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| DC 欄位 | 值 | 語言 |
|---|---|---|
| dc.contributor.advisor | 沈雅敬(Ya-Ching Shen) | |
| dc.contributor.author | Kuan-Chun Wong | en |
| dc.contributor.author | 黃鈞傳 | zh_TW |
| dc.date.accessioned | 2021-06-17T07:16:48Z | - |
| dc.date.available | 2024-08-26 | |
| dc.date.copyright | 2019-08-26 | |
| dc.date.issued | 2019 | |
| dc.date.submitted | 2019-07-12 | |
| dc.identifier.citation | 1. D. J. Newman; G. M. Cragg; K. M. Snader. The influence of natural products upon drug discovery. Nat. Prod. Rep. 2000, 17, 215−234.
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| dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/73084 | - |
| dc.description.abstract | 本論文主要研究灰莉 (Fagraea ceilanica Thunb.) 含有之天然物活性成分，其枝葉以酒精萃取，然後使用各類管柱色層分析進行分離，並以核磁共振等方法鑑定化學結構。實驗結果共得八個新seco-iridoid類化合物1−8，其中包含具有五碳鍊的新骨架化合物 1−3；具有furanone的化合物4和5，以及立體結構不同的化合物6−8。此外還有六個已知化合物，分別為djalonenol (9) 12、swertiachiralatone A (10) 13、(-)-boonein (11) 15、epiloliolide (12) 16、(S)-dehydro-vomifoliol (13) 17、floribundane B (14) 18。
所有化合物之結構解析皆利用核磁共振圖譜1D-NMR (1H-NMR、13C-NMR、DEPT-135、DEPT-90) 及2D-NMR (HSQC、COSY、HMBC、NOESY) 和所得之物理數據，包括高解析電灑式質諎儀、紅外線吸收光譜、紫外線吸收光譜、圓二色光譜和比旋光度而建立，最後利用化學結構資料庫 Reaxys 和 SciFinder以及相關文獻加以比對。部分分離所得之化合物已送測非小細胞性肺癌細胞毒殺以及IL-6釋放抗發炎生物活性測試，然而皆沒有抑制效果。 | zh_TW |
| dc.description.abstract | This study focuses on the natural products discovery of the ethanol extract from the leaves and twigs of Fagraea ceilanica Thunb. Several types of column chromatography have been used to isolate and got eight new seco-iridoids 1−8, included three new skeleton compounds 1−3 with five-carbon chain structure. Compounds 4 and 5 have furanone and compounds 6−8 are different in the configuration. Otherwise, six known compounds djalonenol (9) 12, swertiachiralatone A (10) 13, (-)-boonein (11) 15, epiloliolide (12) 16, (S)-dehydro-vomifoliol (13) 17, and floribundane B (14) 18 were found.
All the structures were educated and confirmed on the basis of various spectroscopic analysis, including 1D-NMR (1H-NMR, 13C-NMR, DEPT-135 and DEPT-90) and 2D-NMR (HSQC, COSY, HMBC and NOESY). High resolution electrospray ionization mass spectrometry (HRESIMS), ultraviolet spectroscopy (UV), infrared spectroscopy (IR), electronic circular dichroism (ECD) and specific rotation. After that, the compounds were compared with the internet chemical database, Reaxys, SciFinder and other interrelated papers. Some of the isolated compounds were tested for non-small cell lung cancer cytotoxic and IL-6 release anti-inflammatory activities. Unfortunately, all of those compounds did not present inhibitory effect. | en |
| dc.description.provenance | Made available in DSpace on 2021-06-17T07:16:48Z (GMT). No. of bitstreams: 1 ntu-108-R05423026-1.pdf: 13210571 bytes, checksum: ec7047b13cfe86acaf911ae86dff8f04 (MD5) Previous issue date: 2019 | en |
| dc.description.tableofcontents | 口試委員審定書 i
謝辭 ii 摘要 iii Abstract iv 第一章 序論 1 第一節 前言 1 第二節 研究動機、目的與展望 2 第三節 相關天然物結構文獻回顧 3 第二章 材料及方法 23 第一節 材料介紹 23 第二節 實驗儀器 27 第三節 實驗溶劑及矽膠 29 第四節 分離流程 30 第五節 化合物結構鑑定方法 34 第三章 實驗結果 35 第一節 化合物1之結構解析 35 第二節 化合物2之結構解析 46 第三節 化合物3之結構解析 57 第四節 化合物4之結構解析 69 第五節 化合物5之結構解析 81 第六節 化合物6之結構解析 92 第七節 化合物7之結構解析 104 第八節 化合物8之結構解析 116 第九節 化合物9之結構解析 128 第十節 化合物10之結構解析 140 第十一節 化合物11之結構 147 第十二節 化合物12之結構 152 第十三節 化合物13之結構 157 第十四節 化合物14之結構 162 第十五節 生合成途徑推導 167 第十六節 生物活性測試結果 171 第四章 結果與討論 175 參考文獻 177 | |
| dc.language.iso | zh-TW | |
| dc.title | 灰莉枝葉之成分研究 | zh_TW |
| dc.title | Studies on the Chemical Constituents from the Leaves
and Twigs of Fagraea ceilanica Thunb. | en |
| dc.type | Thesis | |
| dc.date.schoolyear | 107-2 | |
| dc.description.degree | 碩士 | |
| dc.contributor.coadvisor | 顧記華(Jih-Hwa Guh) | |
| dc.contributor.oralexamcommittee | 鄭源斌(Yuan-Bin Cheng),黃偉展(Wei-Jan Huang) | |
| dc.subject.keyword | 灰莉,seco-iridoid,細胞毒殺,抗發炎, | zh_TW |
| dc.subject.keyword | Fagraea ceilanica Thunb.,seco-iridoids,cytotoxicity,anti-inflammation, | en |
| dc.relation.page | 182 | |
| dc.identifier.doi | 10.6342/NTU201901319 | |
| dc.rights.note | 有償授權 | |
| dc.date.accepted | 2019-07-12 | |
| 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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