海洋真菌Metarhizium sp. P2100来源的α-吡喃酮类化合物研究  

Study on α-pyrone derivatives from marine-derived fungus Metarhizium sp. P2100

作　　者：马忠莲 姚光山 王长云[1] MA Zhong-lian;YAO Guang-shan;WANG Chang-yun(Key Laboratory of Marine Drugs,Ministry of Education,School of Medicine and Pharmacy,Ocean University of China,Qingdao 266003,China;School of Geography and Oceanography,Minjiang University,Fuzhou 350108,China)

机构地区：[1]中国海洋大学海洋药物教育部重点实验室医,药学院,山东青岛266003 [2]闽江学院地理与海洋学院,福建福州350108

出　　处：《中国海洋药物》2023年第1期12-18,共7页Chinese Journal of Marine Drugs

基　　金：国家自然科学基金项目(81673350);福建省自然科学基金项目(2021J011043);福建省教育厅科创项目(JAT190622)资助。

摘　　要：目的 研究1株海洋绿僵菌属真菌新种Metarhizium sp. P2100中具有抗菌活性的次级代谢产物。方法 分别用大米固体培养基、葡萄糖蛋白胨酵母膏(GPY)液体培养基培养真菌,运用硅胶柱层析、凝胶柱层析、高效液相色谱等技术对真菌发酵产物进行分离纯化得到单体化合物,综合运用核磁(NMR)、质谱、旋光(ORD)、圆二色谱(CD)等手段解析其结构,并利用抗细菌模型进行活性筛选。结果 从大米培养基、GPY培养基发酵产物中分离获得了7个吡喃酮类化合物:分别为(S)-6-[(S)-2-hydroxypentanoyl]-4-methoxy-5,6-dihydro-2H-pyran-2-one(1)、LL-P 880γ(2)、(6S,1’S,2’S)-hydroxypestalotin(3)、LL-P880β(4)、(6S)-6-Pentanoyl-4-methoxy-5,6-dihydro-2H-pyran-2-one(5)、PC-2(6)、LL-P 880α(7)。其中化合物1为新化合物,5~7具有中等抗细菌活性,对弧菌、粪肠球菌、耐甲氧西林金黄色葡萄球菌等多种致病菌的最小抑菌浓度(MIC)为75~151μmol/L。结论 海洋来源的绿僵菌属真菌在产生结构新颖的吡喃酮类抗菌化合物方面具有重要潜力。Objective To elucidate the secondary metabolites with antibacterial activity in marine-derived fungus P2100, which represents a new species of Metarhizoum genus. Methods Silica gel column chromatography, gel column chromatography and high performance liquid chromatography were utilized to isolate and purify the fermentation extracts of Metarhizoum sp. P2100 cultured in rice solid media and GPY liquid media respectively in order to obtain compounds. Structures of the isolated compounds were clearly characterized by NMR, MS, ORD, CD, etc. Results Seven pyranones were isolated from the fermentation products of rice and GPY media,(S)-6-[(S)-2-hydroxypentanoyl]-4-methoxy-5, 6-dihydro-2H-pyran-2-one(1), LL-P 880γ(2),(6S,1’S,2’S)-hydroxypestalotin(3), LL-P880β(4),(6S)-6-Pentanoyl-4-methoxy-5,6-dihydro-2H-pyran-2-one(5), PC-2(6), LL-P 880α(7). Among them, compound 1 was a new compound and 5-7 exhibited moderate antibacterial activities against multiple pathogenic bacteria including Vibrio sp.,Enterococcus faecalis, and Staphylococcus aureus with the same MIC values of 75-151 μmol/L. Conclusion Metarhizium genus from marine environment have important potentials in producing novel and antibacterial pyranones.

关 键 词：海洋真菌 绿僵菌 次级代谢产物 α-吡喃酮 抗菌活性 

分 类 号：R914[医药卫生—药物化学]