脂質代謝活性促進劑—雙帖類生物鹼Nigellamines及其衍生物的合成研究

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題名:	脂質代謝活性促進劑—雙帖類生物鹼Nigellamines及其衍生物的合成研究
作者:	張清堯
貢獻者:	健康學院生物科技學系
關鍵詞:	双萜類生物鹼三酸甘油脂降血脂藥物對掌性中心生物活性 diterpene alkaloids lipid metabolism hepatocytes triglyceride level clofibrate PPAR-α agonist nigellamines
日期:	2007
上傳時間:	2010-05-07 06:46:11 (UTC+0)
摘要:	日本的科學家吉川正之（Yoshikawa M.）利用甲醇對季子黑種草的種子進行萃取，再以乙酸乙酯作初步分離後，利用高效率液態層析儀分離出nigellaminesA1、A2、A3、A4、A5、B1、B2、C 等生物鹼，並鑑定出其結構。經由體外測試後發現，nigellamines A1、A5、B1 及B2 能夠有效的減少老鼠肝臟細胞內三酸甘油脂的濃度，其中又以nigellamines A1 和A5 的效果最好，在0.1μM 濃度下，可將三酸甘油脂的濃度降低到64%以下，與目前所使用的降血脂藥物—心血安（clofibrate）的醫療效果相當。 Nigellamines 類的天然物其結構為一個具有5,11 駢環的主架構，並且含有多個對掌性中心，而此類天然物彼此之間的差異主要是其酯類（ester）部分的取代基有所不同。所以我們希望能建立一個共同的合成路徑來合成這一系列化合物及其衍生物，並研究其是否具有更多生物活性的表現。 The dolabellane-type diterpene alkaloids, nigellamines A1~A5、B1~B2 and C, were isolated from the methanolic extract of an Egyptian medicinal food, black cumin(the seeds of Nigella sativa). The seeds of this plant have been used as a food and spice and also prescribed in Egyptian folk medicine for the treatment of asthma, flatulence, polio, kidney stones, abdominal pain, etc. Nigellamines A1、A5、B1 and B2 were found to show potent lipid metabolism promoting activity in primary cultured mouse hepatocytes. The triglyceride levels were reduced to 64% at 0.1 μM in vitro by nigellamines A1 and A5. Their activities were equivalent to that of a hypolipidemic medicine, clofibrate which acts as a PPAR-α agonist. The structures of Nigellamines have a dolabellane-type diterpene skeleton and the major difference is esteroid of them. To date, the absolute stereostructures of Nigellamines have been elucidated and lipid metabolism promoting activities have also been reported. Accordingly, we will develop a systemic procedure to synthesize Nigellamines and study other bioactivity of their derivatives.
顯示於類別:	[生物科技學系] 科技部研究計畫

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