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研究生:林靖愉
研究生(外文):LIN, CHING-YU
論文名稱:東方粉枝藻及波氏粉枝藻雙半乳糖基二醯基甘油及圈扇藻醯基間苯三酚類化合物的分離與其結構鑑定
論文名稱(外文):Isolation and Characterization of Digalactosyldiacylglycerols from Liagora orientalis J. Agardh and L. boergesnii Yamada, and Acylphloroglucinol from Zonaria diesingiana
指導教授:周宏農
指導教授(外文):CHOU HONG-NONG
學位類別:碩士
校院名稱:國立臺灣大學
系所名稱:漁業科學研究所
學門:農業科學學門
學類:漁業學類
論文種類:學術論文
論文出版年:1997
畢業學年度:85
語文別:中文
論文頁數:87
中文關鍵詞:雙半乳糖基二醯基甘油醯基間苯三酚東方粉枝藻波氏粉枝藻圈扇藻
外文關鍵詞:DigalactosyldiacylglycerolsAcylphloroglucinolsLiagora orientalisLiagora boergesniiZonaria diesingiana
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第一部份 東方粉枝藻(Liagora orientalis J. Agardh)及波氏粉枝藻
(L. boergesnii Yamada)雙半乳糖基二醯基甘油的分離與結構
鑑定 實驗室培養的東方粉枝藻 (Liagora
orientalis J. Agardh) 和波氏粉枝藻 (L. boergesnii Yamada) 絲
狀體,經丙酮萃出物與速分層析管柱分離,分別得到各一系 列雙糖基二
醯基甘油的混合物,經由核磁共振譜、紅外光吸收光譜、質譜分析及經化
學反應後的氣相層析質譜分析其脂肪酸與單糖衍生物,推測此一系列化合
物。 其所含醯基甘油上的脂肪酸在東方粉枝藻主要為 C16:0
(58.57 %), C18:1 (16.48 %), C20:5 (11.44 %), C20:4 (3.71 %);
而在波氏粉枝藻則為 C16:0 (45.48 %), C18:1 (12.34 %), C20:5
(32.21 %), C20:4 (1.51 %),而其雙糖基則同為 1, 6 鍵 結之半乳糖。

這兩種藻類之雙糖基二醯基甘油並不具備溶血與抗血小板凝集活性。
第二部份 圈扇藻 (Zonaria diesingiana J. Ag.) 醯基間苯三酚類化合
物的分離與 光譜分析

在台灣北海岸採集到的圈扇藻 (Zonaria diesingiana J. Ag.) 中分離出
兩個醯基 間苯三酚類化合物,其中之一為 2-(17'-hydroxy-1'-
oxoeicosa-5',8',11',14' (allZ)-tetraenyl)-1,3,5-
trihydroxybenzene,首次以二維核磁共振譜對各 C-13 原 子核化學
位移重新鑑別,並提出舊有文獻 (Gerwick & Fenical, 1982) 在 C-3',
C-4', C-16', C-18' 數據上的修正;另一為
2-(1'-oxoeicosa-5',8',11',14', 17' (all Z)-pentaenyl)-1,3,5-
trihydroxy-benzene,同樣亦對舊有文獻 (Amico et. al., 1981) 上
C-3', C-4' 之化學位移提出修正,並提出分子內氫鍵形成之有無在 核
磁共振譜上的呈現結果。



Part I:Isolation and Characterization of
Digalactosyldiacylglycerols from Liagora orientalis J. Agardh
and L. boergesnii Yamada.

Digalactosyldiacylglycerols resolved in a fraction was isolated
from the acetone extract of cultured L. orientalis J. Agardh and
L. boergesnii Yamada (Rhodophyta) filamentous phase via silica
gel flash column chromotography. Structures of these compounds
were identify as diglycosyldiacylglycerols by EIMS, FABMS, NMR
and IR spectroscopic studies. Composition of the fatty acid
residues of these diglycosyl-diacylglycerols from L. orientalis
J. Agardh have been determined as C16:0 (58.57 %), C18:1 (16.48
), C:5 (11.44 %), C20:4 (3.71 ), and C16:0 (58.57 %), C18:1
(16.48 ), C20:5 (11.44 ), C20:4 (3.71 %) from L. boergesnii
Yamada by GC anaysis on their methyl esters. The sugar residues
have been determined as 1, 6- linked digalactose through GC-MS
analysis on their TMS- sugar derivatives, alditol acetates and
partially methylated alditol acetates.

The hemolytic and antiplatelet acativties of these digalactosyl-
diacylglycerols were not observable.

Part II:Isolation and Characterization of Acylphloroglucinols
from Zonaria diesingiana J. Ag.

Two acylphloroglucinols were isolated from Zonaria diesingiana
J. Ag., a common species found along the northern coast in
Taiwan. Based on 1H, 13C, 1H-1H COSY and 13C-1H COSY NMR data,
one of the compounds, 2-(17'-hydroxy-1'-oxoeicosa-5',8',11',14'
(all Z)-tetraenyl)-1,3,5-trihydroxybenzene, was determined and
its 13C-NMR chemical shifts of C-3', C-4', C-16', C-18' were
found different from the published data in Gerwick & Fenical
(1982). The other one, 2-(1'-oxoeicosa-5',8',11',14', 17' (all
Z)- pentaenyl 1,3,5-trihydroxybenzene, was also found to be
different in its C-3' and C-4' 13C-NMR assignment with the data
reported by Amico et al. (1981). This is the first report of
these two compounds with their two-dimention NMR data. Broden
peaks in the 1H-NMR spectrum showed the effects of
intramolecular H-bonding in the spectrum of
2-(1'-oxoeicosa-5',8',11',14', 17' (all Z)- pentaenyl)-
1,3,5-trihydroxybenzene.



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