- 學位論文
黑星紫金牛根部與台灣石楠根部之化學成分及細胞毒活性之研究
Chemical Constituents and Cytotoxic Activities from the Roots of Ardisia virens and Pourthiaea lucida
摘要
中文摘要 黑星紫金牛(Ardisia virens, Myrsinaceae)根部之正己烷、乙酸乙酯及水可溶部進行三種癌細胞株(MCF-7, NCI-H460與SF-268)細胞毒測試，確認活性層為正己烷層，此活性層進行矽膠管柱層析，得12個分畫，其中第4∼7分畫具有細胞毒活性。將活性分畫利用層析法分離，分得29個化合物，其中6-(2-acetoxypentadecyl)-5-hydroxy-2-methoxy-1,4-benzoquinone (3), 6-(2- acetoxytridecyl)-5-hydroxy-2-methoxy-1,4-benzoquinone (4), 2-methoxy-6- pentadecyl-1,4-benzoquinone (6), 6-(2-acetoxytridecyl)-2-methoxy-1,4-dihydroxy- benzene (7), 1-(3,5-dihydroxyphenyl)nonan-1-one (8), (2’S)-3-(2-hydroxy- tridecyl)-5-methoxy-phenol (11), (2’S)-3-(2-hydroxypentadecyl)-5-methoxyphenol (12), (2’S)-3-hydroxy-5-(2-hydroxytetradecyl)phenyl acetate (13), 3-methoxy-4- hydroxy-5-(2-oxopentadecyl)phenyl acetate (16)共9個為新化合物，2-methoxy-6-tridecyl-1,4-benzoquinone (5), 1-(3,5-dihydroxyphenyl)heptan-1-one (9), 1-(3,5-dihydroxyphenyl)pentan-1-one (10), 3-methoxy-5-pentylphenol (14), 3-methoxy-5-hexylphenol (15) 共5個為天然首次分離，已知化合物為ardisianone (1), cornudentanone (2), α-tocopheryl quinone (17), tetracosyl trans-ferulate (18), 4-hydroxybenzoic acid (19), ergosta-4,6,8(14),22-tetraen-3-one (20)及 stigmasta- 4,6,8(14),22-tetraen-3-one (21)之混合物, β-sitosterol (22)及stigmasterol (23)之混合物, 1,2-dipalmitoyl-3-oleoylglycerol (24), tetradecanoic acid (25)、 palmitic acid (26)及linoleic acid (27)之混合物, methyl palmitate (28)及methyl linoleate (29)之混合物共15個。 台灣石楠(Pourthiaea lucida； Rosaceae)根部之正己烷、乙酸乙酯及水可溶部進行三種癌細胞株(MCF-7, NCI-H460與SF-268)細胞毒測試，確認活性層為正己烷層，此活性層進行管柱層析分成10個分劃，分離得到13個已知化合物，分別為：eribofuran (30), aucuparin (31), 1-(4-hydroxy-3-methoxy-phenyl)-propan- 1-one (32), ???tocopherol (33), squalene (34), stigmast-5-en-3β,7β-diol (35), erythrodiol (36), α-tocopherol quinone (17), β-sitosterol (22), palmitic acid (26)及linoleic acid (27)之混合物, methyl palmitate (28)及methyl linoleate (29)之混合物。
並列摘要
Abstract The methanolic extract of the root of Ardisia virens was partitioned into n-hexane, EtOAc and H2O soluble layers. The n-hexane soluble layer showed cytotoxicity against MCF-7, NCI-H460 and SF-268 cancer cell lines. Investigation of the n-hexane fraction by chromatography led to the isolation of nine new compounds: 6-(2-acetoxypentadecyl)-5-hydroxy-2-methoxy-1,4-benzoquinone (3), 6-(2-acetoxy- tridecyl)-5-hydroxy-2-methoxy-1,4-benzoquinone (4), 2-methoxy-6-pentadecyl-1,4- benzoquinone (6), 6-(2-acetoxytridecyl)-2-methoxy-1,4-dihydroxybenzene (7), 1-(3,5-dihydroxyphenyl)nonan-1-one (8), (2’S)-3-(2-hydroxytridecyl)-5-methoxy- phenol (11), (2’S)-3-(2-hydroxylpentadecyl)-5-methoxyphenol (12), (2’S)-3-hydroxy- 5-(2-hydroxytetradecyl)phenyl acetate (13), 3-methoxy-4-hydroxy-5-(2- oxopentadecyl)phenyl acetate (16), five compounds were first isolated from plant origin: 2-methoxy-6-tridecyl-1,4-benzoquinone (5), 1-(3,5-dihydroxyphenyl)-heptan- 1-one (9), 1-(3,5-dihydroxyphenyl)pentan-1-one (10), 3-methoxy-5-pentylphenol (14), 3-methoxy-5-hexylphenol (15), together with fifteen known compounds: ardisianone (1), cornudentanone (2), α-tocopheryl quinone (17), tetracosyl trans-ferulate (18), 4-hydroxybenzoic acid (19), mixture of ergosta-4,6,8(14),22-tetraen-3-one (20) and stigmasta-4,6,8(14),22-tetraen-3-one (21), mixture of β-sitosterol (22) and stigmasterol (23), 1,2-dipalmitoyl-3-oleoylglycerol (24), mixture of tetradecanoic acid (25) and palmitic acid (26) and linoleic acid (27), mixture of methyl palmitate (28) and methyl linoleate (29). The methanolic extract the root of Pourthiaea lucida (Rosaceae) was partitioned into n-hexane, CHCl3 and H2O soluble fractions. The n-hexane soluble layers showed cytotoxicity against MCF-7, NCI-H460 and SF-268 cancer cell lines. Investigation of the n-hexane fraction led to the isolation of thirteen compounds: eribofuran (30), aucuparin (31), 1-(4-hydroxy-3-methoxy-phenyl)-propan-1-one (32), α-tocopherol (33), squalene (34), stigmast-5-en-3β,7β-diol (35), erythrodiol (36), α-tocopherol quinone (17), β-sitosterol (22), mixture of palmitic acid (26) and linoleic acid (27), mixture of methyl palmitate (28) and methyl linoleate (29).