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三种海洋生物和一种陆地植物化学成分及其生物活性研究
Investigations on Bioactive Constituents from Three Marine Organisms and One Terrestrial Higher Plant

导  师: 王斌贵

学科专业: G0703

授予学位: 博士

作  者: ;

机构地区: 中国科学院海洋研究所

摘  要: 本论文对厚叶软珊瑚、刺松藻、粗枝软骨藻等三种海洋生物和一种陆地橄榄科植物白头树的化学成分进行了研究,对其中分离得到的化合物进行了初步的生物活性筛选。 厚叶软珊瑚采白海南三亚海域,刺松藻和粗枝软骨藻采自山东青岛沿岸,白头树采自云南。样品干燥后用95%的乙醇提取,乙醇提取物先后用石油醚、乙酸乙酯和正丁醇萃取。得到石油醚可溶性部分、乙酸乙酯可溶性部分、正丁醇可溶性部分和水可溶性部分。 各部分采用常规的硅胶柱层析、制备薄层层析、凝胶sephadexlh-20柱层析、反相硅胶柱层析以及重结晶等手段分离得到68个化合物。利用各种现代波谱技术(ir、uv、ei-ms、fab-ms、hr-esi-ms、1h-nmr、13c-nmr、dept、1h-1hcosy、hmqc、hmbc、noeds和noesy等),结合乙酰化和甲醇解等化学转化确定了其中48个化合物的结构,其中有5个为新化合物,分别为化合物lc1、cf3、cc1、gf1和gf2,2个为首次报道的天然产物,分别为化合物lc2和lc3。大部分为从该种或该属中首次分到的化合物。其中,从厚叶软珊瑚中得到30个化合物,鉴定了其中的19个化合物,其中1个为新化合物,2个为作为天然产物首次报道的化合物;从刺松藻中得到10个化合物,鉴定了其中的7个化合物,其中1个为新化合物;从粗枝软骨藻中得到13个化合物,鉴定了其中的10个化合物,其中1个为新化合物;从白头树中得到15个化合物,鉴定了其中的12个化合物,其中2个为新化合物。 对分离得到的部分化合物和组分进行了细胞毒和抗菌活性测试。细胞毒活性表明化合物lc4、lc5、lc6对人肝癌细胞、人肺癌细胞和人微血管内皮细胞有一定的细胞毒性,而对正常细胞的毒性较低。抗菌活性结果表明刺松藻组分c2具有抑制枯草芽孢杆菌活性,对c2组分进行进一步的活性追踪。但从中分离得� This dissertation describes the isolation, structure elucidation, and bioactivity evaluation of chemical constituents isolated from three marine organisms and one terrestrial higher plant species, that is, soft coral Lobophytum crassum Von Marenzeller, green alga Codium fragile /(Suringar/) Hariot, red alga Chondria crassicaulis Harv., and higher plant Garuga forrestii W. W. Smith. L. crassum was collected from the coast of Sanya, Hainan province, China. Codium fragile and Chondria crassicaulis were collected along the coast of Qingdao, Shandong province, China, while Garuga forrestii were collected from Yunan province, China. Whole specimen was air-dried, powdered and extracted with EtOH for three times at room temperature /(one week for each time/). The resulting extractive solution was filtered and evaporated at reduced pressure to give a crude residue, which was then successively partitioned between petroleum ether and methanol, between ethyl acetate and water, and between n-butanol /(water saturated/) and water, to afford petroleum ether-, EtOAc-, and n-butanol-soluble fractions, respectively. The compounds were isolated by repeated column chromatography /(CC/) on silica gel, RP-18, and Sephadex LH-20, as well as by preparative thin layer chromatography /(PTLC/) and recrystallization. The structures of these compounds were elucidated by means of spectroscopic methods including IR, UV, EI-MS, FAB-MS, HR-ESI-MS, 1D-NMR /(1H-NMR, 13C-NMR, DEPT and NOEDS/) and 2D-NMR /(1H-1H COSY, HMBC, HMQC and NOESY/). From marine soft coral Lobophytum crassum, thirty compounds were isolated and nineteen of them were structurally elucidated, including a new hydroperoxyl substituted cembranolide diterpene, namely, 2-hydroperoxysarcophine, and two cembranolide diterpene that obtained as natural products for the first time. From Codium fragile, seven compounds including a new clerosterol derivative, trans-phytol, and related metabolites were isolated. From Chondria crassicaulis, ten com

关 键 词: 海洋生物 天然产物 厚叶软珊瑚 刺松藻 粗枝软骨藻 白头树 化学成分 结构鉴定 生物活性

领  域: [生物学] [生物学] [生物学]

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