三株地衣内生真菌的化学成分研究
发布时间：2018-10-25 09:18
【摘要】：内生菌是指存活于健康有机体组织内部而不引起任何直接或明显负面影响的微生物,主要包括真菌,细菌和放线菌等。内生真菌被研究最多,已经被认为是可持续的、生物活性多样的和结构新颖的先导化合物的重要来源。地衣内生真菌(Endolichenic fungi)是指生活在无症状的地衣菌体内部的真菌,类似于植物内生真菌寄生于健康植物组织。由于地衣菌藻共生等特殊性,地衣内生真菌经常被忽略,然而自从2007年第一次报道它们的次生代谢产物,其化学成分的研究正越来越引起学者的注意。 本文对三株地衣内生真菌(Phaeosphaeria sp.、Massarina sp.、Cucurbitaria sp.)的化学成分进行了系统研究,采用常规的硅胶柱层析、葡聚糖凝胶SephadexLH-20柱层析以及高效液相色谱等分离手段共分离鉴定了37个化合物,包括13个傒醌,3个三联苯,5个芳香类,2个脂肪酸,8个甾体和6个其它类化合物,其中新化合物12个,包括7个花醌：phaeosphaerin A-G (1-7);1个脂肪酸：(11S,12S,13R)-11,13-dihydroxy-12-methyltetradecanoic acid (19);1个α,β-不饱和酮类化合物：5-hydroxy-2,3-dimethylcyclohex-2-enone (30);以及3个三联苯：cucurbitarins A-C (31-33)。利用各种现代波谱技术包括质谱(MS)、核磁共振谱(NMR),红外波谱(IR)和紫外波谱(UV),结合含时密度泛函理论(TDDFT) CD计算等方法阐明了新结构化合物的平面与立体结构。同时,对分离得到的部分化合物进行了针对不同肿瘤细胞株的细胞毒活性评价以及真菌白色念珠菌的抗菌活性评价,花醌类化合物富集于肿瘤细胞溶酶体显示较强的抗PC3, DU145和LNCaP前列腺癌细胞系的生物活性。
[Abstract]:Endophytic bacteria (endophytes) are microorganisms that survive in healthy organisms without any direct or obvious negative effects, including fungi, bacteria and actinomycetes. Endophytic fungi have been widely studied and considered to be an important source of sustainable, bioactive and novel precursor compounds. Lichen endophytic fungus (Endolichenic fungi) is a kind of fungus living inside the asymptomatic lichens, which is similar to plant endophytic fungi parasitic on healthy plant tissues. Because of the particularity of lichenium-algae symbiosis endophytic fungi are often neglected. However since the first report of their secondary metabolites in 2007 the study of their chemical constituents has attracted more and more attention. Three strains of endophytic fungi (Phaeosphaeria sp.,Massarina sp.,Cucurbitaria sp.) from lichen were studied in this paper. 37 compounds were isolated and identified by conventional silica gel column chromatography, dextran gel SephadexLH-20 column chromatography and high performance liquid chromatography. It includes 13 quinones, 3 triphenyls, 5 aromatics, 2 fatty acids, 8 steroids and 6 other compounds, of which 12 are new compounds. It consists of seven quinones: phaeosphaerin A-G (1-7); one fatty acid: (11Sn12Sn13R) -1113-dihydroxy-12-methyltetradecanoic acid (19); one 伪, 尾 -unsaturated ketones: 5-hydroxy-23-dimethylcyclohex-2-enone (30); and three triphenyls: cucurbitarins A-C (31-33). The plane and solid structures of the new compounds were elucidated by various modern spectral techniques including (MS), NMR (NMR), IR (IR) and UV (UV), combined with time-dependent density functional theory (TDDFT) CD). At the same time, some of the compounds were evaluated for the cytotoxic activity of different tumor cell lines and the antibacterial activity of fungi Candida albicans. Anthraquinones enriched in lysosomes of tumor cells showed strong biological activity against PC3, DU145 and LNCaP prostate cancer cell lines.
【学位授予单位】：山东大学
【学位级别】：硕士
【学位授予年份】：2012
【分类号】：R284
[Abstract]:Endophytic bacteria (endophytes) are microorganisms that survive in healthy organisms without any direct or obvious negative effects, including fungi, bacteria and actinomycetes. Endophytic fungi have been widely studied and considered to be an important source of sustainable, bioactive and novel precursor compounds. Lichen endophytic fungus (Endolichenic fungi) is a kind of fungus living inside the asymptomatic lichens, which is similar to plant endophytic fungi parasitic on healthy plant tissues. Because of the particularity of lichenium-algae symbiosis endophytic fungi are often neglected. However since the first report of their secondary metabolites in 2007 the study of their chemical constituents has attracted more and more attention. Three strains of endophytic fungi (Phaeosphaeria sp.,Massarina sp.,Cucurbitaria sp.) from lichen were studied in this paper. 37 compounds were isolated and identified by conventional silica gel column chromatography, dextran gel SephadexLH-20 column chromatography and high performance liquid chromatography. It includes 13 quinones, 3 triphenyls, 5 aromatics, 2 fatty acids, 8 steroids and 6 other compounds, of which 12 are new compounds. It consists of seven quinones: phaeosphaerin A-G (1-7); one fatty acid: (11Sn12Sn13R) -1113-dihydroxy-12-methyltetradecanoic acid (19); one 伪, 尾 -unsaturated ketones: 5-hydroxy-23-dimethylcyclohex-2-enone (30); and three triphenyls: cucurbitarins A-C (31-33). The plane and solid structures of the new compounds were elucidated by various modern spectral techniques including (MS), NMR (NMR), IR (IR) and UV (UV), combined with time-dependent density functional theory (TDDFT) CD). At the same time, some of the compounds were evaluated for the cytotoxic activity of different tumor cell lines and the antibacterial activity of fungi Candida albicans. Anthraquinones enriched in lysosomes of tumor cells showed strong biological activity against PC3, DU145 and LNCaP prostate cancer cell lines.
【学位授予单位】：山东大学
【学位级别】：硕士
【学位授予年份】：2012
【分类号】：R284
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