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

作　　者：杨芹 冯玲玲 谢则平[1] 郭琳[2] 张露 张淑敏[1] YANG Qin;FENG Ling-ling;XIE Ze-ping;GUO Lin;ZHANG Lu;ZHANG Shu-min(School of Pharmaceutical Sciences,Binzhou Medical University,Yantai 264000,China;School of Enology,Binzhou Medical University,Yantai 264000,China)

机构地区：[1]滨州医学院药学院,山东烟台264000 [2]滨州医学院葡萄酒学院,山东烟台264000

出　　处：《中国海洋药物》2018年第3期53-58,共6页Chinese Journal of Marine Drugs

基　　金：国家自然科学基金项目(81503040)资助

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;分别采用微量稀释法和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-6 H-1,5-benzoxazocin-6-one(2)、2-heptylquinolin-4(1 H)-one(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为首次从Pseudomonas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。Objective To investigate the secondary metabolites of marine-derived Pseudomonasaeruginosa 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 activities were evaluated by micro-dilution methods 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-heptylquinolin-4（1 H）-one（3）and phenazine-1-carboxamide（4）.Conclusion This is the first report of the single-crystal structure of compound1,and2 was discovered from the genus Pseudomonas for the first time.Compounds 1,3 and 4 exhibited moderate antifungal activity.Moreover,3 was also active to C6 and HepG2 cancer cell lines.

关 键 词：海洋细菌 PSEUDOMONAS AERUGINOSA 次级代谢产物 生物碱 

分 类 号：R914[医药卫生—药物化学]