- 學位論文
腺果藤莖部及根部化學成分與抗結核活性之研究
Chemical Constituents and Antitubercular Activity from the Stem and Root of Pisonia aculeata
摘要
腺果藤 (Pisonia aculeata L.)屬於紫茉莉科 (Nyctaginaceae)，為一灌木狀帶刺之木質攀緣藤本，分布於中國南部、琉球、印度、馬來西亞、印尼及台灣東、南部沿海及低海拔地區。過去本實驗室針對多種台灣產植物做活性及成分之研究，發現P. aculeata甲醇萃取物具有抗結核活性，且其化學成分尚未被研究。 將腺果藤合併莖部及根部之甲醇萃取物經分配萃取後，得到乙酸乙酯、正丁醇及水可溶部。由乙酸乙酯可溶部具抗結核活性層進行化學成分之研究分離出十個chromone類：pisonin A (1)、pisonin B (2)、pisonin C (3)、pisonin D (4)、pisonin E (5)、pisonin F (6)、5-hydroxy-7-methoxy-2-methylchromone (7)、5-hydroxy-6,7- methoxy-2-methylchromone (8)、leptorumol (9)、noreugenin (10)，七個flavanoid類：pisonivanone (11)、dihydrooroxylin A (12)、2'-hydroxymethoxymatteucinol (13)、pisonivanol (14)、(2R,3R)-5-methoxy-6,7-methylenedioxyflavanonol (15)、pisonianone (16)、6,8-dimethylisogenistein (17)，四個amide類：pisoniamide (18)、N-trans-feruloyl-4'-O-methyldopamine (19)、N-trans-feruloyltyramine (20)、(R)-N-trans-feruloyloctopamine (21)，一個phenyl propanoid類：trans-methyl ferulate (22)，三個benzenoid類：vanillin (23)、4-hydroxybenzaldehyde (24)、syringaldehyde (25)，一個triterpenoid類：pisonolic acid (26)，三個steroid類：ergosterol peroxide (27)、混合物β-sitosterol (28)與stigmasterol (29)，一個chlorophyll類：pheophorbide a methyl ester (30)。以上化合物皆以各種圖譜分析來決定結構。 所有分離得到的化合物中，化合物1, 2, 4, 5, 11, 14, 16為新化合物，化合物3, 6, 18, 21, 26為天然首次分離得到之化合物，而化合物2, 11, 12, 13, 19, 20, 21顯示抗結核之活性。
並列摘要
Pisonia aculeata L. (Nyctaginaceae) is a scandent shrub with pricks, which distributed in south China, the Ryukyus, India, Malaysia, Indonesia and in thickets along the seashores and open forests at low elevations in the south and east of Taiwan. In a series of studies on the active constituents of Formosan plants, the MeOH extract of the combined stem and root of this plant showed antitubercular activity against Mycobacterium tuberculosis H37Rv in vitro. The chemical constituents of P. aculeata have never been conducted. The MeOH extract of the combined stem and root of this plant was partitioned into EtOAc, n-BuOH and H2O-soluble parts. Investigation of the anti-TB active EtOAc-soluble extract led to the isolation of thirty compounds, including ten chromones: pisonin A (1), pisonin B (2), pisonin C (3), pisonin D (4), pisonin E (5), pisonin F (6), 5-hydroxy-7-methoxy-2-methylchromone (7), 5-hydroxy-6,7-methoxy- 2- methylchromone (8), leptorumol (9) and noreugenin (10); eight flavanoids: pisonivanone (11), dihydrooroxylin A (12), 2'-hydroxymethoxymatteucinol (13), pisonivanol (14), (2R,3R)-5-methoxy-6,7-methylenedioxyflavanonol (15), pisoniaone (16) and 6,8-dimethylisogenistein (17); five amides: pisoniamide (18), N-trans-feruloyl-4'-O-methyldopamine (19), N-trans-feruloyltyramine (20) and (R)-N-trans-feruloyloctopamine (21); one phenyl propanoid: trans-methyl ferulate (22); three benzenoids: vanillin (23), 4-hydroxybenzaldehyde (24) and syringaldehyde (25); one triterpenoid: pisonolic acid (26); three steroids: ergosterol peroxide (27), the mixtures of β-sitosterol (28) and stigmasterol (29); one chlorophyll: pheophorbide a methyl ester (30). The structures of these compounds were elucidated by spectral analysis. Among these isolates, 1, 2, 4, 5, 11, 14 and 16 were new compounds, and compounds 3, 6, 18, 21 and 26 were first isolated from natural source. Compounds 2, 11, 12, 13, 19, 20 and 21 showed antitubercular activity in vitro.
參考文獻
延伸閱讀
- 郭秀婷（2007）。皮孫木莖部化學與抗結核活性成分之研究〔碩士論文，高雄醫學大學〕。華藝線上圖書館。https://doi.org/10.6832/KMU.2007.00081
- 陳甫勣（2004）。蘭嶼肉桂莖材部化學及抗結核菌活性成分之研究〔碩士論文，高雄醫學大學〕。華藝線上圖書館。https://www.airitilibrary.com/Article/Detail?DocID=U0011-2903200614014266
- 吳哲禎（2005）。黃杞根部化學及抗結核活性成分之研究〔碩士論文，高雄醫學大學〕。華藝線上圖書館。https://www.airitilibrary.com/Article/Detail?DocID=U0011-2903200614050290
- Lin, C. F., Hwang, T. L., Lin, S. Y., & Huang, Y. L. (2012). 翼莖粉藤之ISOCOUMARiN類抗發炎活性成分研究. 中醫藥雜誌, 23(1), 41-49. https://doi.org/10.6940/JCM.201206_23(1).04
- 彭虹迪（2012）。Chemical Constituents and Cytotoxic Activities from the Stem of Reevesia formosana〔碩士論文，高雄醫學大學〕。華藝線上圖書館。https://www.airitilibrary.com/Article/Detail?DocID=U0011-1708201215051700