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http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/42848完整後設資料紀錄
| DC 欄位 | 值 | 語言 |
|---|---|---|
| dc.contributor.advisor | 李水盛(Shoei-Sheng Lee) | |
| dc.contributor.author | Tung-Yi Wu | en |
| dc.contributor.author | 吳東益 | zh_TW |
| dc.date.accessioned | 2021-06-15T01:25:52Z | - |
| dc.date.available | 2012-09-15 | |
| dc.date.copyright | 2009-09-15 | |
| dc.date.issued | 2009 | |
| dc.date.submitted | 2009-07-23 | |
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Et al. New selective acetylcholinesterase inhibitors designed from natural piperidine alkaloids. Bioorganic & Medicinal Chemistry, 13, 4184-4190 (2005). 28. K. S. Chen, F. R. Chang, Y. C. Chia, T. S. Wu and Y. C. Wu. Chemical constituents of Neolitsea parvigemma and Neolitsea Konishii. Journal of the Chinese Chemical Society, 45, 103-110 (1998). 29. B. Ringdahl, P. K. Chan and J. C. Craig. Circular dichroism of aporphinrs. Journal of Natural Product,s 44, 80-85 (1981) 30. Y. C. Chang, C. Y. Chen, F. R. Chang and Y. C. Wu. Alkaloids from Lindera glauca. Journal of the Chinese Chemical Society, 48, 811-815 (2001). 31. J. E. Correa, C. H. Rios, A. R. Castillo and L. C. Rios., et al. Minor alkaloids from Guatteria dumetorum with antileishmanial activity. Planta Medica,72, 270-272 (2006). 32. J. Slavik, And L. Ｄolejs. Alkaloids of the Papaveraceae. LII. The constitution of escholinine and the identity of esholine with magnoflorine. 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Chemical composition and antioxidant activity of phenolic compounds from wild and cultivated Sclerocarya birrea (Anacardiaceae) leaves. Journal of Agricultural and Food Chemistry, 51, 6689-6695 (2003). 39. S. Kadota, Y. Takamori, K. N. Nyein, T. Kikuchi, K. Tanka, and H. Ekimoto. Constituents of the Leaves of Woodfordia fruticosa Kurz. I. Isolation, structure,and proton and carbon-13 nuclear magnetic resonance signal assignments of Woodfruticosin (Woodfordin C), an inhibitor of Deoxyribonucleic Acid Topoisomerase . Chemical & pharmaceutical bulletin, 38, 2687-2697 (1990). 40. Paul M Dewick. Medicinal natural products,a biosynthetic apporch, 2nd. John Willy & Sons Ltd, 315-339 (2002). 41. J. H. Guh, F. N. Ko, S. M. Yu, Y. C. Wu and C. M. Teng. Pharmacological evaluation of N-methyl-actinodaphnine, a new vascular a-adrenoceptor antagonist, isolated from Illigera luzonensis. European Journal of Pharmacology, 279, 33-41 (1995). | |
| dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/42848 | - |
| dc.description.abstract | 圓滑番荔枝(Annona glabra L.)為一種分佈在美洲、東南亞和台灣南部的熱帶植物。在民間它是被用來當作殺蟲劑和驅腸蟲藥。本實驗先依一般生物鹼之抽取方法將圓滑番荔枝葉部酒精抽取物區分為酸性氯仿層、酸性殘渣層、鹼性氯仿層、鹼性殘渣層和水層。再配反覆使用離心式分配層析、Sephadex LH-20 凝膠管柱層析、矽膠吸附管柱層析、製備型薄層層析、高壓液相層析。得到19 個化合物，其中10 個為aporphine 類生物鹼，分別為(-)-N-methylactindaphnine (1)、(-)-actindphnine (2)、boldine (3)、(+)-isoboldine (4)、(-)-anolobine (5)、(+)-magnoflorine (6)、(-)-asimilbine (7)、(+)-norisodomesticine (8)、(-)-roemeroline (9)、(-)-7-α-hydroxyactinodaphnine(10)。兩個benzylisoquinoline: (+)-reticuline (11)、1S,2S-reticuline-N-oxide (12)。 一個Oxoaporphine: liriodenine (13)。一個morphinan: (-)- pallidine (14) 和一個proapoprine: (+)-stepharine (15)。四個黃酮類: quercetin (16)、quercetin-3-β-D-galactopyranoside (17)、quercetin-3-β-D-glucopyranoside (18)、 quercetin-3-α-L-arabinopyranoside (19)。經由光譜分析這些化合物的結構。其中化合物2、化合物10 經過文獻搜索發現其為新的化合物。 | zh_TW |
| dc.description.abstract | Annona glabra L. (Annonaceae) is a tropical tree, which distributed in Americas, southeast Asia and southern Taiwan. It is used in folklore as an insecticide and parasiticide. Following the general procedure to extract alkaloids, the EtOH extract of Annona glabra leaves was divided into acid chloroform extract, acid residue, total free bases, base residue layer and water layer. Repeated fractionation and separation of through centrifugal partition chromatography, Sephadex LH-20, high performance liquid chromatography and silica gel column yielded fifteen alkaloids from the total free bases(1-15) and four flavonols from the acid residue. There fifteen alkaloids are ten aporphines, i.e. (-)-N-methylactindaphnine (1), (-)-actindphnine (2); boldine (3); (+)-isoboldine (4); anolobine (5); (+)-magnoflorine (6); asimilbine (7); (+)-norisodomesticine (8); (-)-roemeroline (9) and (-)-7-α-hydroxyactinodaphnine(10); two benzylisoquinolines, i.e. (+)-reticuline (11) and 1S,2S-reticuline-N-oxide (12); one oxoaporphine: liriodenine (13); one morphinan, i.e. pallidine (14); one proapoprine, i.e. stepharine (15); and four flavonols, i.e. quercetin (16), quercetin-3-β-D-galactopyranoside (17), quercetin-3-β-D-glucopyranoside (18) and quercetin-3-α-L-arabinopyranoside (19).
Their structures were elucidated by spectroscopic analysis. Among the isolated compounds, compound 2 and 10 are found to be new natural products. | en |
| dc.description.provenance | Made available in DSpace on 2021-06-15T01:25:52Z (GMT). No. of bitstreams: 1 ntu-98-R96423016-1.pdf: 5752767 bytes, checksum: c3156e0e61b900fac2e435ea15a8003d (MD5) Previous issue date: 2009 | en |
| dc.description.tableofcontents | 第一章 緒論 ...................................................................................................... 1
1.1 研究目的 .................................................................................................. 1 1.1.1 植物簡介12 ................................................................................ 2 1.2 Annona 屬植物成分之文獻回顧 ............................................................ 4 1.3 糖尿病之治療與α-glucosidase inhibitor 之關係 ................................ 17 1.4 阿茲海默症之治療與乙醯膽鹼酶抑制劑之關係 ............................... 20 第二章 實驗結果與討論 ................................................................................... 22 2.1 圓滑番荔枝葉部乙醇萃取物的分離與純化 ....................................... 22 2.1.1 生物鹼之分離與乙醯膽鹼水解酶抑制活性測試 ..................... 23 2.1.2 化合物5、9 抑制乙醯膽鹼水解酶之IC50 ............................... 25 2.1.3 酸性殘渣層之活性測試結果為導向的分離與純化 ................. 26 2.2 生物鹼成分與黃酮類成分之構解析 .................................................... 29 2.2.1 (-)-N-Methylactinodaphnine (1)之結構解析 ............................... 29 2.2.2 (-)-Actinodaphnine (2)之結構解析 ............................................. 31 2.2.3 (+)-Boldine (3)之結構解析 ......................................................... 33 2.2.4 (+)-Isoboldine (4)之結構解析 .................................................. 35 2.2.5 (-)-Anolobine (5)之結構解析 ...................................................... 36 2.2.6 (+)-Magnoflorine (6)之結構解析 ................................................ 39 2.2.7 (-)-Asimilbine (7)之結構解析 ..................................................... 41 2.2.8 (+)-Norisodomesticine (8)之結構解析 ........................................ 43 2.2.9 (-)-Roemeroline (9)之結構解析 .................................................. 45 2.2.10 (-)-7-α-Hydroxyactinodaphnine (10)之結構解析 ..................... 46 2.2.11 (+)-Reticuline (11)之結構解析 .................................................. 48 2.2.12 1S,2S-Reticuline-N-oxide (12)之結構解析 ............................ 50 2.2.13 Liriodenine (13)之結構解析 ................................................... 51 2.2.14 (-)-Pallidine (14)之結構解析 ..................................................... 53 2.2.15 (+)-Stepharine (15)之結構解析 ................................................. 54 2.2.16 Quercetin (16)及其配醣體17~19 之結構解析 ........................ 57 2.3 討論 ....................................................................................................... 65 2.3.1 醣類同分異構物分離方法之探討 ........................................... 65 2.3.2 Aporphine 類生物鹼之結構與乙醯膽鹼水解酶抑制活性的探討 ........................................................................................................... 67 2.3.3 Aporphine 類生物鹼之可能生合成路徑 ................................. 68 2.4 結論 ....................................................................................................... 70 第三章 實驗部分 ............................................................................................ 71 3.1 儀器與器材 ........................................................................................... 71 3.1.1 理化性質測定儀器 ...................................................................... 71 3.1.2 成分分離之儀器及材料 ............................................................. 72 3.1.3 試劑與溶媒 ................................................................................. 73 3.1.4 甲型葡萄糖水解酶活性抑制試驗 (α-glucosidase inhibitionassay) 所用試劑與儀器 ....................................................................... 74 3.1.5 抗乙醯膽鹼酶活性試驗(Acetylcholinesterase inhibition assay)所用試劑與儀器 ................................................................................... 74 試劑 ...................................................................................................... 74 3.2 抑制甲型葡萄糖水解酶之活性試驗 (α-glucosidase inhibition assay)75 3.2.1 原理 ............................................................................................. 75 3.2.2 酵素活性單位 ............................................................................. 76 3.2.3 實驗方法 ..................................................................................... 76 3.3 抗乙醯膽鹼酶活性試驗(Acetylcholinesterase inhibition assay) ........ 79 3.3.1 原理 .............................................................................................. 79 3.3.2 實驗方法： ................................................................................. 79 3.4 圓滑番荔枝葉部成份萃取與分離 ....................................................... 82 3.4.1 鹼性氯仿抽提物之成分分離 ..................................................... 85 3.4.2 酸性殘渣層之成份分離 ............................................................. 88 3.5 化合物1 到19 之物理數據 ................................................................. 90 3.5.1 (-)-N-methylactinodaphnine (1) ................................................... 90 3.5.2 (-)-Actinodaphnine (2) ................................................................. 90 3.5.3 (+)-Boldine(3) .............................................................................. 90 3.5.4 (+)-Isoboldine (4) ......................................................................... 91 3.5.5 (-)-Anolobine (5) .......................................................................... 91 3.5.6 (+)-Magnoflorine (6) .................................................................... 92 3.5.7 (-)-Asimilbine (7) ......................................................................... 92 3.5.8 (+)-Norisodomesticine (8) ............................................................ 92 3.5.9 (-)-Roemeroline (9) ...................................................................... 93 3.5.10 (-)-7-α-Hydroxyactinodaphnine (10) ......................................... 93 3.5.11 (+)-Reticuline (11) ...................................................................... 93 3.5.12 1S,2S-Reticuline-N-oxide (12) ................................................... 94 3.5.13 Liriodenine (13) .......................................................................... 94 3.5.14 (-)-Pallidine (14) ......................................................................... 94 3.5.15 (+)-Stepharine (15) ..................................................................... 95 3.5.16 Quercetin (16) ............................................................................. 95 3.5.17 Quercetin-3-β-D-galactoside (17) .............................................. 96 3.5.18 Quercetin-3-β-D-glucoside (18) ................................................. 96 3.5.19 Quercetin-3-α-L-arabinopyranoside (19) ................................... 96 參考文獻.. ........................................................................................................... 97 附圖…….. ......................................................................................................... 102 | |
| dc.language.iso | zh-TW | |
| dc.title | 圓滑番荔枝葉部之成份研究 | zh_TW |
| dc.title | Chemical investigation of the leaves of Annona glabra | en |
| dc.type | Thesis | |
| dc.date.schoolyear | 97-2 | |
| dc.description.degree | 碩士 | |
| dc.contributor.oralexamcommittee | 徐鳳麟(Feng-Lin Hsu),林雲蓮(Yun-Lian Lin) | |
| dc.subject.keyword | 圓滑番荔枝,葉部,生物鹼,黃酮類,光譜分析, | zh_TW |
| dc.subject.keyword | Annona glabra,leaves,alkaloids,separation,flavonols,spectroscopic analysis,isoquinoline, | en |
| dc.relation.page | 151 | |
| dc.rights.note | 有償授權 | |
| dc.date.accepted | 2009-07-23 | |
| 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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