论文题名(中文): | 台湾相思树皮的化学成分及其生物活性研究 |
姓名: | |
论文语种: | chi |
学位: | 硕士 |
学位类型: | 专业学位 |
学校: | 北京协和医学院 |
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专业: | |
指导教师姓名: | |
论文完成日期: | 2022-05-15 |
论文题名(外文): | Studies on the Chemical Constituents of the Bark of Acacia confusa and Their Bioactivities |
关键词(中文): | |
关键词(外文): | Acacia Acacia confusa Merr. Indole alkaloids Analgesic activities Anti-inflammatory |
论文文摘(中文): |
台湾相思(Acacia confusa Merr.),为豆科金合欢属植物,多分布于我国台湾、福建、广东、广西及云南等地。研究表明,该植物的主要化学成分是酚类化合物,其中以黄酮类化合物、黄酮醇苷类化合物和酚酸类化合物为主;此外在该植物中还分离得到过吲哚类生物碱,吲哚类生物碱一般具有良好的药理活性,如细胞毒,镇痛以及降血压等生物活性。因此本论文对台湾相思树皮进行分离,结合药理活性筛选,旨在寻找结构新颖、活性优良的吲哚类生物碱化合物。 本课题对台湾相思树皮的95%乙醇提取物中的生物碱部位进行研究,共分离鉴定38个化合物:均为生物碱类化合物,包括36个吲哚类生物碱 (1-36),2个喹啉类生物碱 (37, 38)。综合运用高分辨质谱、核磁共振波谱、圆二色谱、X-单晶衍射的方法确定了它们的结构。鉴定结果如下:(+)-confusine A (1*),(-)-confusine A (2*),(-)-confusine B (3*),(+)-confusine B (4*),(+)-confusine C (5*),(-)-confusine C (6*),(3S,2'S)-confusine D (7*),(3R,2'R)-confusine D (8*),Bisconfusine A (9*),Bisconfusine B (10*),Bisconfusine C (11*),Bisconfusine D (12*),(−)-Bisconfusine E (13*),(+)-Bisconfusine E (14*),(−)-Triconfusine (15*),(+)-Triconfusine (16*),confusine E (17*),Bisconfusine F (18*),N,N-dimethyltryptamine (19),N-methyl tryptamine (20),N,N-dimethyltryptamine-N-oxide (21),N-chloromethyl-N,N-dimethyltryptamine (22),N-methyl-N-acetyltryptamine (23),N-methyl-N-formyltryptamine (24),N-formyltryptamine (25),1-[2-(1H-indol-3-yl)ethyl]-1-methylurea (26),2-methyltetrahydro-β-carboline (27),Strychnocarpine (28),alline (29),Donaxaridine (30),1H-indole-3-carboxaldehyde (31),1H-indole-3-carboxylic acid methyl ester (32), 1H-indole-3-carbaldehyde (33),1H-indole-3-hydroxyacetyl (34),(1H-indol-3-yl) oxoacetamide (35),8,9-Dihydrocoscinamide B (36),Donaxanine (37), Quinoline-2-carboxamide (38),其中化合物1-18为新化合物。 镇痛结果显示:化合物9、19、22、23、27、28在20 mg/kg剂量下腹腔注射给药,对小鼠醋酸扭体有明显的抑制作用,显示出优良的镇痛的活性(P < 0.01)。抗炎结果显示:化合物13和14对LPS诱导的293T细胞中NF-κB的转录有较强的抑制作用,10 μM时抑制率分别为68.9%和59.5%,具有潜在的抗炎活性。细胞毒活性筛选结果表明所测化合物均无细胞毒活性。 |
论文文摘(外文): |
Acacia confusa Merr, belonging to the family of Leguminosae,is mainly distributed in Taiwan, Fujian, Guangdong, Guangxi and Yunnan. Chemical investigations of this species have resulted in the isolation of phenolic compounds, such as flavonoids, flavonoid glycosides and phenolic acids. In addition, indole alkaloids with cytotoxic, analgesic and hypotensive activities have also been isolated from the plants. Hence, in this paper, the bark of Acacia confusa were isolated and we evaluated their pharmacological activities in order to find the indole alkaloids with good activities. 38 alkaloids were isolated from the 95% ethanol extracts of the bark of Acacia confusa, including 36 indole alkaloids (1 ~ 36), and 2 quinolines (37, 38). According to extensive spectroscopic analysis (including HRESIMS、NMR、ECD) and X-ray crystallography, their structures were determined as (+)-confusine A (1*), (-)-confusine A (2*), (-)-confusine B (3*), (+)-confusine B (4*), (+)-confusine C (5*), (-)-confusine C (6*), (3S,2'S)-confusine D (7*), (3R,2'R)-confusine D (8*), Bisconfusine A (9*), Bisconfusine B (10*), Bisconfusine C (11*), Bisconfusine D (12*), (−)-Bisconfusine E (13*), (+)-Bisconfusine E (14*), (−)-Triconfusine (15*), (+)-Triconfusine (16*), confusine D (17*), Bisconfusine F (18*), N,N-dimethyltryptamine (19), N-methyl tryptamine (20), N,N-dimethyltryptamine-N-oxide (21), N-chloromethyl-N,N-dimethyltryptamine (22), N-methyl-N-acetyltryptamine (23), N-methyl-N-formyltryptamine (24), N-formyltryptamine (25), 1-[2-(1H-indol-3-yl)ethyl]-1-methylurea (26), 2-methyltetrahydro-β-carboline (27), Strychnocarpine (28), alline (29), Donaxaridine (30), 1H-indole-3-carboxaldehyde (31), 1H-indole-3-carboxylic acid methyl ester (32), 1H-indole-3-carbaldehyde (33), 1H-indole-3-hydroxyacetyl (34), (1H-indol-3-yl) oxoacetamide (35), 8,9-Dihydrocoscinamide B (36), Donaxanine (37), Quinoline-2-carboxamide (38). Compounds 9, 19, 22, 23, 27, 28 showed significant analgesic activities at 20 mg/kg in acetic acid-induced writhing test by intraperitoneal administration (P < 0.01). Compounds 13 and 14 displayed anti-inflammatory activities through the inhibition of the NF-κB pathway, with inhibitory rates of 68.9% and 59.5%, respectively, at a concentration of 10 µM. None of these compounds display cytotoxic activities. |
开放日期: | 2022-06-22 |