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| DC 欄位 | 值 | 語言 |
|---|---|---|
| dc.contributor.advisor | 沈雅敬(Ya-Ching Shen) | |
| dc.contributor.author | Ching-Jie Lin | en |
| dc.contributor.author | 林清傑 | zh_TW |
| dc.date.accessioned | 2021-06-16T13:02:28Z | - |
| dc.date.available | 2016-09-24 | |
| dc.date.copyright | 2013-09-24 | |
| dc.date.issued | 2013 | |
| dc.date.submitted | 2013-08-06 | |
| dc.identifier.citation | 參考文獻
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| dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/61410 | - |
| dc.description.abstract | 中文摘要
本論文主要研究穗花樹蘭根部含有之三萜類化合物，以丙酮萃取並利用各種管柱色層層析法分析方法進行分離與分析鑑定所含之三萜類等成分。 實驗結果共分得十一個化合物，其中包括四個新的三萜類化合物。 分離得到的化合物中，有四個新的3,4-seco-apotirucallane骨架之三萜類化合物aphataiwanins A-D (1-4)，其中aphataiwanin A (1)、aphataiwanin B (2)於C-21之甲氧基位向不同，彼此互為立體異構物；aphataiwanin C (3)、aphataiwanin D (4)亦是C-21取代基位向不同，屬立體異構物。其餘為一個已知的原檸檬類素methyl-1ξ,7R-diacetoxy-23R,25-dihydroxy-20S,24R-21,24- epoxy-3,4-seco-apotirucall-4(28),14(15)-diene- 3-oate (5)，五個檸檬類素化合物rohituka 3 (6)、rohituka 7 (7)、nymania 1 (8)、rubrin G (9)、prieurianin (10)以及一個固醇類化合物2β,3β-dihydroxy-5α- pragnan-16-one (11)。 以上化合物之結構鑑定主要是利用各種光譜數據所建立，包括一維NMR圖譜(1H-NMR、13C-NMR、 DEPT-135、DEPT-90)、二維核磁共振圖譜(COSY、HMQC、HMBC、NOESY)、高解析電灑式質譜、紅外線光譜、CD光譜及比旋光度，並以化學資料庫Reaxys查詢相關化合物資料以及資料庫Web of Science搜尋相關文獻而建立結構。 將所分得之化合物(1-11)，進行抗癌細胞與抗發炎生物活性測試與評估。 | zh_TW |
| dc.description.abstract | Abstract
This thesis mainly focuses on the phytochemical investigation of the acetone extract from the roots of Aphanamixis polystachya. Fractionation of the crude extract has led to the isolation of 11 compounds. Among them, four are new apotirucallane-type triterpenoids aphataiwanins A-D (1-4). Others are known protolimonoid methyl-1ξ,7R-diacetoxy-23R,25-dihydroxy-20S,24R- 21,24-epoxy-3,4-seco-apotirucall-4(28),14(15)-diene-3-oate (5), limonoids rohituka 3 (6), rohituka 7 (7), nymania 1 (8), rubrin G (9), prieurianin (10) and one steroid 2β,3β-dihydroxy-5α-pragnan-16- one (11). The structures of above compounds are mainly determined by applicaton of various spectroscopic analysis, including one-dimension NMR (1H-NMR, 13C-NMR, DEPT-135 and DEPT-90), two-dimension NMR (COSY, HMQC, HMBC and NOESY), high resolution ESI mass, infrared, circular dichroism and specific optical rotation. Besides, searching for the related compounds in Reaxys database and reference reports from Web of Science are also necessary to elucidate these structures. All the anti-tumor cytotoxicities, anti-inflammatory bioactivities of these compounds are now tested and evaluated. | en |
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| dc.description.tableofcontents | 目錄
中文摘要 i Abstract ii 第一章 序論 1 第一節 前言 1 第二節 相關文獻回顧 3 第二章 材料及方法 20 第一節 材料介紹 20 第二節 實驗儀器 22 第三節 分離流程 24 第四節 實驗溶劑及矽膠 29 第五節 化合物結構測定方法 30 第三章 實驗結果 31 第一節 化合物1之結構解析 31 第二節 化合物2之結構解析 41 第三節 化合物3之結構解析 50 第四節 化合物4之結構解析 58 第五節 化合物5之結構解析 67 第六節 化合物6之結構 78 第七節 化合物7之結構 79 第八節 化合物8之結構 80 第九節 化合物9之結構 81 第十節 化合物10之結構 82 第十一節 化合物11之結構 83 第十二節 抗癌細胞活性 84 第十三節 抗發炎活性 85 第四章 結果與討論 86 參考文獻 91 附錄 98 表目錄 表1、 山楝屬中各種植物的化學組成 14 表2、 Compound 1物理資料與1H、13C NMR圖譜資料(CDCl3) 36 表3、 Compounds 1、2與polystanins C、D之碳值趨勢比較 43 表4、 Compound 2物理資料與1H、13C NMR圖譜資料(CDCl3) 44 表5、 Compounds 1、2之1H、13C NMR化學位移比較 45 表6、 Compound 3物理資料與1H、13C NMR圖譜資料(CDCl3) 53 表7、 Compounds 3、4與polystanins C、D之碳值趨勢比較 60 表8、 Compound 4物理資料與1H、13C NMR圖譜資料(CDCl3) 61 表9、 Compounds 3、4之1H、13C NMR化學位移比較 62 表10、 Compound 5物理資料與1H、13C NMR圖譜資料(CDCl3) 72 表11、 Compound 5與polystanin A (63)之1H、13C NMR化學位移比較 73 表12、 Compound 6之1H、13C NMR圖譜資料(CDCl3) 78 表13、 Compound 7之1H、13C NMR圖譜資料(CDCl3) 79 表14、 Compound 8之1H、13C NMR圖譜資料(CDCl3) 80 表15、 Compound 9之1H、13C NMR圖譜資料(CDCl3) 81 表16、 Compound 10之1H、13C NMR圖譜資料(CDCl3) 82 表17、 Compound 11之1H、13C NMR圖譜資料(CDCl3) 83 圖目錄 圖1、 穗花樹蘭(Aphanamixis polystachya)之枝葉外觀 21 圖2、 穗花樹蘭(Aphanamixis polystachya)根分離流程 (I) 26 圖3、 穗花樹蘭(Aphanamixis polystachya)根分離流程 (II) 26 圖4、 穗花樹蘭(Aphanamixis polystachya)根分離流程 (III) 27 圖5、 穗花樹蘭(Aphanamixis polystachya)根分離流程 (IV) 27 圖6、 穗花樹蘭(Aphanamixis polystachya)根分離流程 (V) 28 圖7、 Compound 1之COSY及selected HMBC correlations 33 圖8、 Compound 1之selected NOESY correlations 34 圖9、 Compound 1與polystanins C、D之化學位移比較 34 圖10、 Compound 1與chisopanin C之化學位移比較 35 圖11、 Compound 1之1H NMR圖譜(600 MHz) 37 圖12、 Compound 1之13C與DEPT NMR圖譜(150 MHz) 37 圖13、 Compound 1之HSQC NMR圖譜 38 圖14、 Compound 1之COSY NMR圖譜 38 圖15、 Compound 1之HMBC NMR圖譜 39 圖16、 Compound 1之NOESY NMR圖譜 39 圖17、 Compound 1之IR光譜 40 圖18、 Compound 1之CD光譜 40 圖19、 Compound 1之HRESIMS圖譜 40 圖20、 Compound 2之selected NOESY correlations 42 圖21、 Compounds 1、2與polystanins C、D之化學位移比較 43 圖22、 Compounds 2與chisopanin C之化學位移比較 43 圖23、 Compound 2之1H NMR圖譜(600 MHz) 46 圖24、 Compound 2之13C與DEPT NMR圖譜(150 MHz) 46 圖25、 Compound 2之HSQC NMR圖譜 47 圖26、 Compound 2之COSY NMR圖譜 47 圖27、 Compound 2之HMBC NMR圖譜 48 圖28、 Compound 2之NOESY NMR圖譜 48 圖29、 Compound 2之IR光譜 49 圖30、 Compound 2之CD光譜 49 圖31、 Compound 2之HRESIMS圖譜 49 圖32、 Compound 3之COSY及selected HMBC correlations 51 圖33、 Compound 3之selected NOESY correlations 52 圖34、 Compound 3與polystanins C、D之化學位移比較 52 圖35、 Compound 3與Compounds 1、2之化學位移比較 52 圖36、 Compound 3之1H NMR圖譜(600 MHz) 54 圖37、 Compound 3之13C與DEPT NMR圖譜(150 MHz) 54 圖38、 Compound 3之HSQC NMR圖譜 55 圖39、 Compound 3之COSY NMR圖譜 55 圖40、 Compound 3之HMBC NMR圖譜 56 圖41、 Compound 3之NOESY NMR圖譜 56 圖42、 Compound 3之IR光譜 57 圖43、 Compound 3之CD光譜 57 圖44、 Compound 3之HRESIMS圖譜 57 圖45、 Compound 4之selected NOESY correlations 59 圖46、 Compounds 3、4與polystanins C、D之化學位移比較 60 圖47、 Compound 4之1H NMR圖譜(600 MHz) 63 圖48、 Compound 4之13C與DEPT NMR圖譜(150 MHz) 63 圖49、 Compound 4之HSQC NMR圖譜 64 圖50、 Compound 4之COSY NMR圖譜 64 圖51、 Compound 4之HMBC NMR圖譜 65 圖52、 Compound 4之NOESY NMR圖譜 65 圖53、 Compound 4之IR光譜 66 圖54、 Compound 4之CD光譜 66 圖55、 Compound 4之HRESIMS圖譜 66 圖56、 Compound 5之COSY及selected HMBC correlations 68 圖57、 Compound 5之selected NOESY correlations 69 圖58、 Compound 5與文獻之氫、碳值比較 70 圖59、 Compound 5與polystanin A (63)之化學位移比較 71 圖60、 Compound 5與polystanin A (63)之六元醚環部分立體 71 圖61、 Compound 5之1H NMR圖譜(600 MHz) 74 圖62、 Compound 5之13C與DEPT NMR圖譜(150 MHz) 74 圖63、 Compound 5之HSQC NMR圖譜 75 圖64、 Compound 5之COSY NMR圖譜 75 圖65、 Compound 5之HMBC NMR圖譜 76 圖66、 Compound 5之NOESY NMR圖譜 76 圖67、 Compound 5之IR光譜 77 圖68、 Compound 5之HRESIMS圖譜 77 圖69、 化合物1 | |
| dc.language.iso | zh-TW | |
| dc.subject | 三?類 | zh_TW |
| dc.subject | 穗花樹蘭 | zh_TW |
| dc.subject | apotirucallane-type | zh_TW |
| dc.subject | 檸檬類素 | zh_TW |
| dc.subject | Aphanamixis polystachya | en |
| dc.subject | apotirucallane-type triterpenoids | en |
| dc.subject | limonoids | en |
| dc.title | 穗花樹蘭根部之三萜類成分研究 | zh_TW |
| dc.title | Studies on the Triterpenoids from the Roots of Aphanamixis polystachya (Wall.) R. N. Parker | en |
| dc.type | Thesis | |
| dc.date.schoolyear | 101-2 | |
| dc.description.degree | 碩士 | |
| dc.contributor.oralexamcommittee | 周宏農,李宗徽 | |
| dc.subject.keyword | 穗花樹蘭,apotirucallane-type,三?類,檸檬類素, | zh_TW |
| dc.subject.keyword | Aphanamixis polystachya,apotirucallane-type triterpenoids,limonoids, | en |
| dc.relation.page | 100 | |
| dc.rights.note | 有償授權 | |
| dc.date.accepted | 2013-08-06 | |
| 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 | |
文件中的檔案：
| 檔案 | 大小 | 格式 | |
|---|---|---|---|
| ntu-102-1.pdf 未授權公開取用 | 4.07 MB | Adobe PDF |
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