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博碩士論文 etd-0810105-165417 詳細資訊
Title page for etd-0810105-165417
論文名稱
Title
台灣產八放珊瑚Briareum excavatum 及Junceella fragilis所含天然化合物之研究
Studies on the Natural Products from the Formosan Octocorals Briareum excavatum and Junceella fragilis
系所名稱
Department
畢業學年期
Year, semester
語文別
Language
學位類別
Degree
頁數
Number of pages
132
研究生
Author
指導教授
Advisor
召集委員
Convenor
口試委員
Advisory Committee
口試日期
Date of Exam
2005-07-06
繳交日期
Date of Submission
2005-08-10
關鍵字
Keywords
天然物、八放珊瑚
Briarane, Natural product, Junceella, Briareum
統計
Statistics
本論文已被瀏覽 5684 次,被下載 1243
The thesis/dissertation has been browsed 5684 times, has been downloaded 1243 times.
中文摘要
在本次實驗中,接續了對Briareum excavatum及Junceella fragilis此兩種八放珊瑚所含化學成份的研究,並分離得到八個briarane類化合物,其中七個為新化合物,一個為已知的化合物。

由Briareum excavatum中得到四個新的化合物,分別為brianthiens D‐G (1‐4)。由Junceella fragilis中得到三個新的化合物fragilides B‐D (5‐7) 及一個已知的化合物(–)-11α,20α-epoxy-4-deacetoxyjunceellolide D (8),並經由圖譜資料比對後將化合物8修正為(–)-11β,20β-epoxy-4-deacetoxyjunceellolide D。所有化合物的結構經由光譜解析,輔以化學反應與文獻資料的比對之後而確認。其中化合物5更進一歩利用X-ray單晶繞射確定其結構並確認其立體構型中六元環部份為boat 構型。而化合物7與8則為結構異構物,前者結構中六環部份為chair 構型,後者則為boat構型。在化合物結構解析的過程中,發現11,20-epoxybriarane類型的化合物結構中六元環部份構型上的差異會直接反應在13C化學位移的差異上,因此針對此點做文獻資料的比對。
Abstract
In connection with our long-standing interest in the chemical constituents of Formosan octocorals, we have investigated the octocorals Briarium excavatum and Junceella fragilis, collected at southern Taiwan coast. During the investigation, four new metabolites brianthiens D‐G (1‐4), have been isolated from Briareum excavatum. In addition, four 11,20-epoxybriaranes including three new metabolites, fragilides B‐D (5‐7), along with a known briarane (–)-11α,20α-epoxy-4-deacetoxyjunceellolide D (8), have been obtained from J. fragilis. The structure of 8 was revised as (–)-11β,20β-epoxy-4-deacetoxyjunceellolide D (8) by detailed spectral data analysis. The structures, including the relative configurations of the new briaranes 1‐7, were elucidated by spectroscopic methods. The structure of fragilide B (5) was further confirmed by X-ray diffraction analysis. The relationship between 13C NMR chemical shifts and conformation of the cyclohexane ring in briaranes possessing 11,20-epoxy group, are also described.
目次 Table of Contents
目錄 Ⅰ
圖目錄 Ⅲ
表目錄 Ⅵ
中文摘要 Ⅷ
英文摘要 Ⅸ
化合物結構圖 Ⅹ

第一章、緒論 1
第一節 研究之重要性及目的 1
第二節 相關文獻之回顧 4
1-2-1 Briareum excavatum的文獻回顧 9
1-2-2 Junceella fragilis的獻回顧 19

第二章、生物材料與分離方法 23
第一節 物種形態及分類地位 23
2-1-1 Briareum excavatum的分類地位及生物圖片 23
2-1-2 Junceella fragilis的分類地位及生物圖片 24
第二節、生物材料之採樣及萃取分離 25
2-2-1 Briareum excavatum部份 25
2-2-2 Junceella fragilis部份 27

第三章、實驗設備儀器及材料 28

第四章、化合物結構鑑定 30
第一節 Briareum excavatum的成分研究 30
2-1-1 Brianthein D (1) 之結構解析 30
2-1-2 Brianthein E (2) 之結構解析 38
2-1-3 Brianthein F (3) 之結構解析 47
2-1-4 Brianthein G (4) 之結構解析 57
第二節 Junceella fragilis的成分研究 66
2-2-1 Fragilide B (5) 之結構解析 66
2-2-2 Fragilide C (6) 之結構解析 76
2-2-3 Fragilide D (7) 之結構解析 85
2-2-4 (–)-11β,20β-Epoxy-4-deacetoxyjunceelloilide D(8)
之結構解析 93
第三節、各化合物之物理及圖譜數據 100

第五章、細胞毒殺活性篩檢 102

第六章、實驗成果討論 104

第七章、參考文獻 107

附錄、Fragilide B (5)之X-ray解析數據 114
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