| 研究生: |
施宏誠 Shih, Hung-Cheng |
|---|---|
| 論文名稱: |
壹、厚朴根部成分之研究
貳、牛心朴子成分之研究與cynankomarine A之合成研究 1. The constituents from the root of Magnolia officinalis Rehd. Et Wils. 2.The constituents from the Cynanchum komarovii Al. Iljinski. and synthesis of cynankomarine A. |
| 指導教授: |
吳天賞
Wu, Tian-Shung |
| 學位類別: |
博士 Doctor |
| 系所名稱: |
理學院 - 化學系 Department of Chemistry |
| 論文出版年: | 2014 |
| 畢業學年度: | 102 |
| 語文別: | 中文 |
| 論文頁數: | 285 |
| 中文關鍵詞: | 厚朴 、牛心朴子 、菲并吲哚啶類 |
| 外文關鍵詞: | Magnolia officinalis, Cynanchum komarovii, phenanthroindolizdine |
| 相關次數: | 點閱:124 下載:0 |
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從厚朴根部分離得到24個化合物,其中有13個為天然界首次分離得到的化合物,分別為houpulin A (373)、houpulin B (374)、houpulin C (378)、houpulin D (379)、houpulin E (369)、houpulin F (380)、houpulin G (381)、houpulin H (382)、houpulin I (372)、houpulin J (362)、houpulin K (383)、houpulin L (384)及houpulin M (385)。其中化合物houpulin B (374) 對超氧陰離子的抑制效果最顯著,IC50為2.9 ± 0.16 μM;化合物houpulin E (369) 對彈性蛋白酶的抑制效果最顯著,IC50為0.63± 0.19 μM。
從牛心朴子分離得到56個化合物,其中有8個為天然界首次分離得到的化合物,分別為cynankomarin E (793)、cynankomarin C (796)、cynankomarin B (797)、cynankomarin A (798)、cynankomarin D (815)、cynankomarine C (822)、cynankomarine A (825) 及cynankomarine B (826)。
從牛心朴子分離得到的新骨架化合物cynankomarine A (825),為菲并吲哚啶類生物鹼,文獻報導其具有多樣的生理活性,特別是其對於癌細胞的毒殺活性,一直以來受到許多研究者的關注。因此本研究利用化學合成的方式希望得到大量的cynankomarine A (825) 化合物,以進一步評估此類化合物所具有的生理活性。
Twenty-four compounds were isolated from the ethanol extracts of roots of Magnolia officinalis Rehd. et Wils and were characterized by comprehensive analyses of their 1D and 2D NMR and mass spectroscopic data. Among these isolates, two honokilol dimers (houpulins A-B), seven neolignan derivatives (houpulins E-K) and four magnolol derivatives (houpulins C-D, L and M), which all possessed new carbon skeletons, were reported from the natural sources for the first time. In addition, all the pure compounds were evaluated for the inhibition of superoxide anion generation and elastase release and most principles exhibited significant inhibition effects. Among the tested compounds, houpulin B displayed significant inhibitory activity towards superoxide anion generation and elastase release with IC50 values of 2.85±0.16 and 2.00±0.50µM, respectively. These results indicated that these compounds should be the anti-inflammatory principles in the roots of M. officinalis.
Forty-eight known compounds and eight new compounds were isolated from the methanol extracts of Cynanchum komarovii Al. Iljinski. Incuding three phenanthroindolizdine alkaloids with new carbon skeletons, namely cynankomarines A-C, and five new compounds namely cynankoarins A-E were reported from the natural sources for the first time.
Cynankomarine A was belonged to the phenanthroindolizdine type alkaloid, which had drawn researchers’ attentions as they displayed potential therapeutic effects especially their profound cytotoxic activity. To evaluate its potential of cytotoxicity, the present study was aimed to the total synthesis of cynankomarine A by chemical methods to afford large quantity of samples for the further bioactivity examinations.
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