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    Title: 金果瓜馥木化學成分及其生物活性之研究
    Chemical Constituents and Biological Investigations of Fissistigma cupreonitens
    Authors: 楊名詣
    Yang, Ming-Yi
    Contributors: 藥物化學研究所碩士班
    Keywords: 番荔枝科;瓜馥木;化學成分;Annonaceae;Fissistigma;chemical constituents
    Date: 2012-07-30
    Issue Date: 2012-11-28 14:35:01 (UTC+8)
    Publisher: 中國醫藥大學
    Abstract: 番荔枝科(Annonaceae)瓜馥木屬(Fissistigma)植物，為中國民間常用的藥用植物，過去的研究也顯示了本屬植物具有豐富的生物活性潛力，如：鎮痛、抗發炎、抗菌、抗癌活性及心血管活性等，基於開發新醫藥資源的目的，本研究針對過去尚未具有文獻報導的瓜馥木屬植物金果瓜馥木(Fissistigma cupreonitens)進行活性成分的分離。

    由F. cupreonitens全株甲醇萃取物分離得到三十八個化合物，經由光譜分析及文獻比對後，確認了化合物的結構，包括：十七個alkaloid類化合物，分別為oxoxylopine (1)、oxoisocalycinine (2)、oxocrebanine (3)、kuafumine (4)、lysicamine (5)、noraistolodione (6)、norcepharadione B (7)、aristolactam AII (8)、aristolactam AIIIa (9)、aristolactam FII (10)、goniothalactam (11)、piperlactam A (12)、piperlactam C (13)、isostigmalactam (14)、aristolactam AIa (15)、N-trans-feruloyltyramine (16)及N-cis-feruloyltyramine (17)，十個flavonoid類化合物，分別為pinostrobin (18)、5-hydroxy-7,8-dimethoxyflavanone (19)、isovitexin (20)、isoorientin (21)、orientin (22)、2',6'-dihydroxy-3',4'dimethoxydihydro chalcone (23)、2',6'-dihydroxy-4'-methoxydihydrochalcone (24)、piperaduncin C (25)、adunctin E (26)及hostmanin C (27)，四個steroid類化合物，分別為β-sitosterol (28)、β-sitosterol-D-glucoside (29)、stigmasterol (30)及stigmasterol-D-glucoside (31)，一個triterpenoid類化合物，為taraxerol (32)，四個benzenoid類化合物，分別為syringic acid (33)、vanillic acid (34) 、methyl ferulate (35)及methyl-p-coumarate (36)，一個ionone類化合物，為boscialin (37)，一個sesquiterpenoid類化合物，為abscisic acid (38)，其中(15)、(20)、(21)、(22)、(23)、(24)、(25)、(26)、(27)、(35)、(36)、(37)、(38)為首次從本屬植物分離得到化合物。

    在生物活性試驗方面化合物(1)、(3)、(4)、(5)及(26)對於本土鼻咽癌(NPC-TW01)及人類肺癌(NCI-H226)細胞顯示了細胞毒殺活性，化合物(6)、(24)及(11)具有對人類T淋巴癌(Jurkat E6-1)細胞毒殺活性。

    The genus Fissistigma (Annonaceae) has been used in Chinese folk medicine. Previous studies showed various biological activities such as analgesic, anti-inflammatory, antimicrobial, anti-tumor and cardiovascular effects. In order to develop new medicine resources, active compounds were isolated and purified from Fissistigma cupreonitens, with no report in prior investigation .
    There were thirty eight compounds isolated through F. cupreonitens crude extracts, and their structures were established by NMR spectroscopy and references comparing. These compounds including seventeen alkaloids, oxoxylopine (1), oxoisocalycinine (2), oxocrebanine (3), kuafumine (4), lysicamine (5), noraistolodione (6), norcepharadione B (7), aristolactam AII (8), aristolactam AIIIa (9), aristolactam FII (10), goniothalactam (11), piperlactam A (12), piperlactam C (13), isostigmalactam (14), aristolactam AIa (15), N-trans-feruloyltyramine (16) and N-cis-feruloyltyramine (17) ; ten flavonoids, pinostrobin (18), 5-hydroxy-7,8-dimethoxyflavanone (19), isovitexin (20), isoorientin (21), orientin (22), 2',6'-dihydroxy-3',4'- dimethoxydihydrochalcone (23), 2',6'-dihydroxy-4'-methoxydihydrochalcone (24), piperaduncin C (25), adunctin E (26) and hostmanin C (27) ; four steroids, β-sitosterol (28), β-sitosterol-D-glucoside (29), stigmasterol (30) and stigmasterol-D-glucoside (31) ; a triterpenoid, taraxerol (32) ; four benzenoids, syringic acid (33), vanillic acid (34), methyl ferulate (35) and methyl-p-coumarate (36) ; one ionone, boscialin (37) and one sesquiterpenoid, abscisic acid (38). Among these compound, (15), (20), (21), (22), (23), (24), (25), (26), (27), (35), (36), (37) and (38) were isolated for the first time in the genus Fissistigma.
    After all compounds were evaluated for anti-tumor activity, compound (1), (3), (4), (5) and (26) demonstrated cytotoxicity for NPC-TW01 and NCI-H226 cell lines; compound (6), (24) and (11) exhibited cytotoxicity for Jurkat E6-1 cell line.
    Appears in Collections:[Graduate Institute of Pharmaceutical Chemistry] Theses & dissertations

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