研究生: |
留添億 |
---|---|
論文名稱: |
(25R)-3β-胺基-5-螺甾稀與(25R)-3β-胺基-5-螺甾之合成作為皮膚美白活化劑 Synthesis of Antillaridine and Isojurubidine as Skin Lightening Agents |
指導教授: | 胡紀如 |
口試委員: | |
學位類別: |
碩士 Master |
系所名稱: |
理學院 - 化學系 Department of Chemistry |
論文出版年: | 2005 |
畢業學年度: | 93 |
語文別: | 中文 |
論文頁數: | 23 |
中文關鍵詞: | 皮膚美白 |
外文關鍵詞: | skin lightening |
相關次數: | 點閱:1 下載:0 |
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Antillaridine ((25R)-3β-amino-5-spirostene)與isojurubidine((25R)-3β- amino-spirostane)皆為具有螺甾骨架的胺類天然物,是由茄屬植物所單離出來。在2001年,由日本資生堂公司所發表的專利中,isojurubidine可作為抑制黑色素生成、沉澱之皮膚美白活化劑。
我們利用皂甘素(diosgenin)為起始物,經二次Mitsunobu反應作為關鍵步驟,成功合成antillaridine,總產率為20%。再經由一次氫化步驟合成出isojurubidine,產率為80%。再者,Antillaridine 為isojurubidine之前趨物,推測antillaridine亦可能具有美白活性之潛力。
The natural products antillaridine and isojurubidine were isolated from Solanum plants by Coll et al. In 2001, Shiseido company in Japan was granted a patent, in which isojurubidine was reported as a skin lightening agent with bleaching effect on pigmention. We successfully synthesized antillaridine in 20% over all yield by using diosgenin as a starting material and Mitsunobu reaction as the key step. Then antillaridine was hydrogenated with 10% Pd/C to give isojurubidine in 80% yield. Antillaridine is the precursor of isojurubidine; we expect antillaridine could also exhibit skin lightening effect.
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