アミノ配糖体抗生物質の構造類似体の合成

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著者

    • 桑原, 隆治 クワハラ, リュウジ

書誌事項

タイトル

アミノ配糖体抗生物質の構造類似体の合成

著者名

桑原, 隆治

著者別名

クワハラ, リュウジ

学位授与大学

慶応義塾大学

取得学位

博士(工学)

学位授与番号

甲第1714号

学位授与年月日

1999-03-04

注記・抄録

博士論文

目次

  1. 論文目録 / (0001.jp2)
  2. 目次 / p1 (0006.jp2)
  3. 緒論 / p1 (0012.jp2)
  4. 本論 / p5 (0016.jp2)
  5. 第1章 / p6 (0017.jp2)
  6. 6-amino-3-oxa-2,3,4,6-tetradeoxy-D-及び-L-glycero-hexopyranoseを有するkanamycin Aの構造類似体の合成 / p6 (0017.jp2)
  7. 合成の目的 / p6 (0017.jp2)
  8. 合成 / p8 (0019.jp2)
  9. 抗菌活性 / p21 (0032.jp2)
  10. 第2章 / p23 (0034.jp2)
  11. 3-oxa-及び3-aza-2,3,4-trideoxy-D-glycero-hexopyranoseを有するdibekacinアナログの合成 / p23 (0034.jp2)
  12. 目的 / p23 (0034.jp2)
  13. 合成 / p25 (0036.jp2)
  14. 抗菌活性 / p35 (0046.jp2)
  15. 第3章 / p37 (0048.jp2)
  16. 2"-amino-5,2"-dideoxy-5-epifluorodibekacinの2"-acylamido誘導体の合成、および、¹³C NMRを用いた5-fluoro化されたdibekacinの構造に関する研究 / p37 (0048.jp2)
  17. 目的 / p37 (0048.jp2)
  18. 合成 / p39 (0050.jp2)
  19. 構造と¹³Cの化学シフトとの関係について / p45 (0056.jp2)
  20. 抗菌活性 / p49 (0060.jp2)
  21. 総括 / p51 (0062.jp2)
  22. 実験の部 / p53 (0064.jp2)
  23. 一般事項 / p54 (0065.jp2)
  24. 第1章 / p55 (0066.jp2)
  25. (2S)-3-O-(2,2-Dimethoxyethyl)-1,2-O-isopropylideneglycerol(2a) / p55 (0066.jp2)
  26. (2R)-3-O-(2,2-Dimethoxyethyl)-1,2-O-isopropylideneglycerol(2b) / p56 (0067.jp2)
  27. Methyl 3-oxa-2,3,4-trideoxy-α-及び-β-D-glycero-hexopyranoside(3a及び4a) / p56 (0067.jp2)
  28. Methyl 3-oxa-2,3,4-trideoxy-α-及び-β-L-glycero-hexopyranoside(3b及び4b) / p58 (0069.jp2)
  29. Methyl 3-oxa-6-O-tosyl-2,3,4-trideoxy-α-D-glycero-hexopyranosides(5a) / p58 (0069.jp2)
  30. Methyl 3-oxa-6-O-tosyl-2,3,4-trideoxy-β-D-glycero-hexopyranosides(6a) / p59 (0070.jp2)
  31. Methyl 3-oxa-6-O-tosyl-2,3,4-trideoxy-α-及び-β-L-glycero-hexopyranoside(5b及び6b) / p59 (0070.jp2)
  32. Methyl 6-azido-3-oxa-2,3,4,6-tetradeoxy-α-及び-β-D-glycero-hexopyranoside(7a及び8a) / p60 (0071.jp2)
  33. Methyl 6-azido-3-oxa-2,3,4,6-tetradeoxy-α-及び-β-L-glycero-hexopyranoside(7b及び8b) / p61 (0072.jp2)
  34. 6-Azido-3-oxa-2,3,4,6-tetradeoxy-D-griycero-hexopyranose(9a) / p61 (0072.jp2)
  35. 6-Azido-3-oxa-2,3,4,6-tetradeoxy-L-glycero-hexopyranose(9b) / p62 (0073.jp2)
  36. 1-O-Acetyl-6-azido-3-oxa-2,3,4,6-tetradeoxy-α-D-glycero-hexopyranose及び1-O-Acetyl-6-azido-3-oxa-2,3,4,6-tetradeoxy-β-D-glycero-hexopyranose(10a及び11a) / p62 (0073.jp2)
  37. 1-O-Acety1-6-azido-3-oxa-2,3,4,6-tetradeoxy-α-L-glycero-hexopyranose及び1-O-Acetyl-6-azido-3-oxa-2,3,4,6-tetradeoxy-β-L-glycero-hexopyranose(10b及び11b) / p63 (0074.jp2)
  38. Ethyl6-azido-3-oxa-2,3,4,6-tetradeoxy-1-thio-D-glycero-hexopyranose(12a) / p64 (0075.jp2)
  39. Ethyl6-azido-3-oxa-2,3,4,6-tetradeoxy-1-thio-L-glycero-hexopyraose(12b) / p64 (0075.jp2)
  40. Tetra-N-tosylkanamaycinA(13) / p63 (0076.jp2)
  41. 2-Deoxy-6-O-(3-deoxy-3-tosylamido-α-D-glucopyranosyl)-1,3-di-N-tosylstreptamine(14) / p65 (0076.jp2)
  42. 6-O-(4,6-O-Benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-2-deoxy-1,3-N-tosylstreptamine(15) / p66 (0077.jp2)
  43. 6-O-(2-O-Acetyl-4,6-O-benzylidene-3-deoxy-3tosylamido-α-D-gluco-pyranosyl)-2-deoxy-1,3-N-tosylstreptamine(16) / p66 (0077.jp2)
  44. 6-O-(2-O-Acetyl-4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-gluco-pyranosyl)-4-O-(6-azido-3-oxa-2,3,4,6-tetradeoxy-α-D-glycero-hexopyranosyl)-2-deoxy-1,3-di-N-tosylstreptamine(17) / p67 (0078.jp2)
  45. 4-O-(6-Azido-3-oxa-2,3,4,6-tetradeoxy-α-D-glycero)-hexopyranosyl)-6-O-(4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-2-deoxy-1,3-di-N-tosylstreptamine(18) / p68 (0079.jp2)
  46. 6-O-(3-Amino-3-deoxy-α-D-glucopyranosyl)-4-O-(6-amino-3-oxa-2,3,4,6-tetradeoxy-α-D-glycero-hexopyranosyl)-2-deoxystreptamine(19) / p69 (0080.jp2)
  47. 6-O-(2-O-Acetyl-4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-gluco-pyranosyl)-4-O-(6-azido-3-oxa-2,3,4,6-tetradeoxy-α-L-glycero)-hexopyranosyl)-2-deoxy-1,3-di-N-tosylstreptamine(20) / p69 (0080.jp2)
  48. 6-O-(3-Amino-3-deoxy-α-D-glucopyranosyl)-4-O-(6-amino-3-oxa-2,3,4,6-tetradeoxy-α-L-glycero-hexopyranosyl)-2-deoxystreptamine(21) / p70 (0081.jp2)
  49. 6-O-(3-Amino-3-deoxy-α-D-glucopyranosyl)-4-O-(6-amino-3-oxa-2,3,4,6-tetradeoxy-β-L-glycero-hexopyranosyl)-2-deoxystreptamine(22)及び6-O-(3-amino-3-deoxy-α-D-glucopyranosyl)-5-O-(6-amino-3-oxa-2,3,4,6-tetradeoxy-α-L-glycero-hexopyranosyl)-2-deoxystreptamine(23) / p73 (0084.jp2)
  50. 第2章 / p77 (0088.jp2)
  51. Methyl 6-O-benzyl-3-oxa-2,3,4,-trideoxy-α-D-glycero-hexopyranoside(24) / p77 (0088.jp2)
  52. 6-O-Benzyl-3-oxa-2,3,4-trideoxy-D-glycero-hexopyranose(25) / p78 (0089.jp2)
  53. 1-O-Acetyl-6-O-benzyl-3-oxa-2,3,4-trideoxy-α-及び-β-D-glycero-hexopyranose(26a及び26b) / p78 (0089.jp2)
  54. Ethyl6-O-benzyl-3-oxa-1-thio-2,3,4-trideoxy-D-glycero-hexopyranoside(27) / p79 (0090.jp2)
  55. 1,3,2',6'-Tetra-N-tosyldibekacin(28) / p80 (0091.jp2)
  56. 3',4'-Dideoxy-1,3,2'6'-tetra-N-tosylneamine(29) / p81 (0092.jp2)
  57. 6-O-(6-O-Benzyl-3-oxa-2,3,4-trideoxy-α-D-glycero-hexopyranosyl)-3',4'-dideoxy-1,3,2',6'-tetra-N-tosylneamine(30) / p81 (0092.jp2)
  58. 3',4'-Dideoxy-6-O-(3-oxa-2,3,4-trideoxy-α-D-glycero-hexopyranosyl)-neamine(31) / p82 (0093.jp2)
  59. 3"-N-t-Butyloxycarbonyl-1,3,2',6'-tetra-N-tosyldibekacin(32) / p85 (0096.jp2)
  60. 3"-N-t-Butyloxycarbonyl-1,3,2',6'-tetra-N-tosyl-2",4",6"-tri-O-acetyldibekacin(33) / p85 (0096.jp2)
  61. 3"-N-t-Butyloxycarbonyl-5-deoxy-5-epi-5-fluoro-1,3,2',6'-tetra-N-tosyl-2",4",6"-tri-O-acetyldibekacin(34) / p86 (0097.jp2)
  62. 5-Deoxy-5-epi-5-fluoro-1,3,2',6'-tetra-N-tosyldibekacin(35) / p87 (0098.jp2)
  63. 5-Epi-5-fluoro-1,3,2',6'-tetra-N-tosyl-5,3',4'-trideoxyneamine(36) / p87 (0098.jp2)
  64. 6-O-(6-O-Benzyl-3-oxa-2,3,4-trideoxy-α-D-glycero-hexopyranosyl)-5-epi-5-fluoro-1,3,2',6'-tetra-N-tosyl-5,3',4'-trideoxyneamine(37) / p88 (0099.jp2)
  65. 5-Epi-5-fluoro-6-O-(3-oxa-2,3,4-trideoxy-α-D-glycero-hexopyranosyl)-5,3',4'-trideoxyneamine(38) / p89 (0100.jp2)
  66. 6-O-(3-Aza-2,3,4-trideoxy-α-D-glycero-hexopyranosyl)-3'4'-dideoxy-1,3,2',6'-tetra-N-tosylneamine(39) / p91 (0102.jp2)
  67. 6-O-(3-Aza-2,3,4-trideoxy-α-D-glycero-hexopyranosyl)-3',4'-dideoxy-neamine(40) / p92 (0103.jp2)
  68. 3',4'-Dideoxy-6-O-[(1S)-2-hydroxy-1-[2-hydroxy-1-(hydroxymethyl)-ethoxy]ethyl]-1,3,2',6'-tetra-N-tosylneamine(41) / p94 (0105.jp2)
  69. 3',4'-Dideoxy-6-O-[(1S)-2-hydroxy-1-[2-hydroxy-1-(hydroxymethyl)-ethoxy]ethyl]neamine(42) / p94 (0105.jp2)
  70. 4",6"-O-Benzylidene-1,3,2',6'-tetra-N-tosyl-3"-N-trifluoroacetyldibekacin(43) / p97 (0108.jp2)
  71. 4",6"-O-Benzylidene-1,3,2',6'-tetra-N-tosyldibekacin(44) / p98 (0109.jp2)
  72. 3',4'-Dideoxy-6-O-〔(1S)-2-hydroxy-1-〔(1R,2S)-3-amino-1a,2-O-benzylidene-2-hydroxy-1-(1a-hydroxymethyl)propoxy]ethyl〕-1,3,2',6'-tetra-N-tosylneamine(45) / p98 (0109.jp2)
  73. 3',4'-Dideoxy-6-O-〔(1S)-2-hydroxy-1-〔(1R,2S)-3-amino-2-hydroxy-1-(hydroxymethyl)propoxy]ethyl〕neamine(46) / p100 (0111.jp2)
  74. 第3章 / p102 (0113.jp2)
  75. 4",6"-O-Benzylidene-1,3,2',6',3"-penta-N-tosyldibekacin(48) / p102 (0113.jp2)
  76. 2"-O-Acetyl-4",6"-benzylidene-1,3,2',6',3"-penta-N-tosyldibekacin(49) / p102 (0113.jp2)
  77. 2"-O-Acetyl-4",6"-O-benzylidene-5-deoxy-5-epi-5-fluoro-1,3,2',6',3"-penta-N-tosyldibekacin(50) / p103 (0114.jp2)
  78. 4",6"-O-Benzylidene-5-deoxy-5-epi-fluoro-1,3,2',6',3"-penta-N-tosyldibekacin(51) / p103 (0114.jp2)
  79. 4",6"-O-Benzylidene-5,2"-dideoxy-5-epi-5-fluoro-2"-oxo-1,3,2', 6'3"-penta-N-tosyldibekacin(52) / p104 (0115.jp2)
  80. 4",6"-O-Benzylidene-5,2"-dideoxy-5-epi-5-fluoro-2-(methoxyimino)-1,3,2',6',3"-penta-N-tosyldibekacin(53) / p105 (0116.jp2)
  81. 2"-Amino-4",6"-O-benzylidene-5,2"-dideoxy-5-epifluoro-1,3,2',6',3"-penta-N-tosyldibekacin(54)及び4",6"-O-benzylidene-5,2"-diamino-5,2"-dideoxy-5,2"-diepi-5-fluoro-1,3,2',6',3"-penta-N-tosyldibekacin(55) / p106 (0117.jp2)
  82. 4",6"-O-Benzylidene-2"-〔(S)-4-(benzyloxycarbonylamino)-2-hydroxybuta-noylamido〕-5,2"-dideoxy-5-epifluoro-1,3,2',6',3"-penta-N-tosyldibekacin(56)及びその2"-エピマー(57) / p108 (0119.jp2)
  83. 54とN-(benzyloxycarbonyl)glycine(Zgly)との縮合(化合物58の合成) / p108 (0119.jp2)
  84. 54と3-(benzyloxycarbonylamino)propanoic acid(Zapa)との縮合(化合物59の合成) / p109 (0120.jp2)
  85. 54と4-(benzyloxycarbonylamino)butanoic acid(Zaba)との縮合(化合物60の合成) / p109 (0120.jp2)
  86. 2"-Amino-5,2"-dideoxy-5-epi-5-fluorodibekacin(61) / p110 (0121.jp2)
  87. 2"-amino-5,2"-Dideoxy-5,2"-diepi-5-fluorodibekacin(62) / p111 (0122.jp2)
  88. 2"-〔(S)-4-Amino-2-hydroxybutanoylamido〕-5,2"-dideoxy-5-epi-5-fluoro-dibekacin(63) / p111 (0122.jp2)
  89. 2"-〔(S)4-Amino-2-hydroxybutanoylamido〕-5,2"-dideoxy-5,2"-diepi-5-fluoro-dibekacin(64) / p112 (0123.jp2)
  90. 5,2"-Dideoxy-5-epi-5-fluoro-2"-glycylamidodibekacin(65) / p112 (0123.jp2)
  91. 2"-(3-Aminopropanoylamido)-5,2"-dideoxy-5-epi-5-fluorodibekacin(66) / p113 (0124.jp2)
  92. 2"-(4-Aminobutanoylamido)-5,2"-dideoxy-5-epi-5-fluorodibekacin(67) / p114 (0125.jp2)
  93. 参考文献 / p115 (0126.jp2)
  94. 謝辞 / p119 (0130.jp2)
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各種コード

  • NII論文ID(NAID)
    500000171441
  • NII著者ID(NRID)
    • 8000000171715
  • DOI(NDL)
  • NDL書誌ID
    • 000000335755
  • データ提供元
    • NDL-OPAC
    • NDLデジタルコレクション
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