两种海洋生物内生真菌的化学成分及其生物活性研究

IOCAS-IR > 海洋环流与波动重点实验室

	两种海洋生物内生真菌的化学成分及其生物活性研究
其他题名	Investigations on Bioactive Constituents from
	王松
学位类型	博士
	2006-06-05
学位授予单位	中国科学院海洋研究所
学位授予地点	海洋研究所
关键词	海洋真菌内生真菌海藻红树林发酵毛壳霉属化学成分结构鉴定生物活性
摘要	海洋微生物次生代谢产物是海洋天然产物研究的重要组成部分。其中海洋真菌因其代谢可以产生大量结构新颖活性独特的化合物，已经成为天然药物的重要来源。近来已经有许多关于海洋生物内生真菌的生理活性次生代谢的报道，为寻找发现新的药物先导化合物提供了可能。本论文对一株毛壳霉属海藻内生真菌Chaetomium sp和一株红树林内生真菌的次生代谢产物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。毛壳霉属海藻内生真菌Chaetomium sp.系从青岛近海采集的红藻多管藻Polysiphonia urceolate Grev中分离得到。红树林内生真菌Fs系从采自中国南海红树林植物海桑Sonneratia caseolaris中分离得到。对这两株真菌分别进行了发酵培养，对真菌培养物的菌丝体和发酵液分别用甲醇和乙酸乙脂进行提取。将提取液经减压蒸干后经HPLC检测，两部分基本相同，合并进行化学分离。对发酵提取物采用常规的硅胶柱层析、制备薄层层析、凝胶Sephadex LH-20柱层析、反相硅胶柱层析，重结晶以及半制备高效液相色谱等分离手段，得到单体化合物。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-1H COSY、HMQC、HMBC等)，结合甲醇解等化学转化方法鉴定了其中45个化合物的结构。其中，从Chaetomium sp分离鉴定了35个化合物，其中2个为新化合物，分别为化合物EN1 （命名为Chaetopyranin）、EN2 （命名为Chaetofuranin）。从Fs中分离鉴定了10个化合物的结构，其中1个为新化合物Fs1。对大部分分离到的单体化合物进行了细胞毒活性测试，结果显示新化合物EN1对3株细胞系SMMC-7721, HMEC和A-549具有中等细胞毒活性，IC50分别为28.5, 15.4, 39.1 μg/mL。同时一些已知化合物特别是苯甲醛类衍生物对A-549显示了较强的细胞毒活性，这些在以前文献中未见报道。
其他摘要	Amongst marine microorganisms, marine fungi represent an important resource for the discovery of structurally unique natural products with anticipated biomedical potential. Recently, a lot of biologically active metabolites have been discovered and reported from marine derived endophytic fungi. This dissertation describes the isolation, structure elucidation, and bioactivity evaluation of chemical constituents isolated from two marine endophytic fungi including one algal derived endophytic fungus Chaetomium sp (QEn11).and an unidentified mangrove derived fungus (Fs)。 The endophytic fungus Chaetomium sp. was originally separated from the marine red alga Polysiphonia urceolate Grev that was collected from the Qingdao coastline, while the fungus (Fs) was separated from mangrove plant Sonneratia caseolaris collected from China south sea. Two fungi were fermented respectively. The liquid medium was incubated at room temperature for 40 days. The mycelium and filtrate were extracted with methanol and EtOAc, respectively. The extracts was evaporated under reduced pressure at 40oC and yielded crude extracts from mycelium and filtrate respectively. Since the HPLC profiles of the two extracts were nearly identical, they were combined before further separation. . 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), recrystallization, and sepi-preparative HPLC. 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 2D-NMR (1H-1H COSY, HMBC, HMQC). From the extracts of Chaetomium sp. 35 compounds were isolated and structurally elucidated, including two new benzaldehyde derivatives namely, Chaetopyranin (EN1) and Chaetofuranin (EN2). From fungus Fs 10 compounds were isolated and structurally elucidated, including one new compound Fs1. Most of the isolated compounds were evaluated against several cell lines including SMMC-7721, HMEC, NIH3T3 and A-549 cell lines. The new compound EN! exhibited moderate cytotoxic activities against SMMC-7721, HMEC, and A-549 cell lines, with IC50 values of 28.5, 15.4, and 39.1 μg/mL respectively, while some known compounds, especially, some benzaldehyde derivatives showed significant cytotoxic activities against A-549 cell lines.
页数	100
语种	中文
文献类型	学位论文
条目标识符	http://ir.qdio.ac.cn/handle/337002/1089
专题	海洋环流与波动重点实验室
推荐引用方式 GB/T 7714	王松. 两种海洋生物内生真菌的化学成分及其生物活性研究[D]. 海洋研究所. 中国科学院海洋研究所,2006.

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