Abstract
In this thesis, a convergent and straightforward synthetic route for preparation of polygalatenosides A, B, and a series of their derivatives was developed. I also explored the norepinephrine transporter (NET) and serotonin transporter (SERT) inhibition of polygalatenoside derivatives. In the meantime, the anisomycin-like derivatives were also synthesized and examined for inhibition of Saccharomyces cereuisiae, Candida albicans, and human breast cancer cell (MCF7).
In part 1 of this thesis, a small compound library of new polygalatenoside derivatives were synthesized. The first total synthesis of polygalatenosides A and B was performed, and absolute D-configuration of galactoside moeity in A and B was also confirmed for the first time. The biological analysis showed that 3a and 5b did not show the significant inhibition of SERT.
In part 2, seven new anisomycin-like derivatives were synthesized. Our successful synthetic strategy ultilized the structural transformation from amino acid through β-lactam and pyrrolidinone to the amino pyrrolidines. The biological analysis showed the 87d and 87g have little inhibition of MCF7.

中文摘要
於本篇論文中，本人發展一個集中與直接的路徑來製備polygalatenosides
A 與B 及其一系列的衍生物。另外，本人亦探討polygalatenoside 衍生物對於正
腎上腺素及血清素輸送者的抑制效果。同樣地，本人也合成了類茴香黴素的衍生
物並且測試其對啤酒酵母、白色念珠菌與人類乳癌細胞之抑制。
在本論文的第一部分，本人合成新polygalatenoside衍生物的小型化合物資料
庫。對於polygalatenosides A與B來說，我們不但完成了首次的全合成，而且在其
半乳糖的結構部分也證實為D組態。在生物活性分析的數據顯示出，化合物3a與
5b對血清素輸送者具有小規模的抑制效果。
在第二部分中，本人合成了七個類茴香黴素的衍生物。在我們的成功合成策
略裡，利用了幾種結構之間的轉換，包括胺基酸、β-內醯胺、呲咯烷酮與胺基吡
咯烷等。 在生物活性分析的數據顯示出，化合物87d與87g對人類乳癌細胞具有
小規模的抑制效果。

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