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  • 學位論文

臺灣產武威新木薑子葉部化學成分之研究

Studies on the Chemical Constituents from the Leaves of Formosan Neolitsea buisanensis Yamamoto & Kamikoti f. buisanensis

指導教授 : 蔡烟力
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摘要


台灣產樟科(Lauraceae)植物武威新木薑子(Neolitsea buisanensis Yamamoto & Kamikoti f. buisanensis)的葉部甲醇抽出物顯示對A549 (ED50 = 12.2 mg/ml)、P-388 (ED50 = 2.0 mg/ml)癌細胞株具細胞毒性。為了探討本植物化學成分及細胞毒活性成分而進行分離。 由其氯仿可溶部再分配後的90%甲醇可溶部共得到十四個化合物,包括二個eudesmane型倍半?A類: neobuisanolide A (2) 、neolitacumone B (12);一個guaiane型倍半?A類: neobuisanolide B (4);四個heliangolid型倍半?A類: glechomanolid (3)、neobuisanolide C (5)、litseacassifolide (7)、neobuisanolide D (8);五個aromadendrane型倍半?A類:spathulenol (1)、 (-)-ent-4b-hydroxy-10b-methoxy- aromadendrane (9)、(6b,7b)-4b-hydroxy-10a-methoxyaromadendrane (10)、(6a,7a)-4b-hydroxy-10a-methoxyaromadendrane (11)、neobuisanolide E (13);一個aporphine型生物鹼:N-formylanonaine (6);一個ionone類:1-(3-hydroxy-but-1-enyl)-2,2,6-trimethyl- cyclohexane-1,4-diol (14),其中neobuisanolide A (2)、B (4)、C (5)、D (8)、E (13)為首次由天然物分離得到之新化合物。(-)-ent-4b- hydroxy-10b-methoxyaromadendrane (9)為第一次發現,雖然其(+)-form已被發表過。由其正丁醇可溶部共得到neolitcarboline A (15)、kaempferol-3-O-rhamonside (16)、engelitin (17)、taxifolin-3-O-rhamnoside (18)與isoastilbin (19)五個化合物,其中neolitcarboline A (15)為由天然物分離到之新化合物。這些化合物之構造係利用光譜資料來決定。 經由細胞毒體外活性試驗,化合物3、12、15對P-388癌細胞株具有毒殺作用,化合物2、6、8對P-388癌細胞株有marginal毒殺活性;化合物3、6、12、15 對HT-29癌細胞株有marginal毒殺活性。

關鍵字

武威新木薑子 葉部 樟科

並列摘要


The MeOH extract of leaves of Neolitsea buisanensis Yamamoto & Kamikoti f. buisanensis (Lauraceae) showed cytotoxicities against A549 (ED50 = 12.2 mg/ml), P-388 (ED50 = 2.0 mg/ml) cancer cell lines in vitro. The investigation of chemical constituents in the 90% MeOH-soluble fraction from CHCl3-soluble fraction led to the isolation of 14 compounds, including two eudesmane-type sesquiterpenes: neobuisanolide A (2), neolitacumone B (12), one guaiane-type sesquiterpene: neobuisanolide B (4), four heliangolid-type sesquiterpenes: glechomanolid (3), neobuisanolide C (5), litseacassifolide (7), neobuisanolide D (8), five aromadendrane-type sesquiterpenes: spathulenol (1), (-)-ent-4b-hydroxy-10b-methoxyaromadendrane (9), (6b,7b)-4b-hydroxy-10a-methoxyaromadendrane (10), (6a,7a)-4b- hydroxy-10a-methoxyaromadendrane (11), neobuisanolide E (13), one aporphine-type alkaloid:N-formylanonaine (6), together with one ionone-type: 1-(3-hydroxy-but-1-enyl)-2,2,6-trimethyl-cyclohexane- 1,4-diol (14). Among these isolates, neobuisanolide A (2), B (4), C (5), D (8) and E (13) are new compounds from nature. (-)-ent-4b-Hydroxy-10b-methoxyaromadendrane (9) is first obtained in (-)-form, though the (+)-form has been previously reported. From n-BuOH-soluble fraction obtained five compounds, including neolitcarboline A (15), kaempferol-3-O-rhamonside (16), engelitin (17), taxifolin-3-O-rhamnoside (18) and isoastilbin (19). Among them, neolitcarboline A (15) is a new compound from nature. The structures of these isolates were determined by spectroscopic data. Compounds 3, 12, 15 exhibited significant cytotoxicity, and 2, 6, 8 had marginal cytotoxicity against P-388 cancer cell line in vitro. Compounds 3, 6, 12, 15 showed marginal cytotoxicity against HT-29 cancer cell lines in vitro.

並列關鍵字

Neolitsea buisanensis leaves Lauraceae

參考文獻


參考文獻
1. J. C. Liao, Lauraceae in Flora of Taiwan, Editorial Committee of the Flora of Taiwan, Lungwei Printing Co. Ltd. Taipei, Taiwan, R.O.C., 2nd. ed., Vol. II, 1996, p. 487.
2. S. T. Lu, T. L. Su, E. C. Wang, J. Chin. Chem. Soc. 1975, 22, 349.
3. S. L. Wu, W. S. Li, Phytochemistry 1991, 30, 4160-4162.
4. S. M. Yu, Biochem. J. 1994, 303, 289-294.

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