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完整後設資料紀錄
DC 欄位 | 值 | 語言 |
---|---|---|
dc.contributor.advisor | 陳春雄 教授 | |
dc.contributor.author | Wen-Cai Tsai | en |
dc.contributor.author | 蔡文財 | zh_TW |
dc.date.accessioned | 2021-06-13T06:43:36Z | - |
dc.date.available | 2008-08-12 | |
dc.date.copyright | 2005-08-12 | |
dc.date.issued | 2005 | |
dc.date.submitted | 2005-07-29 | |
dc.identifier.citation | 參考文獻
1. Shishido, K. and Narita, S. Natural resin, I . J. Soc. Chem. Ind. Japan Spl. 1942, 45, 436 2. Yagishita, K. Isolation and identification of Beutulin, Lupeol, and beta-amyrin from the Bird-lime of Trochodendron aralioides Siebold et Zuccarini. Bull. Agric. Chem. Soc. Jpn. 1957, 21, 77-81. 3. Shimada, H.; Nomura, S. and Shimizu, M. Constituents of the leaves of Trochodendron aralioides Sieb. et Zucc. Yakugaku Zasshi. 1971, 91, 492-493. 4. Makino, T.; Kodama, M. and Ito, S. Trochodendraceae, Constituents of the Wood of Trochodendron aralioides. Phytochemistry. 1971, 10,1405. 5. 馮智聰,孑遺植物昆欄樹成分及植物苦味物質之研究,國立清華大學化學系博士論文,2002。 6. 古源翎,第一部份 天然活性成分Territrem、Viburolide及Incrustasterol類似物之製備;第二部份 小花楠及昆欄樹化學成分之研究,國立台灣大學藥學研究所博士論文,2003。 7. 高木村編,台灣藥用植物手冊(全一冊),台北南天書局印行,1988,161. 8. Li, H. L. and Chaw, S. M. Trochodendraceae in Hsieh et al. (eds.), Flora of Taiwan, 2nd ed., Editorial Committee of the Flora of Taiwan, Taipei, Taiwan, ROC, Vol. II, 1996, p. 504-505. 9. Exarchou, V.; Godejohann, M.; van Beek, T.A.; Gerothanassis, I. P. and Vervoort, J. LC-UV-solid phase extraction-NMR-MS combined with a cryogenic flow probe and its application to the identification of compounds present in Greek oregano. Analytical Chemistry. 2003, 75,6288-6294. 10. Miliauskas, G..; Van Beek, T. A.; de Waard, P.; Venskutonis, R. P. and Sudholter, E. J. R. Identification of radical scavenging compounds in Rhaponticum carthamoides by means of LC-DAD-SPE-NMR J. Nat. Prod. 2005, 68, 168-172 11. Seger, C.; Godejohann, M.; Li-Hong Tseng; Spraul, M.; Girtler, A.; Sturm, S.and Stuppner, H. LC-DAD-MS/SPE-NMR Hyphenation. A Tool for the Analysis of Pharmaceutically Used Plant Extracts: Identification of Isobaric Iridoid Glycoside Regioisomers from Harpagophytum procumbens. Anal. Chem. 2005, 77, 878-885 12. Tsai, L. L.; Chen, J. H.; Duh, C.Y. and Chen, I. S. Cytotoxic neolignans from the stem wood of Machilus obovatifolia.Planta Med. 2000, 66,403-406 13. Lynn, D. G.; Chen, R. H.; Manning, K. S. and Wood, H. N. The structural characterization of endogenous factors from Vinca rosea crown gall tumors that promote cell division of tobacco cells. Proc. Natl. Acad. Sci. USA. 1987, 84, 615-619 14. Baderschneider, B and Winterhalter, P. Isolation and characterization of Novel Benzoates, Cinnamates, Flavonoids, and Lignans from Riesling Wine and Screening for Antioxidant Activity. J. Agric. Food Chem. 2001, 49, 2788-2798. 15. Takara, K.; Matsui, D.; Wada, K.; Ichiba, T. and Nakasone, Y. New antioxidative phenolic glycoside isolated from Kokuto non-centrifuged cane sugar. Biosci. Biotechnol. Biochem. 2002, 66, 29-35. 16. Feng Wei-sheng, BI Yue-feng, Zheng Xiao-ke, Wang Xin-liang and LI Jun. Studies on the lignan chemical constituents from pine needles of Pinus massoniana lamb. Acta Pharm Sin (藥學學報). 2003, 38, 199-202 17. Matsuda, N.; Sato, H.; Yaoita, Y. and Kikuchi, M. Isolation and absolute structures of the neolignan glycoside with the enantiometric aglycones from the leaves of Viburnum awabuki K. Koch. Chem. Pharm. Bull. 1996, 44, 1122-1123 18. Lemiere, F.; Gao, M.; Groot, A. D.; Dommisse, R.; Lepoivre, J.; Pieters, L. and Buss, V. 3’,4-Di-O-methylcedrusin: synthesis, resolution and absolute configuration. J. Chem. Soc. Perkin Trans. 1995, 1775-1779. 19. Miyase, T.;Ueno, A.; Takizawa, N.; Kobayashi, H. and Oguchi, H. Ionone and lignan glycosides from Epimedium Diphyllum. Phytochemistry. 1989, 28, 3483-3485. 20. Miyase, T.; Ueno, A.; Takizawa, N.; Kobayashi, H. and Oguchi, H. Studies on the glycosides of Epimedium grandiflorum MORR. Var. thunbergianum(MIQ.) NAKAI.II. Chem. Pharm. Bull. 1987, 35, 3713-3719 21. Miki, K.; Sasaya, T. and Sakakibara. A. Structures of new lignans from Larix Leptolepis Gord. Tetrahedron Letters. 1979, 9,799-802 22. Yoshikawa, K.; Kageyama and H.;Arihara, S. Phenolic glucosides and lignans from Ehretia Ovalifolia. Phytochemistry. 1995, 39, 659-664. 23. Kijjoa, A.; M. M. Pinto, M.; Anantachoke C.;Gedris, T. and Herz, W. Dolabranes from Endospermum Diadenum. Phytochemistry. 1995, 40, 191-193 24. Baderschneider, B and Winterhalter, P. Isolation and characterization of Novel Benzoates, Cinnamates, Flavonoids, and Lignans from Riesling Wine and Screening for Antioxidant Activity.J. Agric. Food Chem. 2001, 49, 2788-2798 25. Shimizu, M.;Kamikubo, T.and Ogasawara, K. A new enantiocontrolled synthesis of (-)-(R)-mevalonolactone. Tetrahedron:Asymmetry, 1997, 8, 2519-2521 | |
dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/35192 | - |
dc.description.abstract | 液相層析-固相萃取-核磁共振儀串聯技術是近年才發展出來的高效率分析技術。本研究以液相層析-固相萃取-核磁共振儀分離鑑定昆欄樹葉部甲醇萃取物之化學成分。昆欄樹為分佈在東亞地區之地區性植物。取昆欄樹葉部甲醇萃取物以水、氯仿、正丁醇進行極性分割,正丁醇濃縮物再以水和乙酸乙酯層做極性分配,經由離心式分配層析儀及矽膠管柱和Sephadex LH-20進行劃割之後,運用液相層析-固相萃取-核磁共振儀連結技術的高效率解析進行研究 , 搭配質譜儀所測出的分子量數據解析出天然物成分之結構。結果顯示此部分為富含木質素類化合物,所分析出的化合物多為首次在該植物發現,其中有massonianoside D(1)、7、8和C-veratroylglycol (9)為已知化合物,而2~6、10~14是新穎天然物成分。
由液相層析-固相萃取-核磁共振儀所分析鑑定出的化合物中,其中多為新木脂體類(neolignans)骨架,此類結構過去文獻曾報導小鼠血癌細胞P-388有活性;也有實驗證實能促進菸草細胞分裂快速;對抗氧化能力也有文獻提出。故藉由在LC-SPE-NMR裡所找到的最佳分離條件套用於半製備型管柱層析,以此分離出足夠的量來解析並補足新穎化合物所需之實驗數據以及進行活性測試。因此,藉由液相層析-固相萃取-核磁共振儀/質譜儀來分析天然物成分,能大幅提升研究之效率和節省天然材料及溶劑的使用量。 | zh_TW |
dc.description.abstract | In order to investigate the chemical constituents as well as their relevant bioactivities, the methanolic extract from the leaves of Trochodendron aralioideo was analyzed by the efficient technique of LC-SPE-NMR in combination with other analytical methods. The methanolic extract was partitioned among solvents of different polarity, and then followed by successive separation and fractionation with centrifugal partition chromatography, silica gel and Sephadex LH-20 column chromatographies. Finally, the fraction of particular interest was analyzed by the LC-SPE-NMR technique to reveal each component in the fraction. From the NMR spectral data accompanying the analysis, sometimes supplemented by mass spectral information, the structure of each component was elucidated and ascertained. Summarizing the results from this analysis, it was revealed that the analytic contained abundant components of neolignans , having dimeric phenyl propanoid structure with unsymmetrically condensed benzofuran skeleton attached with different sugar moieties.
So far such components have been isolated and characterized in this study, including massonianoside D(1), C-veratroylglycol(9), 2~8, 10~14, all being newly discovered constituents from this plant. Among them, 1, 7, 8 and 9are known compounds and 2~6, 10~14 are new structures among natural products. The best isolation conditions secured from the LC-SPE-NMR analysis will be adopted and modified in scale–up separation by semi-preparative column chromatography. Thus, sufficient amount for each interesting component will be obtained and provided for further investigation in spectral and structure information, as well as exploration in biological activities and relevant QSAR studies. | en |
dc.description.provenance | Made available in DSpace on 2021-06-13T06:43:36Z (GMT). No. of bitstreams: 1 ntu-94-R92423015-1.pdf: 10262977 bytes, checksum: 70462ea36fe0cfb1fc375129cd5f0d02 (MD5) Previous issue date: 2005 | en |
dc.description.tableofcontents | 總目錄
中文摘要...........................................................I 英文摘要.......................................................................................................................II 總目錄..........................................................................................................................III 表目錄 (List of Tables)................................................................................................V 流程圖目錄 (List of Schemes) ..................................................................................VI 圖目錄 (List of Figures) ...........................................................................................VII 辭彙 (Glossary) ..........................................................................................................XI 壹、序論........................................................................................................................1 1.1 研究目的及背景.....................................................................................................1 1.2 高效能液相層析系統在天然物成分分析的運用.................................................3 1.3 昆欄樹植物簡介.....................................................................................................5 1.4 有關昆欄樹所含成分及相關活性的文獻回顧....................................................7 貳、實驗結果與討論....................................................................................................11 2.1 Fr. G13 分析結果..................................................................................................12 2.2 Fr. G11 分析結果..................................................................................................15 2.3 Fr. G12 分析結果..................................................................................................17 2.4 Fr. G8 分析結果....................................................................................................19 2.5 Fr. D5 分析結果....................................................................................................22 2.6 Fr. G12 分離結果..................................................................................................25 2.7 化合物1與2之結構解析....................................................................................27 2.8 化合物3之結構解析............................................................................................36 2.9 化合物4之結構解析............................................................................................41 2.10 化合物5與6之結構解析..................................................................................45 2.11化合物7與8之結構解析.....................................................................................49 2.12化合物9之結構解析...........................................................................................52 2.13 化合物10與11之結構解析...............................................................................54 2.14 化合物12之結構解析........................................................................................58 2.15化合物13與14之結構解析...............................................................................60 2.16化合物CD之結果................................................................................................64 參、實驗方法................................................................................................................65 3.1 儀器與材料...........................................................................................................65 3.1.1測定用儀器.........................................................................................................65 3.1.2溶劑及材料.........................................................................................................65 3.2 植物材料來源.......................................................................................................66 3.3昆欄樹葉成份之抽取與分離................................................................................66 參考文獻......................................................................................................................69 附圖..............................................................................................................................72 表目錄 (List of Tables) Table 1. Cytoxicities of machilusol A-F obtained from M. obovatifolia. ...................10 Table 2. NS and SN ratio data of six peaks in Figure 2 (CD3CN, H1-NMR, 400MHz) .................................13 Table 3. NS and SN ratio data of two separated compounds from HPLC shown in Figure 4 (CD3CN, H1-NMR, 400MHz).........................16 Table 4. NS and SN ratio data of two separated compounds from HPLC shown in Figure 5 (CD3CN, H1-NMR, 400MHz).........................18 Table 5. NS and SN ratio data of 2 peaks in Figure 6 (CD3CN, H1-NMR, 400MHz).20 Table 6. NS and SN ratio data of six compounds obtained from HPLC separation of Fr. D5 in Figure 8 (CD3CN, H1-NMR, 400MHz).........................23 Table 7.1HNMR data of compound 1、2 from LC-SPE-NMR analysis (CD3CN, 400MHz)..................................................29 Table 8. 1H and 13C-NMR data of compound 1 (CD3OD, 400MHz).........................32 Table 9. 1H- and 13C-NMR data of compound 2 (CD3OD, 400MHz)..........................35 Table 10. 1H-NMR data of compounds 3 and 1 from LC-SPE-NMR analysis (CD3CN, 400MHz).........................38 Table 11. 1H-and 13C-NMR data of compound 1, 3(CD3OD, 400MHz).........................40 Table 12. 1H-NMR and TOCSY data of compound 4 from LC-SPE-NMR analysis (CD3CN, 400MHz).........................42 Table 13. 1H-NMR and TOCSY data of compound 5, 6 from LC-SPE-NMR analysis (CD3CN, 400MHz).........................46 Table 14. 1H-and 13C-NMR data of compound 6 (100, 400MHz)...............................48 Table 15. 1H-NMR, COSY and NOESY data of compound 7 from LC-SPE-NMR analysis (CD3CN, 400MHz)...........................................50 Table 16. 1H-NMR, COSY and NOESY data of compound 8 from LC-SPE-NMR analysis (CD3CN, 400MHz).........................51 Table 17. 1H-NMR, COSY and NOESY data of compound 9 from LC-SPE-NMR analysis (CD3CN, 400MHz).........................53 Table 18. 1H-NMR, COSY and NOESY data of compound 10 from LC-SPE-NMR analysis (CD3CN, 400MHz)..........................56 Table 19. 1H-NMR, COSY and NOESY data of compound 11 from LC-SPE-NMR analysis (CD3CN, 400MHz).........................57 Table 20. 1H-NMR, COSY and NOESY data of compound 12 from LC-SPE-NMR analysis (CD3CN, 400MHz).........................59 Table 21. 1H-NMR, COSY, TOCSY and NOESY data of compound 13 from LC-SPE-NMR analysis (CD3CN, 400MHz)................................................62 Table 22.1H-NMR, COSY, TOCSY and NOESY data of compound 14 from LC-SPE-NMR analysis (CD3CN, 400MHz)................................................63 流程圖目錄 (List of Schemes) Scheme 1. Experimental LC-DAD-SPE-NMR/MS setup..............................................4 Scheme 2. Fractionation and analysis of MeOH extracts from Trochodendron aralioides..................................................11 Scheme 3. Large scale separation of compounds 1-4 and 6 from Fr. G12.........................26 Scheme 4. Fractionation of MeOH exracts from Trochodendron aralioides.........................66 Scheme 5. Fraction of EtOAc fraction from BuOH-soluble fraction via CPC.........................67 Scheme 6. Partial purification of fr. G from EtOAc soluble layer via silica gel column.........................67 Scheme 7. Fractionation and analysis of fr. D from EtOAc soluble layer.........................68 圖目錄(List of Figures) Figure 1. 昆欄樹(Trochodendron araliodes Sieb.and Zucc.)植物型態.........................6 Figure 2. HPLC Chromatogram of Fr. G13.................................................................12 Figure 3. 1H-NMR spectra of compounds 1, 2, 5, and 6 separated from Fr. G13 ...... 14 Figure 4. HPLC Chromatogram of Fr. G11..................................................................15 Figure 5. HPLC Chromatogram of Fr. G12.................................................................17 Figure 6. HPLC Chromatogram of Fr. G8...................................................................19 Figure 7. 1H-NMR spectra of compounds 7 and 8 separated from Fr. G8 ..................20 Figure 8. HPLC Chromatogram of Fr. D5...................................................................22 Figure 9. HPLC Chromatogram of Fr. G12.................................................................25 Figure 10. 1H- and 13C-NMR data of Compound 1 (5 mm, CD3OD) .........................30 Figure 11. COSY, NOESY and HMBC correlations of Compound 1 (5mm, CD3OD) ...........................................................................................31 Figure 12. 1H-, 13C-NMR data, of Compound 2 (5mm, CD3OD) ...............................33 Figure 13. COSY, NOESY and HMBC correlations of Compound 2 (5 mm, CD3OD) ..........................................................................................34 Figure 14. CD curve of Compound 1...........................................................................37 Figure 15. CD curve of Compound 3...........................................................................37 Figure 16. 1H-, 13C-NMR data, of Compound 3 (5mm, CD3OD) ...............................39 Figure 17. 1H-, 13C-NMR data, of Compound 4 (5mm, CD3OD) ...............................43 Figure 18. COSY, NOESY and HMBC correlations of Compound 4 (5 mm, CD3OD)……………………………………………………………………44 Figure 19. 1H- and 13C-NMR data of Compound 6......................................................47 Figure 20. 1H-NMR spectrum of Compound 1 (CD3CN, 400MHz) ...........................72 Figure 21. TOCSY spectrum of Compound 1 (CD3CN, 400MHz) .............................73 Figure 22. 1H-NMR spectrum of Compound 1 (CD3OD, 400MHz) ..........................74 Figure 23. 13C-NMR spectrum of Compound 1 (CD3OD, 100MHz) ….....................75 Figure 24. COSY spectrum of Compound 1 (CD3OD, 400MHz) ...............................76 Figure 25. NOESY spectrum of Compound 1 (CD3OD, 400MHz) ............................77 Figure 26. HMBC spectrum of Compound 1 (CD3OD, 400MHz) .............................78 Figure 27. HMQC spectrum of Compound 1 (CD3OD, 400MHz) .............................79 Figure 28. 1H-NMR spectrum of Compound 2 (CD3CN, 400MHz) ...........................80 Figure 29. 1H-NMR spectrum of Compound 2 (CD3OD, 400MHz) ..........................81 Figure 30. 13C-NMR spectrum of Compound 2 (CD3OD, 100MHz) .........................82 Figure 31. COSY spectrum of Compound 2 (CD3OD, 400MHz) ...............................83 Figure 32. NOESY spectrum of Compound 2 (CD3OD, 400MHz) ............................84 Figure 33. HMBC(1) spectrum of Compound 2 (CD3OD, 400MHz) .........................85 Figure 34. HMBC(2) spectrum of Compound 2 (CD3OD, 400MHz) .........................86 Figure 35. HMQC spectrum of Compound 2 (CD3OD, 400MHz) .............................87 Figure 36. 1H-NMR spectrum of Compound 3 (CD3OD, 400MHz) ..........................88 Figure 37. 13C-NMR spectrum of Compound 3 (CD3OD, 100MHz) .........................89 Figure 38. 1H-NMR spectrum of Compound 4 (CD3OD, 400MHz) ..........................90 Figure 39. 13C-NMR spectrum of Compound 4 (CD3OD, 100MHz) .........................91 Figure 40. COSY spectrum of Compound 4 (CD3OD, 400MHz) ...............................92 Figure 41. NOESY spectrum of Compound 4 (CD3OD, 400MHz) ............................93 Figure 42. HMBC spectrum of Compound 4 (CD3OD, 400MHz) .............................94 Figure 43. HMQC spectrum of Compound 4 (CD3OD, 400MHz) .............................95 Figure 44. 1H-NMR spectrum of Compound 5 (CD3CN, 400MHz) ...........................96 Figure 45. TOCSY spectrum of Compound 5 (CD3CN, 400MHz) .............................97 Figure 46. 1H-NMR spectrum of Compound 6 (CD3CN, 400MHz) ...........................98 Figure 47. 1H-NMR spectrum of Compound 6 (CD3OD, 400MHz) ..........................99 Figure 48. 13C-NMR spectrum of Compound 6 (CD3OD, 100MHz) .......................100 Figure 49. COSY spectrum of Compound 6 (CD3OD, 400MHz) .............................101 Figure 50. NOESY(1) spectrum of Compound 6 (CD3OD, 400MHz) .....................102 Figure 51. NOESY(2) spectrum of Compound 6 (CD3OD, 400MHz) .....................103 Figure 52. 1H-NMR spectrum of Compound 7 (CD3CN, 400MHz) .........................104 Figure 53. COSY spectrum (1) of Compound 7 (CD3CN, 400MHz) .......................105 Figure 54. COSY spectrum (2) of Compound 7 (CD3CN, 400MHz) .......................106 Figure 55. NOESY spectrum (1) of Compound 7 (CD3CN, 400MHz) .....................107 Figure 56. NOESY spectrum (2) of Compound 7 (CD3CN, 400MHz) .....................108 Figure 57. 1H-NMR spectrum of Compound 8 (CD3CN, 400MHz) .........................109 Figure 58. COSY spectrum (1) of Compound 8 (CD3CN, 400MHz) .......................110 Figure 59. COSY spectrum (2) of Compound 8 (CD3CN, 400MHz) .......................111 Figure 60. 1H-NMR (1) spectrum of Compound 9 (CD3CN, 400MHz) ...................112 Figure 61. 1H-NMR (2) spectrum of Compound 9 (CD3CN, 400MHz) ...................113 Figure 62. COSY spectrum (1) of Compound 9 (CD3CN, 400MHz) .......................114 Figure 63. COSY spectrum (2) of Compound 9 (CD3CN, 400MHz) .......................115 Figure 64. NOESY spectrum of Compound 9 (CD3CN, 400MHz) ..........................116 Figure 65. 1H-NMR spectrum of Compound 10 (CD3CN, 400MHz) .......................117 Figure 66. COSY spectrum (1) of Compound 10 (CD3CN, 400MHz) .....................118 Figure 67. COSY spectrum (2) of Compound 10 (CD3CN, 400MHz) .....................119 Figure 68. NOESY (1) spectrum of Compound 10 (CD3CN, 400MHz) ...................120 Figure 69. NOESY (2) spectrum of Compound 10 (CD3CN, 400MHz) ...................121 Figure 70. 1H-NMR spectrum (1) of Compound 11 (CD3CN, 400MHz) .................122 Figure 71. 1H-NMR spectrum (2) of Compound 11 (CD3CN, 400MHz) .................123 Figure 72. COSY spectrum (1) of Compound 11 (CD3CN, 400MHz) .....................124 Figure 73. COSY spectrum (2) of Compound 11 (CD3CN, 400MHz) .....................125 Figure 74. NOESY spectrum of Compound 11 (CD3CN, 400MHz) ........................126 Figure 75. 1H-NMR spectrum of Compound 12 (CD3CN, 400MHz) ……...............127 Figure 76. COSY spectrum (1) of Compound 12 (CD3CN, 400MHz) .....................128 Figure 77. COSY spectrum (2) of Compound 12 (CD3CN, 400MHz) .....................129 Figure 78. NOESY spectrum of Compound 12 (CD3CN, 400MHz) ........................130 Figure 79. 1H-NMR spectrum of Compound 13 (CD3CN, 400MHz) .......................131 Figure 80. COSY spectrum (1) of Compound 13 (CD3CN, 400MHz) .....................132 Figure 81. COSY spectrum (2) of Compound 13 (CD3CN, 400MHz) ….................133 Figure 82. TOCSY spectrum of Compound 13 (CD3CN, 400MHz) .........................134 Figure 83. NOESY spectrum of Compound 13 (CD3CN, 400MHz) ........................135 Figure 84. 1H-NMR spectrum of Compound 14 (CD3CN, 400MHz) .......................136 Figure 85. COSY spectrum (1) of Compound 14 (CD3CN, 400MHz) .....................137 Figure 86. COSY spectrum (2) of Compound 14 (CD3CN, 400MHz) .....................138 Figure 87. COSY spectrum (3) of Compound 14 (CD3CN, 400MHz) .....................139 Figure 88. TOCSY spectrum of Compound 14 (CD3CN, 400MHz) …….................140 Figure 89. NOESY spectrum of Compound 14 (CD3CN, 400MHz) ........................141 | |
dc.language.iso | zh-TW | |
dc.title | 以高效能液相層析-固相萃取-核磁共振儀
分析昆欄樹葉部之化學成分 | zh_TW |
dc.title | Analysis of Chemical Constituents from the Leaves of
Trochodendron aralioides by LC-SPE-NMR | en |
dc.type | Thesis | |
dc.date.schoolyear | 93-2 | |
dc.description.degree | 碩士 | |
dc.contributor.oralexamcommittee | 李水盛 教授,徐鳳麟 教授 | |
dc.subject.keyword | 高效液相層析-固相萃取-核磁共振,昆欄樹,新木脂素, | zh_TW |
dc.subject.keyword | HPLC-SPE-NMR,Trochodendron aralioides,neolignan, | en |
dc.relation.page | 141 | |
dc.rights.note | 有償授權 | |
dc.date.accepted | 2005-07-29 | |
dc.contributor.author-college | 醫學院 | zh_TW |
dc.contributor.author-dept | 藥學研究所 | zh_TW |
顯示於系所單位: | 藥學系 |
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