chain sugar pyrimidine ribonucleosides from uridine. The first conversion of a natural nucleoside into 1’-substituted ribonucleosides. Chem. Eur. J., 2001, 7, 2332-2340.
  4. ・S. Shuto, M. Fukuoka, H. Abe, A. Matsuda, Intracellular Ca2+-mobilizing adenine nucleotides. Synthesis and biological activity of cyclic ADP-carbocyclic ribose and C-glycosidic analog of adenophostin A. Nucleosides Nucleotides, 2001, 20, 461-470.
  5. ・M. Fukuoka, S. Shuto, Y, Ueno, A. Matsuda, Synthesis and biological activities of cyclic ADP-carbocyclic-ribose and its analogs. Nucleosides Nucleotides, 2001, 20, 1355-1358.
  6. ・V. Correa, E. P. Nerou, A. M. Riley, R. D. Marwood, S. Shuto, H. J. Rosenberg, G. Horne, B. V. L. Potter, C. W. Taylor, Structural determinants of adenophostin A activity at inositol trisphosphate receptors. Mol. Pharmacol., 2001, 59, 1206-1215.
  7. ・R. Tateoka, H. Abe, S. Miyauchi, S. Shuto, A. Matsuda, M. Kobayashi, K. Miyazaki, N. Kamo, Significance of Substrate Hydrophobicity for Recognition by an Oligopeptide Transporter (PEPT1). Bioconjugate Chem., 2001, 12, 485-492.
  8. ・S. Shuto, G. Horne, R. D. Marwood, B. V. L. Potter, Total synthesis of nucleobase modified adenophostin A mimics. Chem. Eur. J., 2001, 7, 4937-4946.
  9. ・S. Shuto, M. Fukuoka, A. Manikowsky, Y. Ueno, T. Nakano, R. Kuroda, H. Kuroda, A. Matsuda, Total synthesis of cyclic ADP-carbocyclic-ribose, a stable mimic of Ca2+-mobilizing second messenger cyclic ADP-ribose. J. Am. Chem. Soc., 2001, 123, 8750-8759.
  10. ・H. Abe, S. Shuto, S. Tamura, A. Matsuda, An efficient method for preparing fully O-silylated pyranoses conformationally restricted in the unusual 1C4-form. Tetrahedron Lett., 2001, 42, 6159-6161.
  11. ・H. Abe, S. Shuto, A. Matsuda, Highly a- and b-selective radical C-glycosylation reactions based on the conformational restriction strategy using a controlling anomeric effect. A study on the conformation–anomeric effect–stereoselectivity relationship in the anomeric radical reactions. J. Am. Chem. Soc., 2001, 123, 11870-11882.
  12. ・S. Uchino, W. Watanabe, T. Nakamura, S. Shuto, Y. Kazuta, A. Matsuda, S. Nakazima-Iijima, S. Kohsaka, Y. Kudo, M. Mishina, Inducible expression of the four subtypes of N-methyl-D-aspartate receptor in CHO cells: characterization of a novel NMDA receptor antagonist. PPDC. FEBS Lett., 2001, 506, 117-122.
  13. ・ M. Arisawa, N. G. Ramesh, M. Nakajima, H. Tohma, Y. Kita, Hypercalent iodine(III) induced intramolecular cyclization of alpha-(Aryl)alkyl-beta-dicarbonyl compounds: a convenient synthesis of benzannulated and spirobenzannulated compounds. J. Org. Chem., 2001, 66, 59-65.
  14. ・ H. Tohma, H. Morioka, S. Takizawa, M. Arisawa, Y. Kita, Efficient oxidative biaryl coupling reaction of phenol ether derivatives using hypervalent iodine reagents.　Tetrahedron, 2001, 57, 345-352.
  15. ・ Y. Iwata, M. Arisawa, R. Hamada, Y. Kita, Miho Y. Mizutani, N. Tomioka, A. Itai, S. Miyamoto, Discovery of novel aldose reductase inhibitors using a protein structure-based approach: 3D-database search followed by design and synthesis. J. Med. Chem., 2001, 44, 1718-1728.
  16. ・ M. Arisawa, C. Theeraladanon, A. Nishida, M. Nakagawa, Synthesis of substituted 1,2-dihydroquinolines and quinolines using ene-ene metathesis and ene-enol ether metathesis. Tetrahedron Lett., 2001, 42, 8029-8033.

2002年

  1. ・S. Shuto, N. Minakawa, S. Niizuma, H-S. Kim, Y. Wataya, A. Matsuda, New neplanocin analogs 12. An alternative synthesis and antimalarial effect of (6’R)-6’-C-methylneplanocin A, a potent AdoHcy hydrolase inhibitor. J. Med. Chem., 2002, 45, 748-751.
  2. ・Y. Kazuta, R. Tsujita, K. Ogawa, T. Hokonohara, K. Yamashita, K. Morino, A. Matsuda, S. Shuto, Synthesis of (1S,2R)-1-phenyl-2-[(S)-1-aminopropyl]-N,N-diethylcyclopropanecarboxamide (PPDC) derivatives modified at the carbamoyl moiety as a new class of NMDA receptor antagonists. Bioorg. Med. Chem., 2002, 10, 1777-1791.
  3. ・Y. Kazuta, A. Matsuda, S. Shuto, Development of versatile cis- and trans-dicarbon-substituted chiral cyclopropane units. Synthesis of (1S,2R)- and (1R,2R)-2-aminomethyl-1-(1H-imidazol-4-yl)cyclopropanes and their enantiomers as conformationally restricted analogs of histamine. J. Org. Chem. 2002, 67, 1669-1677.
  4. ・M. Nomura, T. Sato, M. Washinosu, M. Tanaka, T. Asao, S. Shuto, A. Matsuda, Practical large scale synthesis of 1-(3-C-ethynyl-b-D-ribo-furanosyl)cytosine (ECyd), a potent antitumor nucleoside. Isobutyryloxy group as an efficient anomeric leaving group in the Vorbrüggen glycosidation reaction. Tetrahedoron, 2002, 58, 1279-1288.
  5. ・S. Ono, K. Ogawa, K. Yamashita, T. Yamamoto, Y. Kazuta, A. Matsuda, S. Shuto, Conformational analysis of the NMDA receptor antagonist (1S,2R)-1-Phenyl-2-[(S)-1-aminopropyl]-N,N-diethylcyclopropanecarboxamide (PPDC) designed by a novel conformational restriction method based on the structural feature of cyclopropane ring. Chem. Pharm. Bull., 2002, 50, 966-968.
  6. ・Y. Kazuta, R. Tsujita, S. Uchino, N. Kamiyama, D. Mochizuki, K. Yamashita, Y. Ohmori, A. Yamashita, T. Yamamoto, S. Kohsaka, A. Matsuda, S. Shuto, Synthesis of (1S,2R)-1-phenyl-2-[(S)-1-aminoalkyl]-N,N-diethylcyclopropanecarboxamides as Novel NMDA Receptor Antagonists having a Unique NMDA Receptor Subtypes Selectivity. J. Chem. Soc., Perkin Trans. 1, 2002, 1199-1212.
  7. ・A. H. Guse, C. Cakir-Kiefer, M. Fukuoka, S. Shuto, K. Weber, A. Matsuda, G. W. Mayer, N. Oppenheimer, F. Schuber, B. V. L. Potter, Novel hydrolysis-resistant analogues of cyclic ADP-ribose: modification of the “northern” ribose and calcium release activity. Biochemistry, 2002, 41, 6744-6751.
  8. ・T. Kodama, S. Shuto, S. Ichikawa, A. Matsuda, A Highly Stereoselective Samarium Diiodide-Promoted Aldol Reaction Using 1’-Phenylseleno-2’-Keto Nucleosides. Synthesis of 1’a-Branched Uridine Derivatives. J. Org. Chem., 2002, 67, 7706-7715.
  9. ・T. Asai, K. Shimizu, M. Kondo, K. Kuromi, K. Watanabe, K. Onigo, T. Taki, S. Shuto, A. Matsuda, N. Oku, Anti-neovascular therapy by liposomal DPP-CNDAC targeted to angiogenic vessels. FEBS Lett., 2002, 520, 167-170.
  10. ・N. Atsumi, Y. Ueno, M. Kanazaki, S. Shuto, A. Matsuda, Thermal stability of triplexes containing 4’a-C-aminoalkyl-2’-deoxynucleosides. Bioorg. Med. Chem., 2002, 10, 2933-2939.
  11. ・Y. Kazuta, R. Tsujita, K. Yamashita, S. Uchino, S. Kohsaka, A. Matsuda, S. Shuto, Synthesis of Derivatives of (1S,2R)-1-Phenyl-2-[(S)-1-aminopropyl]-N,N-diethylcyclopropanecarboxamide (PPDC) Modified at the 1-aromatic moiety as novel NMDA receptor antagonists: the aromatic group is essential for the Activity. Bioorg. Med. Chem., 2002, 10, 3829-3848.
  12. ・M. Sukeda, S. Ichikawa, A. Matsuda, and S. Shuto, A new entry to the stereoselective introduction of an ethynyl group via radical reaction. Synthesis of a potential antimetabolite 2’-deoxy-2'-C-ethynyluridine. Angew. Chem. Int. Ed., 2002, 41, 4748-4750.
  13. ・ M. Yamanaka, M. Arisawa, A. Nishida, M. Nakagawa, An intriguing effect of Yb(OTf)3-TMSCl in the halogenation of 1,1-disubstituted alkenes by NXS: selective synthesis of allyl halides. Tetrahedron Lett., 2002, 43, 2403-2406.
  14. M. Arisawa, H. Kaneko, A. Nishida, M. Nakagawa, Stereoselectivity in ring-closing olefin metathesis (RCM) of tethered di-hexenoyl derivatives.　Perkin Trans. 1 , 2002, 959-964.
  15. ・ M. Arisawa, Y. Ando, M. Yamanaka, M. Nakagawa, A. Nishida, Novel synthetic method for 2,3-dihydro-3-halo-3-methylindole from N-acetyl-2-isopropenylaniline by intramolecular haloamination. Synlett, 2002, 1514-1516.
  16. ・ M. Arisawa, S. Tsukamoto, M. Shimoda, M. Pristovsek, A. Nishida, Novel organopalladium material formed on a sulfur-terminated GaAs(001). surface. Japanese Journal of Applied Physics, 2002, 41, L1197-1199.
  17. ・ M. Arisawa, Y. Terada, M. Nakagawa, A. Nishida, Selective isomerization of terminal olefin catalyzed by a ruthenium complex: a novel indole synthesis via ring-closing metathesis (RCM). Angew. Chem. Int. Ed. Engl., 2002, 41, 4732-4734.

2003年

  1. ・A. Tamura, H. Abe, A. Matsuda, S. Shuto, Control of the a/b-stereoselectivity in Lewis acid-promoted C-glycosidation using a controlling anomeric effect based on the conformational restriction strategy. Angew. Chem. Int. Ed., 2003, 42, 1021-1023.
  2. ・L. Gan, M. R. Seyedsayamdost, S. Shuto, A. Matsuda, G. A. Petsko, L. Headstrom, The immunosuppressive agent mizoribine-monophosphate forms a transition state analog complex with IMP dehydrogenase. Biochemistry, 2003, 42, 875-863.
  3. ・Y. Kazuta, K. Hirano, K. Natsume, S. Yamada, R. Kimura, S. Matsumoto, K. Furuichi, A. Matsuda, S. Shuto, (1S,2S)-2-(2-Aminoethyl)-1-(1H-imidazol-4-yl)cyclopropane, a highly selective agonist for the histamine H3 receptor, having a cis-cyclopropane structure. ・J. Med. Chem., 2003, 46, 1980-1988.
  4. ・M. Sukeda, S. Ichikawa, A. Matsuda, S. Shuto, The first radical method for the introduction of an ethynyl group using a silicon tether and its application to the synthesis of 2’-deoxy-2'-C-ethynylnucleosides. J. Org. Chem., 2003, 68, 3465-3475.
  5. ・Y. Kazuta, H. Abe, T. Yamamoto, A. Matsuda, S. Shuto, A systematic study of the hydride reduction of cyclopropyl ketones with structurally simplified substrates. Highly stereoselective reductions of trans-substituted cyclopropyl ketones via the bisected s-cis-conformation. J. Org. Chem., 2003, 68, 3511-3521.
  6. ・M. Nomura, S. Shuto, A. Matsuda, Synthesis of the cyclic and acyclic acetal derivatives of 1-(3-C-ethynyl-b-D-ribo-pentofuranosyl)cytosine, a potent antitumor nucleoside. Design of prodrugs to be selectively activated in tumor tissues via the bio-reduction―hydrolysis mechanism. Bioorg. Med. Chem., 2003, 11, 2453-2461.
  7. ・H. Abe, M. Terauchi, A. Matsuda, S. Shuto, A Study on the conformation–anomeric effect–stereoselectivity relationship in anomeric radical reactions using conformationally restricted glucose derivatives as substrates. J. Org. Chem., 2003, 68, 7439-7447.
  8. ・S. Shuto, M. Fukuoka, T. Kudoh, C. Garnham, A. Galione, B. V. L. Potter, A. Matsuda,  Convergent Synthesis and Unexpected Ca2+-Mobilizing Activity of 8-Substituted Analogues of Cyclic ADP-Carbocyclic-Ribose, a Stable Mimic of the Ca2+-Mobilizing Second Messenger Cyclic ADP-Ribose. J. Med. Chem., 2003, 46, 4741-4749.
  9. ・K. Yamaguchi, Y. Kazuta, H. Abe, A. Matsuda, S. Shuto, Construction of a cis-cyclopropane via reductive radical decarboxylation. Enantioselective synthesis of cis- and trans-1-arylpiperazyl-2-phenylcyclopropanes designed as antidopaminergic agents. J. Org. Chem., 2003, 68, 9255-9262.
  10. ・Y. Ohmori, A. Yamashita, R. Tsujita, T. Yamamoto, K. Taniuchi, A. Matsuda, S. Shuto, A method for designing conformationally restricted analogues based on allylic strain: Synthesis of a novel class of noncompetitive NMDA receptor antagonists having the acrylamide structure. J. Med. Chem., 2003, 46, 5326-5333.
  11. ・ M. Nakagawa, T. Nagata, K. Ono, H. Uchida, T. Watanabe, K. Hatakeyama, M. Akiba, M. Fuwa, M. Arisawa, A. Nishida, Recent developments in marine indole alkaloid synthesis. Advances in Experimental Medicine and Biology, 2003, 527, 609-620.
  12. ・ M. Nakagawa, H. Uchida, K. Ono, Y. Kimura, M. Yamabe, T. Watanabe, R. Tsuji, M. Akiba, Y. Terada, D. Nagaki, S. Ban, N. Miyashita, T. Kano, C. Theeraladanon, K. Hatakeyama, M. Arisawa, A. Nishida, Practical synthesis of a 3, 4, 4a, 5, 8, 8a-hexahydro-2H-isoquinoline-1,6-dione ring system by the Diels-Alder reaction of an optically active dienophile, a 5, 6-dihydro-1H-pyridin-2-one derivative, with Siloxydiene. Heterocycles , 2003, 59, 721-733.

2004年

  1. ・H. Dozol, C. Maechling, R. Graf, A. Matsuda, S. Shuto, B. Spiess, Conformational and inframolecular studies of the protonation of Adenophostin analogues lacking the Adenine moiety. Biochim. Biophys. Acta-General Subjects, 2004, 1671, 1-8.
  2. ・Y. Kazuta, H. Abe, T. Yamamoto, A. Matsuda, S. Shuto, The first 1,4-chelation-controlled nucleophilic addition to aldehydes with high stereoselectivity. A systematic study of stereoselectivity in the addition reaction of carbon nucleophiles to cis-substituted cyclopropanecarbaldehydes. Tetrahedron, 2004, 60, 6689-6703.
  3. ・Y. Yamamoto, S. Shuto, Y. Tamura, T. Kodam, S. Hoshika, S. Ichikawa, Y. Ueno, E. Ohtsuka, Y. Komatsu, A. Matsuda, Oligodeoxynucleotides having a loop consisting of 3’-deoxy-4’-C-(2-hydroxyethyl)thymidines form stable hairpins. Biochemistry, 2004, 43, 8690-8699.
  4. ・M. Terauchi, H. Abe, A. Matsuda, S. Shuto, An efficient synthesis of b-C-glycosides based on the conformational restriction strategy: Lewis acid-promoted silane reduction of the anomeric position with complete stereoselectivity. Org. Lett., 2004, 6, 3751-3754.
  5. ・Y. Kazuta, H. Abe, A. Matsuda, S. Shuto, Highly stereoselective Grignard addition to cis-substituted C-cyclopropylaldonitrones. The bisected s-trans transition state can be stabilized effectively by the Lewis acid-coordination. J. Org. Chem., 2004, 69, 9143-9150.
  6. ・ C. Theeraladanon, M. Arisawa, A. Nishida, M. Nakagawa, A novel synthesis of substituted quinolines using ring-closing metathesis (RCM): its application to the synthesis of key intermediates for anti-malarial agents. Tetrahedron, 2004, 60, 3017-3035.
  7. ・ Y. Terada, M. Arisawa, A. Nishida, Cycloisomerization promoted by the combination of a ruthenium carbene catalyst and vinyloxytrimethylsilane, and its application to the synthesis of heterocyclic compounds: 3-methylene-2,3-dihydroindoles and 3-methylene-2,3-dihydrobenzofurans. Angew. Chem. Int. Ed. Engl. , 2004, 43, 4063-4067.
  8. ・ I. Takamiya, S. Tsukamoto, M. Shimoda, N. Miyashita, M. Arisawa, Y. Arakawa, Atsushi Nishida, Novel palladium catalyst supported on GaAs(001) passivated by ammonium sulfide. Chem. Lett., 2004, 33, 1208-1209.

2005年

  1. ・C. Takagi, M. Sukeda, H.-S. Kim, Y. Wataya, S. Yabe, Y. Kitade, A. Matsuda, S. Shuto, Synthesis of 5’-methylenearisteromycin and its 2-fluoro congener with potent antimalarial activity due to inhibition of the parasite S-sdenosylhomocysteine hydrolase. Org. Biomol. Chem., 2005, 3, 1245-1251.
  2. ・M. Terauchi, Y. Yahiro, H. Abe, S. Ichikawa, S. C. Tovey, S. G. Dedos, C.W. Taylor, B.V. L. Potter, A. Matsuda, S. Shuto, Synthesis of 4,8-anhydro-D-glycero-D-ido-nonanitol 1,6,7-trisphosphate as a novel IP3 receptor ligand using a stereoselective radical cyclization reaction based on a conformational restriction strategy. Tetrahedron, 2005, 61, 3697-3707.
  3. ・M. Hashii, S. Shuto, M. Fukuoka, T. Kudoh, A. Matsuda, H. Higashida, Amplification of depolarization-induced and ryanodine-sensitive cytosolic Ca2+ elevation by synthetic carbocyclic analogues of cyclic ADP-ribose and their antagonistic effects in NG108-15 neuronal cells. J. Neurochem., 2005, 94, 316-323.
  4. ・T. Kudoh, M. Fukuoka, S. Ichikawa, T. Murayama, Y. Ogawa, M. Hashii, H. Higashida, S. Kunerth, K. Weber, A. H. Guse, B. V. L. Potter, A. Matsuda, S. Shuto , 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, 8846-8825.
  5. ・ M. Sukeda, A. Matsuda, S. Shuto, Radical hydrogen abstraction?cyclization with a 2-bromovinylsilyl group as a bifunctional tether. Tetrahedron, 2005, 61, 7865-7873.
  6. ・ M. Terauchi, A. Matsuda, S. Shuto, Efficient synthesis of b-C-glucosides via radical cyclization with a silicon tether based on the conformational restriction strategy.　Tetrahedron Lett., 2005, 46, 6555-6558.
  7. ・ T. Kudoh, M. Fukuoka, S. Shuto, A. Matsuda, Synthesis biological activity of cyclic ADP-carbocyclic-ribose analogs: Structure-activity relationship and conformational analysis of the N1-carbocyclic-ribose moiety.Nucleosides, Nucleotides, and Nucleic Acids, 2005, 24, 655-658.
  8. ・ C. Theeraladanon, M. Arisawa, M. Nakagawa, A. Nishida, Total synthesis of (+)-(S)-angustureine and determination of the absolute configuration of the natural product angustureine., 2005, 16, 827-831.
  9. ・ M. Arisawa, C. Theeraladanon, A. Nishida, Preparation of N-sulfonyl-quinoline using ring-closing metathesis (RCM). Heterocycle, 2005, 66, 683-688.

2006年

  1. ・ M. Terauchi, H. Abe, S. C. Tovey, S. G. Dedos, C. W. Taylor, M. Paul, M. Trusselle, B. V. L. Potter, A. Matsuda, S. Shuto, A systematic study of C-glucoside trisphosphates as myo-inositol trrisphosphate receptor ligands. Synthesis of b-C-glucoside trisphosphates based on the conformational restriction strategy. J. Med. Chem., 2006, 49, 1900-1909.
  2. ・ T. Mochizuki, Y. Kondo, H. Abe, C. W. Taylor, B. L. V. Potter, A. Matsuda, S. Shuto, Design and synthesis of 5’-deoxy-5’-phenyadenophostin A, a highly potent IP3 receptor ligand. Org. Lett., 2006, 8, 1455-1458.
  3. ・ S. Ichikawa, N. Minakawa, S. Shuto, M. Tanaka, T. Sasaki, A. Matsuda, Synthesis of 3-b-carbamoylmethylcytidine (CAMC) and its derivatives as potential antitumor agents. Org. Biomol. Chem., 2006, 4, 1284-1296.
  4. ・ T. Kudoh, T. Maruyama, Y. Ogawa, A. Matsuda, S. Shuto, Synthesis of cyclic ADP-carbocyclic ?xylose and its 3”-O-methyl analogue as stable and potent Ca2+-mobilizing agents.Nucleosides, Nucleotides, Nucleic Acids, 2006, 25, 583-599.
  5. ・ T. Kodama, S. Shuto, A. Matsuda, Synthesis of pyrimidine 1’-fluoronucleosides. Tetrahedron Lett., 2006, 48, 4429-4432.
  6. ・ N. Sakaguchi, S. Hirano, A. Matsuda, S. Shuto, The radical reactions with 2-bromobenzylidene group, a protecting/radical-translocating group for the 1.6-radical hydrogen transfer reaction. Org. Lett., 2006, 8, 3291-3294.
  7. ・ Y. Terada, M. Arisawa, A. Nishida, Synthesis of the putatice structure of fistulosin using the ruthenium-catalyzed cycloisomerization of diene. J. Org. Chem., 2006, 71, 1269-1272.
  8. ・ M. Arisawa, Y. Terada, K. Takahashi, M. Nakagawa, A. Nishida, Development of isomerization and cycloisomerization with use of a ruthenium hydride with N-heterocyclic carbene and its application to the synthesis of heterocycles. J. Org. Chem., 2006, 71, 4255-4261.
  9. ・ I. Takamiya, S. Tsukamoto, M. Shimoda, M. Arisawa, A. Nishida, Y. Arakawa, Highly reactive organopalladium catalyst formed on sulfur-terminated GaAs(001)-(2 X 6) surface. Japanese Journal of Applied Physics, 2006, 45, L475-477.
  10. ・ M. Arisawa, M. Hamada, I. Takamiya, M. Shimoda, S. Tsukamoto, Y. Arakawa, A. Nishida, Development of a method for preparing a highly reactive and stable, recyclable and environmentally benign organopalladium catalyst supported on sulfur-terminated gallium arsenide (001): a three-component catalyst, {Pd}-S-GaAs (001), and its properties. Adv. Synth. Cat., 2006, 348, 1063-1070.
  11. ・ T. Kodama, A. Matsuda, S. Shuto, Synthesis of 1’-fluorouracil nucleosides as potential antimetabolites. Tetrahedron, 2006, 62, 10011-10017.
  12. ・ M. Watanabe, Y. Kazuta, H. Hayashi, S. Yamada, A. Matsuda, S. Shuto, The stereochemical diversity-oriented conformational restriction strategy. Development of potent histamine H3 and/or H4 receptor antagonists with an imidazolylcyclopropane structure. J. Med. Chem., 2006, 49, 5587-5596.
  13. ・ T. Mochizuki, Y. Kondo, H. Abe, S. C. Tovey, S. G. Dedos, C. W. Taylor, M. Paul, B. V. L. Potter, A. Matsuda, S. Shuto, Synthesis of adenophostin A analogues conjugating an aromatic group at the 5’-position as potent IP3 receptor ligands. J. Med. Chem., 2006, 49, 5750-5758.

2007年

  1. ・ T. Kudoh, T. Murayama, A. Matsuda, S. Shuto, Substitution at the 8-position of 3"-deoxy-cyclic ADP-carbocyclic-ribose, a highly potent Ca2+-mobilizing agent, provides partial agonist. Bioorg. Med. Chem., 2007, 15, 3032-3040.
  2. ・ D. Jin, H-X. Liu, O. Lopatina, M. Hashii, S. Amina, S. Shuto, Y. Shiraishi, S. Tanaka, H. Higashida, Oxytocin released from mouse hypothalamus and nerve endings by extracellular applicaion of beta-NAD+ and cyclic ADP-ribose. Nature Protocol, 2007, DOI 10.1038/nprot.2007.214. (http://www.natureprotocols.com/2007/04/18/oxytocin_released_from_mouse_h.php)
  3. ・ S. Shuto, Design, synthesis, and biological activity of carbocyclic analogues of cyclic ADP-ribose, a Ca2+-mobilizing second messenger, Nucleic Acids Symposium Series, 2007, 51, 109-110.
  4. ・ M. Arisawa, Development of environmentally benign organometallic catalysis for drug discovery and its application, Chem. Pharm. Bull. 2007, 55, 1099-1118.
  5. ・ M. Arisawa, Y. Terada, K. Takahashi, M. Nakagawa, A. Nishida, Chem. Rec. 2007, 7, 238-253.

2008年

  1. ・ T. Asai, S. Miyazawa, N. Maeda, K. Hatanaka, Y. Katanasaka, K. Shimizu, S. Shuto, N. Oku, Antineovascular therapy with angiogenic vessel-targeted polyethyleneglycol-shielded liposomal DPP-CNDAC, Cancer Sci., 2008, 99, 1029-1033.
  2. ・ N. Sakaguchi, T. Kudoh, T. Tsuzuki, T. Murayama, T. Sakurai, A. Matsuda, M. Arisawa, S. Shuto, Synthesis of 5”-branched derivatives of cyclic ADP-carbocyclic-ribose, a potent Ca2+-mobilizing agent: the first antagonists modified at the N1-ribose moiety, Bioorg. Med. Chem. Lett., 2008, 18, 3814-3818.
  3. ・ T. Kudoh, K. Weber, A. H. Guse, B. V. L. Potter, M. Hashii, H. Higashida, M. Arisawa, A. Matsuda, S. Shuto, Design and synthesis of 4”,6”-unsaturated cyclic ADP-carbocyclic ribose as a Ca2+-mobilizing agent, Tetrahedron Lett., 2008, 49, 3976-3979.
  4. ・ K. Yoshida, K. Yamaguchi, T. Sone, Y. Unno, A. Asai, H. Yokosawa, A. Matsuda, M. Arisawa, S. Shuto. Synthesis of 2,3- and 3,4-methanoamino scid equivalents with stereochemical diversity and their conversion into the tripeptide proteasome inhibitor belactosin A and its highly potent cis-cyclopropane stereoisomer. Org. Lett., 2008, 10, 3571-3574.
  5. ・ T. Kudoh, K. T. Murayama, M. Hashii, H. Higashida, T. Sakurai, C. Maechling, B. Spiess, K. Weber, A. H. Guse, B. V. L. Potter, M. Arisawa, A. Matsuda, S. Shuto, Design and synthesis of 4”,6”-unsaturated cyclic ADP-carbocyclic ribose, a Ca2+-mobilizing agent selectively active in T cells. Tetrahedron, 2008, 64, 9754-9765.
  6. ・ K. Yamaguchi, Y. Kazuta, K. Hirano, S. Yamada, A. Matsuda, S. Shuto, Synthesis of 1-arylpiperazyl-2-phenylcyclopropanes designed as antidopaminergic agents. cyclopropane-based conformationally restricted analogs of haloperidol. Bioorg. Med. Chem., 2008, 16, 8875-8881.
  7. ・ R. M. Gulman, M. Hamada, I. Takamiya, M. Shimoda, S. Shuto, A. Nishida, S. Tsukamoto, M. Arisawa, Preparation of tethered palladium catalysis supported on gold(111) and its surface characterization by X-ray photoelectron spectroscopy. Chem. Bul. Soc. Jp., 2008, 81, 1012-1018.
  8. ・ K. Kaziwara, M. Arisawa, S. Shuto, A method for cleaving an allyl protecting group at the amide nitrogen of peptides by one-pot olefin isomerization-oxidation. J. Org. Chem., 2008, 73, 9494-9496.

2009年

  1. ・ K. Yoshida, K. Yamaguchi, A. Mizuno, Y. Unno, A. Asai, T. Sone, H. Yokosawa, A. Matsuda, M. Arisawa, S. Shuto, Three-dimensional structure-activity relationship study of belactosin A and its stereo- and regioisomers: development of potent proteasome inhibitors by the stereochemical diversity-oriented strategy. Org. Biomol. Chem., 2009, 7, 1868 - 1877.
  2. ・ A. Takada, H. Kamiya, S. Shuto, A. Matsuda, H. Harashima, PK-PD modeling of 1-(3-C-ethynyl--D-ribo-pentofuranosyl)cytosine and the enhanced antitumor effect of its phospholipid derivatives in long-circulation liposomes. Internat. J. Pharmaceut. 2009, 377, 52-59.
  3. ・ Y. Kasaya, K. Hoshi, K, Y. Terada, A. Nishida, S. Shuto, M. Arisawa, Aromatic enamide-ene metathesis toward substituted indoles and its application to the synthesis of indomethacin. Eur. J. Org. Chem. 2009, 4606-4613.
  4. ・ N. Hoshiya, N. Isomura, M. Shimoda, H. Yoshikawa, Y. Yamashita, K. Iizuka, S. Tsukamoto, S. Shuto, M. Arisawa, Development of recyclable and environmentally benign palladium catalyst supported on sulfur-terminated gallium arsenide (001) for use in Suzuki-Miyaura coupling. ChemCatChem, 2009, 1, 279-285.
  5. ・ T. Watanabe, M. Arisawa, K. Narusuye, M. S. Alam, K. Yamamoto, M. Mitomi, Y. Ozoe, A. Nishida, Alantrypinone and its derivatives and Synthesis and antagonist activity toward insect GABA receptors. Bioorganic & Medicinal Chemistry, 2009, 17, 94-110.

2010年

  1. ・ Design and Synthesis of Indole Derivatives of Adenophostin A. A Entry into Subtype-Selective IP3 Receptor Ligands. T. Mochizuki, A. Tanimura, A. Nezu, M. Ito, H. Abe, Y. Ito, M. Arisawa, S. Shuto, Tetrahedron Lett., 2010, 51, 977-979.
  2. ・ Synthesis and Structural and Pharmacological Properties of Cyclopropane-Based Conformationally Restricted Analogs of 4-Methylhistamine as Histamine H3/H4 Receptor Ligands. T. Kobayashi, M. Watanabe, A. Yoshida, S. Yamada, M. Ito, H. Abe, Y. Ito, M. Arisawa, S. Shuto, Bioorg. Med. Chem., 2010, 18, 1076-1082.
  3. ・ Investigation of the Bioactive Conformation of Histamine H3 Receptor Antagonists by the Cyclopropylic Strain-Based Conformational Restriction Strategy. M. Watanabe, T. Hirokawa, T. Kobayashi, A. Yoshida, Y. Ito, S. Yamada, N. Orimoto, Y. Yamasaki, M. Arisawa, S. Shuto, J. Med. Chem., 2010, 53, 3585-3593.
  4. ・ Sulfur Modification of Au via Treatment with Piranha Solution Provides Low-Pd releasing and recyclable Pd Material, SAPd. N. Hoshiya, M. Shimoda, H. Yoshikawa, Y. Yamashita, S. Shuto, M. Arisawa, J. Am. Chem. Soc. 2010, 132, 7270-7272.
  5. ・ A. Ishii, H. Asano, M. Yokoyama, S. Tsukamoto, S. Shuto, M. Arisawa, Structure determination of Pd-catalyst supported on S-terminated GaAs(001) using DFT calculation. Physica Status Solidi C: Current Topics in Solid State Physics, 2010, 7, 359-361.
  6. ・ M. Shimoda, T. Konishi, K. Tateishi, T. Toujyou, S. Tsukamoto, N. Nishiwaki, M. Arisawa, N. Hoshiya, S. Shuto, N. Isomura, H. Yokota, Y. Furukawa, K. Iizuka, T. Ogiwara, Y. Isozaki, Y. Yamashita, H. Yoshikawa, S. Ueda, K. Kobayashi, J. Appl. Phy., 2010,108, 024309 1-5.

2011年

  1. ・ Alkene isomerization/enamide-ene and diene metathesis for the construction of indoles, quinolines, benzofurans and chromenes with a chiral cyclopropane substituent. T. Kobayashi, M. Arisawa, S. Shuto, Org. Bio. Chem., 2011, 9, 1219-1224.
  2. ・ The Actual Active Species of the Sulfur-modified Gold-supported Palladium as a Highly Effective Palladium Reservoir in the Suzuki-Miyaura Coupling. N. Hoshiya, M. Arisawa, S. Shuto, Adv. Synth. Cat., 2011, 353, 743-748.
  3. ・ Design and Synthesis of Conformationally Restricted Indomethacin Analogues that Enhance Doxorubicin Cytotoxicity in Multidrug Resistant Cells without Cyclooxygenase Inhibitory Activity. M. Arisawa, Y. Kasaya, T. Obata, T. Sasaki, M. Ito, H. Abe, Y. Ito, A. Yamano, S. Shuto, ACS Med. Chem. Lett., in press.

その他の総説等

  1. ・周東　智, シクロプロパン環の構造特性に基づく配座制御法の開発とN-メチル-D-アスパラギン酸（NMDA）受容体探索分子創製への応用. 薬学研究の進歩, 2000, 16, 43-54.
  2. ・周東　智, 福岡正哲, 松田　彰, 新しいセカンドメッセンジャー・サイクリックADP-リボース（cADPR）とその誘導体の化学, 有合化, 2000, 58, 1144-1154.
  3. ・ T. Kodama, M. Nomura, S. Shuto, A. Matsuda, Synthesis and radical reaction of 1’-phenylselenonucleosides.Nucleic Acids Symp. series, 2000, 44, 109-110.
  4. ・ M. Arisawa, H. Tohma, Y. Kita, Development of intramolecular oxidative phenolic coupling reactions using hypervalent iodine(III) reagents and their application to the synthesis of Amaryllidaceae alkaoids.Yakugaku Zasshi , 2000, 120, 1061-1073.
  5. ・ M. Arisawa, Synthesis of 1,2-diols using axial chirality. Farumacia, 2000, 36, 226.
  6. ・ M. Arisawa, Ruthenium. Farumacia, 2000, 36, 626-627.
  7. ・S. Shuto, K. Yoshii, A. Matsuda, (1S,2R)-1-Phenyl-2-[(S)-1-aminopropyl]-N,N-diethylcyclopropanecarboxamide (PPDC), a new class of NMDA receptor antagonists. Molecular design by a novel conformational restriction strategy. Jpn. J. Pharmacol., 2001, 85, 207-213.
  8. ・周東　智, 杉本　勇, 松田　彰, ビニルシリル基をテザーに用いるラジカル反応：C2ユニットの立体選択的導入法の開発と5配位ケイ素ラジカル遷移状態を経由する新規ラジカル環拡大反応.有合化, 2001, 59, 589-598.
  9. ・ S. Shuto, T. Kudoh, M. Fukuoka, Y. Ueno, A. Matsuda, Synthesis and biological activity of cyclic ADP-carbocyclic-ribose and its analogs as stable mimics of Ca2+-mobilizing second messenger cyclic ADP-ribose.Nucleic Acids Res. Supplemen, 2001, 1, 5-6.
  10. ・ 西田篤司, 有澤光弘, 新たな抗マラリア薬の創製.千葉日報, 2001, 12月12日
  11. ・周東　智, Ca2+動員を介する細胞内情報伝達系を標的とする機能性分子の創製. 化学工業, 2002, 53, 353-358.
  12. ・S. Shuto, M. Kanazaki, I. Sugimoto, S. Ichikawa, Y. Nagasawa, Y. Ueno, H. Abe, N. Minakawa, M. Sukeda, T. Kodama, M. Nomura, A. Matsuda, Development of new radical reactions with a vinylsilyl group and their application to the synthesis of branched-chain sugar nucleosides. Recent Advances in Nucleosides: Chemistry and Chemotherapy, Ed. by C. K. Chu, Elsevier Science: Amsterdam, 2002. 21-55.
  13. ・ S. Shuto, T. Mochizuki, H. Abe, Y. Kondo, A. Matsuda, Synthesis and biological activity of adenophostin derivatives as IP3 receptor ligands.Nucleic Acids Res. Supplement., 2002, 2, 23-24.
  14. ・周東　智, 汎用性キラルシクロプロパンユニットの開発とそのヒスタミンH3サブタイプ特異的アゴニスト創製への応用. Medchem News, 2003, 13, No. 4, 21-25.
  15. ・S. Shuto, A. Matsuda, Chemistry of cyclic ADP-ribose and its analogs. Curr. Med. Chem., 2005, 11, 827-845.
  16. ・周東　智, 松田　彰, 創薬：オングストロムの分子設計. “ナノバイオエンジニアリング, 化学フロンティア13”, 杉本直己偏, 2004, pp37-49.
  17. ・ S. Shuto, Y. Tamura, Y. Yamamoto, T. Kodama, S. Hoshika, S. Ichikawa, Y. Ueno, E. Ohtsuka, Y. Komatsu, A. Matsuda, Stable hairpins having a loop consisting of 3’-deoxy-4’-C-(2-hydroxyethyl)thymidines.　Nucleic Acids Res. Supplement., 2004, 4, 66-67.
  18. ・ 寺田幸芳，有澤光弘，西田篤司，有機金属触媒を用いるα, ωジエンの環化異性化反応 Chemical Times, 2004, 194(4), 2-10(review).
  19. ・ 有澤光弘，西田篤司，新規生物活性複素環合成法の開発 化学工業, 2004, 55, 120-123.
  20. ・ T. Kudoh, T. Maruyama, A. Matsuda, S. Shuto, Synthesis and biological activity of 4”,6”-unsaturated cyclic ADP-carbocyclic-ribose.　Nucleic Acids Symposium Serie, 2005, 49, 25-26.
  21. ・ M. Arisawa, Y. Terada, K. Takahashi, M. Nakagawa, A. Nishida, Development of novel reactions using ruthenium carbene catalyst and its application to novel preparative methoeds for nitrogen-containing heterocycles.　J. Organometallic Chem., 2005, 690, 5398-5406.
  22. ・ T. Kodama, A. Matsuda, S. Shuto, The first synthesis of 1'-fluoronucleosides. Nucleic Acids Symp. Ser., 2006, 50, 3-4.
  23. ・ S. Sakaguchi, T. Kudoh, T. Murayama, M. Arisawa, A. Matsuda, S. Shuto, Synthesis of 5''-substituted cyclic ADP-carbocyclic-ribose as biological tools. Nucleic Acids Symp. Ser., 2006, 50, 119-120.
  24. ・ 有澤光弘, マット・シャー研へようこそ 化学, 2006, 50-53
  25. ・ M. Arisawa, A. Nishida, M. Nakagawa, Preparation of nitrogen-containing heterocycles using ring-closing metathesis (RCM) and its application to natural product synthesis. J. Organomet. Chem., 2006, 691, 5109-5121.
  26. ・ M. Arisawa, Development of environmentally benign organometallic catalysis for drug discovery and its application. Chem. Pharm. Bull., 2007, 55, 1099-1118.
  27. ・ 周東　智, 創薬化学からミゾリビンを考える：ミゾリビンリン酸はIMPDHの遷移状態模倣型阻害剤である, 炎症と免疫, 2007, 15, 135-141.
  28. ・ 周東　智, 市川　聡, 阿部　洋, 松田　彰, ピラノース配座制御に基づく立体選択的グリコシル化反応, 有合化, 2008, 66, 52-61
  29. ・ 有澤光弘，星谷尚亨，周東　智、創薬研究支援を指向した基板担持型パラジウムの開発，有合化, 2010, 68, 920-929
  30. ・ 『有機医薬分子論』周東　智　著　2011年11月

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