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請用此 Handle URI 來引用此文件: http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/40167
完整後設資料紀錄
DC 欄位值語言
dc.contributor.advisor沈雅敬
dc.contributor.authorChin-Cheng Liuen
dc.contributor.author劉金城zh_TW
dc.date.accessioned2021-06-14T16:42:05Z-
dc.date.available2011-09-11
dc.date.copyright2008-09-11
dc.date.issued2008
dc.date.submitted2008-07-31
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15. Choi, Y. W.; Takamatsu, S.; Khan, S. I.; Srinivas, P. V.; Ferreira, D.; Zhao, J.; Khan, I. A., Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans. J. Nat. Prod. 2006, 69, (3), 356-9.
16. Shen, Y. C.; Lin, Y. C.; Ahmed, A. F.; Cheng, Y. B.; Liaw, C. C.; Kuo, Y. H., Four new nonaoxygenated C18 dibenzocylcooctadiene lignans from Kadsura philippinensis. Chem. Pharm. Bull. (Tokyo) 2007, 55, (2), 280-3.
17. Chen, M.; Kilgore, N.; Lee, K. H.; Chen, D. F., Rubrisandrins A and B, lignans and related anti-HIV compounds from Schisandra rubriflora. J. Nat. Prod. 2006, 69, (12), 1697-701.
18. Sun, Q. Z.; Chen, D. F.; Ding, P. L.; Ma, C. M.; Kakuda, H.; Nakamura, N.; Hattori, M., Three new lignans, longipedunins A-C, from Kadsura longipedunculata and their inhibitory activity against HIV-1 protease. Chem. Pharm. Bull. (Tokyo) 2006, 54, (1), 129-32.
19. Wang, W.; Liu, J.; Liu, R.; Xu, Z.; Yang, M.; Liu, P.; Sabia, G.; Wang, X.; Guo, D., Four new lignans from the stems of Kadsura heteroclita. Planta Med. 2006, 72, (3), 284-8.
20. Shen, Y. C.; Liaw, C. C.; Cheng, Y. B.; Ahmed, A. F.; Lai, M. C.; Liou, S. S.; Wu, T. S.; Kuo, Y. H.; Lin, Y. C., C18 dibenzocyclooctadiene lignans from Kadsura philippinensis. J. Nat. Prod. 2006, 69, (6), 963-6.
21. Shen, Y. C.; Cheng, Y. B.; Lan, T. W.; Liaw, C. C.; Liou, S. S.; Kuo, Y. H.; Khalil, A. T., Kadsuphilols A-H, oxygenated lignans from Kadsura philippinensis. J. Nat. Prod. 2007, 70, (7), 1139-45.
22. Li, H.; Wang, L.; Yang, Z.; Kitanaka, S., Kadsuralignans H-K from Kadsura coccinea and their nitric oxide production inhibitory effects. J. Nat. Prod. 2007, 70, (12), 1999-2002.
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24. Ma, W.; Ma, X.; Huang, H.; Zhou, P.; Chen, D., Dibenzocyclooctane lignans from the stems of Kadsura induta and their antiviral effect on hepatitis B virus. Chem. Biodivers. 2007, 4, (5), 966-72.
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dc.identifier.urihttp://tdr.lib.ntu.edu.tw/jspui/handle/123456789/40167-
dc.description.abstract本論文主要研究台灣產阿里山五味子 (Schisandra arisanensis Hayata) 之甲醇和二氯甲烷萃取物並分析鑑定所含的木質酚素之成分,分離共得二十個木質酚素類化合物。
由阿里山五味子分離得到共二十個木質酚素化合物其中包括了五個新化合物,分別命名為arisanschinin A (1)、arisanschinin B (2)、arisanschinin C (3)、arisanschinin D (4)和arisanschinin E (5),以及十五個已知化合物,分別是 binankasurin A (6)、schisantherin A (7)、schisantherin B (8)、kadsurarin (9)、meso-dihydroguaiaretic acid (10)、kadsumarin (11)、kadsulignan K (12)、kadsulignan D (13)、kadsurin (14)、angeloyl-binankadsurin A (15)、acetyl-binankadsurarin A (16)、schizanrin F (17)、schisantherin D (18)、kadsuphilol A (19) 和kadsuphilol C (20)。

新化合物1-4皆具有典型的C18 dibenzocyclooctadiene骨架,而化合物5則是C-15和C-16開環的biphenyldimethylbutane骨架。以上所有化合物結構是利用各種物理數據,包括紅外線、質譜、紫外線、旋光值以及配合各種核磁共振圖譜,包含1D和2D的圖譜並且比對過去文獻相關化合物的數據而得。在立體結構解析方面,則是利用NOESY圖譜和CD光譜訂立。根據CD光譜,化合物1-2,構形皆為R form,而在化合物3-4,構形則為S form。以上這些化合物利用和DPPH (1, 1-diphenyl-2- picryhydrazyl) 反應去測試自由基清除能力。
zh_TW
dc.description.abstractThis research focuses on lignans from Taiwanese medicinal herb Schisandra arisanensis Hayata. Their CH2Cl2 and MeOH extracts were investigated by using chromatography and twenty lignans were isolated.
In the course of our study on lignans of S. arisanensis, five new compounds, arisanschinin A (1), arisanschinin B (2), arisanschinin C (3), arisanschinin D (4), arisanschinin E (5) together with fifteen known compounds, binankasurin A (6), kadsurarin (7), schisantherin B (8), schisantherin A (9), meso-dihydroguaiaretic acid (10), kadsumarin (11), kadsulignan K (12), kadsulignan D (13), kadsurin (14), angeloyl-binankadsurin A (15), acetyl-binankadsurarin A (16), schizanrin F (17), schisantherin D (18), kadsuphilol A (19) and kadsuphilol C (20) were isolated by using liquid chromatography.
The new compounds 1-4 possess a C18 dibenzocyclooctadiene skeleton and compound 5 has an open ring system, biphenyldimethylbutane. All the structures of above compounds were elucidated by 1D, 2D-NMR spectroscopic analysis and physical methods including IR, mass, UV, optical rotation and NMR, and also by comparisions with the published data.
The absolute stereochemistry of compounds 1-5 was determined by circular dichroism and NOESY. According to the spectra of CD, the configuration of compounds 1-2 were R form and compounds 3-4 were S form. The radical-scavenging activity of these compounds were tested and evaluated by reation with DPPH (1, 1-diphenyl-2- picryhydrazyl) free radical.
en
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en
dc.description.tableofcontents中文摘要...................................................I
英文摘要..................................................Ⅱ
第一章 序論.............................................1
第一節 前言.............................................1
第二節 相關化合物之文獻回顧.............................5
第二章 材料及方法........................................19
第一節 材料介紹.........................................19
第二節 分離流程........................................20
第三節 實驗儀器........................................27
第三章 實驗結果..........................................29
第一節 化合物1之結構解析...............................30
第二節 化合物2之結構解析...............................36
第三節 化合物3之結構解析...............................42
第四節 化合物4之結構解析...............................48
第五節 化合物5之結構解析...............................54
第六節 化合物6之結構...................................59
第七節 化合物7之結構...................................60
第八節 化合物8之結構...................................61
第九節 化合物9之結構...................................62
第十節 化合物10之結構..................................63
第十一節 化合物11之結構..................................64
第十二節 化合物12之結構..................................65
第十三節 化合物13之結構..................................66
第十四節 化合物14之結構..................................67
第十五節 化合物15之結構..................................68
第十六節 化合物16之結構..................................69
第十七節 化合物17之結構..................................70
第十八節 化合物18之結構..................................71
第十九節 化合物19之結構..................................72
第二十節 化合物20之結構..................................73
第二十一節 活性結果測試.................................74
第四章 結論............................................75
第五章 參考文獻........................................78

圖目錄
圖一、阿里山五味子 (Schisandra arisanensis Hayata) 分離流程 (Ⅰ).....................................................21
圖二、阿里山五味子 (Schisandra arisanensis Hayata) 分離流程 (Ⅱ).....................................................22
圖三、阿里山五味子 (Schisandra arisanensis Hayata) 分離流程 (Ⅲ).....................................................23
圖四、阿里山五味子 (Schisandra arisanensis Hayata) 分離流程 (Ⅳ).....................................................24
圖五、阿里山五味子 (Schisandra arisanensis Hayata) 分離流程 (Ⅴ).....................................................25
圖1-1、Arisanschinin A (1) 之COSY及HMBC correlation......31
圖1-2、Arisanschinin A (1) 之NOESY correlation...........31
圖1-3、Arisanschinin A (1) 之1H-NMR數據標定..............32
圖1-4、Arisanschinin A (1) 之13C-NMR數據標定.............32
圖1-5、Arisanschinin A (1) 之IR圖譜......................34
圖1-6、Arisanschinin A (1) 之HRESIMS圖譜.................34
圖1-7、Arisanschinin A (1) 之CD圖譜......................35
圖2-1、Arisanschinin B (2) 之COSY及HMBC correlation......36
圖2-2、Arisanschinin B (2) 之NOESY correlation...........37
圖2-3、Arisanschinin B (2) 之1H-NMR數據標定..............38
圖2-4、Arisanschinin B (2) 之13C-NMR數據標定.............38
圖2-5、Arisanschinin B (2) 之IR圖譜......................40
圖2-6、Arisanschinin B (2) 之HRESIMS圖譜.................40
圖2-7、Arisanschinin B (2) 之CD圖譜......................41
圖3-1、Arisanschinin C (3) 之COSY及HMBC correlation......43
圖3-2、Arisanschinin C (3) 之NOESY correlation...........43
圖3-3、Arisanschinin C (3) 之1H-NMR數據標定..............44
圖3-4、Arisanschinin C (3) 之13C-NMR數據標定.............44
圖3-5、Arisanschinin C (3) 之IR圖譜......................46
圖3-6、Arisanschinin C (3) 之HRESIMS圖譜.................46
圖3-7、Arisanschinin C (3) 之CD圖譜......................47
圖4-1、Arisanschinin D (4) 之COSY及HMBC correlation......49
圖4-2、Arisanschinin D (4) 之NOESY correlation...........49
圖4-3、 Arisanschinin D (4) 之1H-NMR數據標定.............50
圖4-4、 Arisanschinin D (4) 之13C-NMR數據標定............50
圖4-5、 Arisanschinin D (4) 之IR圖譜.....................52
圖4-6、 Arisanschinin D (4) 之HRESIMS圖譜................52
圖4-7、 Arisanschinin D (4) 之CD圖譜.....................53
圖5-1、 Arisanschinin E (5) 之COSY及HMBC correlation.....55
圖5-2、 Arisanschinin E (5) 之NOESY correlation..........55
圖5-3、 Arisanschinin E (5) 之1H-NMR數據標定.............56
圖5-4、 Arisanschinin E (5) 之13C-NMR數據標定............56
圖5-5、 Arisanschinin E (5) 之IR圖譜.....................58
圖5-6、 Arisanschinin E (5) 之HRESIMS圖譜................58
圖6 、 新五味子成分之生合成路徑推測.....................77
圖1-8、 Arisanschinin A (1) 之1H-NMR圖譜 (400 MHz).....83
圖1-9、 Arisanschinin A (1) 之13C-NMR圖譜 (100 MHz)....84
圖1-10、Arisanschinin A (1) 之COSY圖譜 (300 MHz).......85
圖1-11、Arisanschinin A (1) 之HMQC圖譜 (300 MHz).......86
圖1-12、Arisanschinin A (1) 之HMBC圖譜 (300 MHz).......87
圖1-13、Arisanschinin A (1) 之NOESY圖譜 (300 MHz)......88
圖2-8、 Arisanschinin B (2) 之1H-NMR圖譜 (400 MHz).....89
圖2-9、 Arisanschinin B (2) 之13C-NMR圖譜 (100 MHz)....90
圖2-10、Arisanschinin B (2) 之COSY圖譜 (500 MHz).......91
圖2-11、Arisanschinin B (2) 之HMQC圖譜 (500 MHz).......92
圖2-12、Arisanschinin B (2) 之HMBC圖譜 (500 MHz).......93
圖2-13、Arisanschinin B (2) 之NOESY圖譜(400 MHz).......94
圖3-8、 Arisanschinin C (3) 之1H-NMR圖譜(400 MHz)......95
圖3-9、 Arisanschinin C (3) 之13C-NMR圖譜(100 MHz).....96
圖3-10、Arisanschinin C (3) 之COSY圖譜 (400 MHz).......97
圖3-11、Arisanschinin C (3) 之HMQC圖譜 (400 MHz).......98
圖3-12、Arisanschinin C (3) 之HMBC圖譜 (400 MHz).......99
圖3-13、Arisanschinin C (3) 之NOESY圖譜 (400 MHz).....100
圖4-8、 Arisanschinin D (4) 之1H-NMR圖譜 (400 MHz)....101
圖4-9、 Arisanschinin D (4) 之13C-NMR圖譜 (100 MHz)...102
圖4-10、Arisanschinin D (4) 之COSY圖譜 (500 MHz)......103
圖4-11、Arisanschinin D (4) 之HMQC圖譜 (500 MHz)......104
圖4-12、Arisanschinin D (4) 之HMBC圖譜 (500 MHz)......105
圖4-13、Arisanschinin D (4) 之NOESY圖譜 (500 MHz).....106
圖5-7、 Arisanschinin E (5) 之1H-NMR圖譜 (400 MHz)....107
圖5-8、 Arisanschinin E (5) 之13C-NMR圖譜 (100 MHz)...108
圖5-9、 Arisanschinin E (5) 之COSY圖譜 (300 MHz)......109
圖5-10、Arisanschinin E (5) 之HMQC圖譜 (300 MHz)......110
圖5-11、Arisanschinin E (5) 之HMBC圖譜 (300 MHz)......111

表目錄
表一、Arisanschinin A (1) 物理資料與NMR圖譜資料...........33
表二、Arisanschinin B (2) 物理資料與NMR圖譜資料...........39
表三、Arisanschinin C (3) 物理資料與NMR圖譜資料...........45
表四、Arisanschinin D (4) 物理資料與NMR圖譜資料...........51
表五、Arisanschinin E (5) 物理資料與NMR圖譜資料...........57
表六、 化合物6之NMR圖譜資料..............................59
表七、 化合物7之NMR圖譜資料..............................60
表八、 化合物8之NMR圖譜資料..............................61
表九、 化合物9之NMR圖譜資料..............................62
表十、 化合物10之NMR圖譜資料.............................63
表十一、化合物11之NMR圖譜資料.............................64
表十二、化合物12之NMR圖譜資料.............................65
表十三、化合物13之NMR圖譜資料.............................66
表十四、化合物14之NMR圖譜資料.............................67
表十五、化合物15之NMR圖譜資料.............................68
表十六、化合物16之NMR圖譜資料.............................69
表十七、化合物17之NMR圖譜資料.............................70
表十八、化合物18之NMR圖譜資料.............................71
表十九、化合物19之NMR圖譜資料.............................72
表二十、化合物20之NMR圖譜資料.............................73
表二十一、化合物1-8的自由基清除能力.......................74
dc.language.isozh-TW
dc.subject聯苯環辛烷zh_TW
dc.subject木質酚素zh_TW
dc.subject阿里山五味子zh_TW
dc.subjectdibenzocyclooctadieneen
dc.subjectSchisandra arisanensis Hayataen
dc.subjectlignanen
dc.title阿里山五味子活性木質素成分之研究zh_TW
dc.titleStudies on the Bioactive Lignans of Schisandra arisanensis Hayataen
dc.typeThesis
dc.date.schoolyear96-2
dc.description.degree碩士
dc.contributor.oralexamcommittee李水盛,周宏農
dc.subject.keyword阿里山五味子,木質酚素,聯苯環辛烷,zh_TW
dc.subject.keywordSchisandra arisanensis Hayata,lignan,dibenzocyclooctadiene,en
dc.relation.page111
dc.rights.note有償授權
dc.date.accepted2008-08-01
dc.contributor.author-college醫學院zh_TW
dc.contributor.author-dept藥學研究所zh_TW
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