纵条纹炭角菌子实体化学成分及生物活性研究

发布时间：2018-01-28 20:27

本文关键词： 纵条纹炭角菌化学成分改善睡眠抗线虫抗肿瘤　出处：《西南科技大学》2017年硕士论文　论文类型：学位论文

【摘要】：纵条纹炭角菌(Xylaria striata Pat.1887)属于子囊菌门炭角菌属炭角菌科真菌,主要生长于腐朽树皮或活树根上。除本课题组对纵条纹炭角菌的长期深入研究外,尚无该菌的相关报道。活性测试显示,该菌子实体粉末是无毒的,且具有良好的改善睡眠作用。为阐明该菌子实体改善睡眠作用的活性成分,本论文以人工培育的纵条纹炭角菌子实体为原料,以戊巴比妥钠诱导小鼠睡眠实验为活性指导,对其化学成分进行深入研究。综合利用多种柱色谱技术对该菌子实体的乙醇提取物进行了分离纯化,共分离得到13个化合物,其中包括2个新化合物和11个已化合物。将得到的部分化合物进行了改善睡眠、抗肿瘤和抗线虫研究,研究结果为该菌在改善睡眠、抗肿瘤和抗线虫方面的应用提供理论依据。本论文主要包括以下三个方面的工作:一、纵条纹炭角菌子实体的安全性和改善睡眠活性成分研究。通过急性毒性试验对其安全性进行评价,结果表明口服2000 mg/kg子实体粉末的小鼠,各项生理指标正常且内脏组织切片无病变迹象。以睡眠活性(戊巴比妥钠诱导睡眠实验)为指导,对该菌改善睡眠的活性成分进行了追踪,结果表明活性部位为氯仿萃取物,改善睡眠活性成分为氯仿萃取物中的xylastriamide A和麦角甾醇。二、纵条纹炭角菌子实体的乙醇提取物中化学成分研究。首次对纵条纹炭角菌子实体的化学成分进行了系统研究,综合利用重结晶和多种色谱技术,从纵条纹炭角菌子实体乙醇提取物中分离得到13个化合物,利用波谱技术(ESI-MS和NMR)分别鉴定为:xylastriamide A(1)、xylastriasan A(2)、细胞松弛素D(3)、19,20-环氧细胞松弛素Q(4)、细胞松弛素Q(5)、19,20-环氧细胞松弛素D(6)、19,20-环氧细胞松弛素C(7)、反式对羟基肉桂酸乙酯(8)、吲哚-3-甲醛(9)、次黄嘌呤核苷(10)、尿嘧啶(11)、尿嘧啶核苷(12)、麦角甾醇(13)。化合物1-12均首次从该菌子实体中分离得到,其中化合物1和2是新化合物。三、化学成分的改善睡眠、抗肿瘤和抗线虫活性研究。通过戊巴比妥钠诱导小鼠睡眠实验对化合物1~7进行了改善睡眠测试,结果显示化合物1对小鼠睡眠有显著改善作用。采用MTT法对化合物1~5和9进行体外肿瘤细胞毒活性初筛,实验结果显示化合物1和9(分别为100和40μmol/L)对HCT116、B16、U937肿瘤细胞的相对抑制率均大于50%。采用杀线活性实验,对化合物1~7进行了抗线虫初步筛选,结果表明化合物1具有一定的抗线虫活性,其IC50值为103.54μg/mL。
[Abstract]:Xylaria striata Pat.1887) belongs to Ascomycetes. It is mainly grown on decayed bark or living tree root. Except for the long-term in-depth study of this fungus, there is no related report of this bacterium. The activity test shows that the powder of fruiting body of this fungus is nontoxic. In order to elucidate the active components of the fruiting body to improve sleep, the artificial cultivated fruiting body of C. longitudinalis was used as the raw material. Under the guidance of pentobarbital sodium induced sleep test in mice, the chemical constituents were studied. The ethanol extract from the fruiting body of the fungus was separated and purified by using a variety of column chromatography techniques. A total of 13 compounds were isolated, including 2 new compounds and 11 hexane compounds. Some of the compounds were studied to improve sleep, anti-tumor and anti-nematode. The results provide theoretical basis for the application of the bacteria in improving sleep, anti-tumor and anti-nematode. This paper mainly includes the following three aspects of work: 1. The study on the safety of fruiting bodies and the improvement of sleep active components of C. longitudinalis. The safety was evaluated by acute toxicity test. The results showed that the mice treated with 2 000 mg/kg fruiting body powder were given orally. Under the guidance of sleep activity (pentobarbital sodium induced sleep experiment), the active components of the bacteria to improve sleep were tracked. The results showed that the active fraction was chloroform extract, and the active components for improving sleep were xylastriamide A and ergosterol in chloroform extract. Studies on the chemical constituents of the ethanol extracts from the fruiting bodies of C. longitudinalis. The chemical constituents of the fruiting bodies of C. longitudinalis were studied systematically for the first time, and the recrystallization and various chromatographic techniques were used comprehensively. Thirteen compounds were isolated from the ethanol extract from the fruiting body of C. longitudinalis. The compounds were identified as 1: xylastriamide Agna 1 by spectroscopic techniques (ESI-MS and NMRs), respectively. Xylastriasan A ~ (2 +), cytochalasin D _ (3) ~ (1) ~ (19) ~ (20) -epoxy-cytochalasin Q _ (4), cytochalasin (Q _ (5)) ~ (5) ~ (19). 20-epoxy-cytochalasin D _ (6) / ~ (19) -epoxy-cytochalasin C _ (7), trans-para-hydroxycinnamate ethyl ester ~ (8), indole-3-formalin ~ (9), Hypoxanthine nucleoside 10 (~ (10)). Compounds 1-12 were isolated from the fruiting body of this bacterium for the first time. Compounds 1 and 2 are new compounds. Studies on the effects of chemical components on sleep, anti-tumor and anti-nematode activity. The sleep test of compound 1H7 was carried out in mice induced by pentobarbital sodium. The results showed that compound 1 could significantly improve the sleep of mice. The cytotoxic activity of compounds 1 5 and 9 was screened by MTT method in vitro. The experimental results showed that compounds 1 and 9 (100 and 40 渭 mol / L, respectively) were effective on HCT 116 B16. The relative inhibition rates of U937 tumor cells were higher than 50. The preliminary screening of compound 1H7 against nematodes showed that compound 1 had a certain activity against nematodes. Its IC50 value is 103.54 渭 g / mL.
【学位授予单位】：西南科技大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：R284;R285

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