葫芦茎部与红藜籽壳化学成分及生物活性之研究.DOC

葫蘆莖部與紅藜籽殼化學成分及生物活性之研究 Studies on the Chemical Constituents and Biological Activities of the Stems of Lagenaria siceraria and the Hull of Chenopodium quinoa 研究生：陳弘偉Hung-Wei Chenn 指導教授：張誌益Chi-I Chang, Ph. D. 【摘要】 葫蘆 [Lagenaria siceraria (Mol.) Standl.] 為葫蘆科 (Cucurbitaceae) 一年生攀緣藤本植物，葫蘆莖部以甲醇浸泡之萃取物，經分配萃取分離法，分成乙酸乙酯、正丁醇及水層。乙酸乙酯層在初期藥理試驗，顯示抗癌活性，引起我們分析其活性成分之興趣。利用管柱層析進行純化，經由光譜分析與文獻比對，共鑑定出 44 個化合物，包含十七個三萜類、六個芳香族類、二個生物鹼類、十七個固醇類、一個生育醇類、一個木酚素。其中 3β-O-(E)-eruloyl-D:C-friedooleana-7,9(11)-dien-29-ol (T1)、3β-O-(E)-coumaroyl-D:C-friedooleana-7,9(11)-dien-29-ol (T2)、3β-O-(E)-coumaroyl-D:C-friedooleana-7,9(11)-dien-29-oic acid (T3)、methyl 2β,3β-dihydroxy-D:C-friedooleana-7,9(11)-dien-29-oate (T4)、methyl 2β,3β-dihydroxy-D:C-friedoolean-8-en-29-oate (T7)、(22E)-5,6α-epoxy-3β-hydroxy-5α-ergosta-8(14),22-dien-7-one (S2)、24-ethyl-5α-cholest-7-en-3β,25-diol (S3)、 β-hydroxy-5α-stigmast-7-en-3-one (S4)、 (22E)-7-oxo5α-stigmasta-8(14),22-diene-3β,15β-diol (S5) 為新化合物，bryonolol (T8)、(22E)-5,6α-epoxy-3β-hydroxy-5α-ergost-22-en-7-one (S1) 為天然界首次分離到的化合物。 紅藜 (Chenopodium quinoa) 為科 (Chenopodiaceae) 一年生草本植物，以甲醇浸泡之萃取物，經分配萃取分離法，分成乙酸乙酯、正丁醇及水層。利用管柱層析進行純化，經由光譜分析與文獻比對，共鑑定出 個化合物，包含個芳香族類、個生物鹼類、個固醇類。 在生物活性實驗方面，3β-O-(E)-coumaroyl-D:C-friedooleana-7,9(11)-dien-29-oic acid、20-epibryonolic acid 、rsolic acid (T16)、etulinic acid (T17)、p-ydroxybenzoic acid (A2) 對於人類肝癌 (SK-Hep 1) 細胞株具有毒殺效果，其IC50分別為4.、、、.7、 μM。 關鍵詞：，科，，科，細胞毒殺。 Lagenaria siceraria (Mol.) Standl. (Cucurbitaceae), is an annual herb plant. Air-dried stems of L. siceraria were extracted with methanol. The MeOH extract was suspended in H2O and partitioned sequentially using EtOAc and n-BuOH. The EtOAc layer of the stems of L. siceraria exhibited cytotoxic activities, which led us to investigate the bioactive principles from this plant. The EtOAc layer was purified by column chromatography, HPLC and recrystallization to yield forty-four compounds including seventeen triterpenoids, six aromatics, two alkaloids, seventeen steroids, one tocopherol, one lignan. A