杨芹,冯玲玲,谢则平,等.海洋假单胞菌Pseudomonas aeruginosa B160072次级代谢产物的研究△*[J].中国海洋药物,2018,37(3):53-58.
海洋假单胞菌Pseudomonas aeruginosa B160072次级代谢产物的研究△*
Study on the secondary metabolites of marine-derived Pseudomonas aeruginosa B160072
投稿时间:2018-01-12  修订日期:2018-03-19
DOI:
中文关键词:  海洋细菌  Pseudomonas aeruginosa属  次级代谢产物  生物碱
English Keywords:Marine bacterium  Pseudomonas aeruginosa  Secondary metabolites  Alkaloids
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作者单位E-mail
杨芹 滨州医学院 18253557295@163.com 
冯玲玲 滨州医学院  
谢则平 滨州医学院  
郭琳 滨州医学院  
张露 滨州医学院  
张淑敏* 滨州医学院 shumin_zhang@outlook.com 
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中文摘要:
      目的:研究海洋假单胞菌Pseudomonas aeruginosa B160072的次级代谢产物及其生物活性。方法:采用硅胶柱层析和半制备HPLC等色谱方法对该细菌发酵液的乙酸乙酯提取物进行分离纯化;运用NMR、MS、X-ray单晶衍射等波谱技术,并结合文献数据对化合物进行结构鉴定;分别采用MIC法和 MTT法对化合物进行抗菌和细胞毒活性评价。结果:分离得到4个生物碱类化合物,结构确定为2-(2-Hydroxyphenyl)-4-thiazolecarboxaldehyde(1)、2,3,4,5-Tetrahydro-3,5-dihydroxy-6H-1,5-benzoxazocin-6-one(2)、2-Hexyl-2,3-dihydro-4(1H)-quinolinone (3)和Phenazine-1-carboxamide(4)。结论:首次通过X-ray单晶衍射实验确定化合物1的化学结构,化合物2为第一次从Pseudomonas aeruginosa属细菌中获得,化合物1、3和4具有抗真菌活性,同时化合物3对C6和HepG2肿瘤细胞具有抑制作用。
English Summary:
      Objective To investigate the secondary metabolites of marine Pseudomonas aeruginosa B160072 and evaluate their biological activities. Methods The EtOAc extract of the culture broth was fractionated by silica gel column chromatography and further purified by semi-preparative HPLC. The structures of the compounds isolated were determined by analysis of NMR, MS as well as X-ray data and comparison with literatures. In addition, their antimicrobial and cytotoxic activity was evaluated by MIC and MTT methods, respectively. Results Four alkaloids were isolated and identified as 2-(2-hydroxyphenyl)-4-thiazolecarboxaldehyde(1), 2,3,4,5-tetrahydro-3,5-dihydroxy-6H-1,5-benzoxazocin-6-one(2), 2-hexyl-2,3-dihydro-4(1H)-quinolinone(3) and phenazine-1-carboxamide(4). Conclusion This is the first report of the single-crystal structure of compound 1, and 2 was discovered from the genus Pseudomonas aeruginosa for the first time. Compounds 1, 3 and 4 exhibited moderate antifungal activitied, moreover, 3 was also active to C6 and HepG2 cancer cell lines.
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