藉由Passerini反應直接利用未保護硼酸合成縮酚酞及其生物活性之研究

因為硼酸官能基具有空的p軌域在藥物方面有潛力可以提高藥效，所以具有很大的優勢。雖然含硼化合物深具藥物開發的潛力，但其合成較一般有機化合物更具有挑戰性。因此，本研究將針對藉由 Passerini 反應直接利用硼酸合成含硼 Depsipeptide 衍生物進行研發，本研究的合成策略和傳統合成策略比較如 Scheme 1 所示。（參照本文） Scheme 1(a)傳統的硼化合物合成策略及(b)本研究合成步驟之示意圖本研究的重點有兩點：第一點為本實驗成功的直接使用未上保護的硼酸進行多組成反應；第二點為本實驗以水做為溶劑，這兩點皆符合現今研究朝向綠色化學的趨勢。實驗部分主要可以分成二部分：第一部分是硼酸官能基在醛上，我們找出了最佳反應條件為在微波條件下 (150W) 將水作為溶劑；反應溫度為 45℃ 和反應時間為2.5小時；第二部分是硼酸官能基在羧酸上，我們找出了最佳反應條件為在微波條件下 (150W) 將水作為溶劑；反應溫度為 85℃ 和反應時間為2.5小時。在兩部分中我們也做出了不同的衍生物，並且也將這些產物做生物活性之探討。

關鍵字

帕瑟里尼反應；縮酚酞；多組成反應；硼酸；微波反應

並列摘要

Due to the existence of an empty p-orbital of the boron, boron-containg molecules have advantage for promoting the effect in medicine. Although boron-containing compounds have the potential for medicine development, their synthesis is more challenging than common organic compounds. In our study, we have utilized Passerini-3CR Reaction to directly generate depsipeptide products in one-pot manner. The difference between our study and passed study is presented in Scheme 1.(reference to thesis) Scheme1(a)synthetic strategy for pass study;(b)Synthetic strategy for our study Our study have two focal points: first, this study successfully use deprotection of boronic acid functional groupo directly generate depsipeptide products. Second, this study use water as a solvent. Both of these points are in line with the trend of research toward green chemistry today. Our study have two parts: first part, Passerini reaction with boron-containing aldehyde. The best condition for the one using boron-containing aldehyde is at 45℃ with 2.5 hours in water by Microwave (150W). Second part, Passerini reaction with boron-containing acid. The best condition for the one using boron-containing aldehyde is at 85℃ with 2.5 hours in water by Microwave (150W).