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。
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.
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