海洋真菌Aspergillus terreus次生代谢产物研究  

Study on the secondary metabolites from marine-derived fungi Aspergillus terreus

作　　者：李思敏[1] 周金彩[1] 何蓉[1] 唐颖楠 周思倩 王雅静 龙红萍[2,3] LI Si-min;ZHOU Jin-cai;HE Rong;TANG Ying-nan;ZHOU Si-qian;WANG Ya-jing;LONG Hong-ping(Shool of Pharmaceutical Sciences,Hunan Vocational College of Science and Technology,Changsha 410004,China;The First Hospital of Hunan University of Chinese Medicine,Changsha 410007,China;Hunan University of Chinese Medicine,Changsha 410208,China)

机构地区：[1]湖南科技职业学院药学院,长沙410004 [2]湖南中医药大学第一附属医院,长沙410007 [3]湖南中医药大学,长沙410208

出　　处：《天然产物研究与开发》2023年第10期1732-1738,1831,共8页Natural Product Research and Development

基　　金：湖南省中医药管理局科研项目(B2023135);湖南中医药大学“双一流”学科建设项目(22JBZ025)。

摘　　要：采用大米固体发酵技术,研究海洋来源真菌土曲霉Aspergillus terreus的次生代谢产物,通过大孔吸附树脂柱层析、硅胶柱层析、凝胶柱层析和半制备高效液相等方法对A.terreus大米发酵产物的乙酸乙酯萃取物进行分离纯化,再利用核磁共振波谱(^(1)H NMR、^(13)C NMR)和质谱数据(HR-ESI-MS),结合与文献数据对比,共鉴定出13个化合物,分别为丁内酯I(1)、3-hydroxy-5-[[4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl]methyl]-4-(4-hydroxyphenyl)-2(5 H)-furanone(2)、(±)-asperteretal F(3)、asperimide A(4)、洛伐他汀(5)、terretonin(6)、methyl-3,4,5-trimethoxy-2-(2-(nicotinamido)benzamido)benzoate(7)、bisdethiobis(methylthio)acetylaranotin(8)、acetylaranotin(9)、环(L-脯-L-缬)二肽(10)、环(D-亮氨酸-L-脯氨酸)二肽(11)、callyspongidipeptide A(12)、(3 R,4 R)-6,7-dimethoxy-4-hydroxymellein(13),其中化合物12为首次从土曲霉中分离得到。通过CCK-8法评价化合物对低氧/复氧诱导的PC12细胞损伤的保护作用,结果显示化合物1、3、5、6和7能显著减少氧化应激产生的细胞损伤,呈现出一定的神经细胞保护活性。本研究为进一步挖掘土曲霉的活性次生代谢产物提供了基础。The secondary metabolites of the rice solid fermentation of marine-derived fungus Aspergillus terreus were studied.Thirteen compounds were isolated and purified by macroporous resins,silica gel column chromatography,and semi-preparation liquid method.Their structures were identified as butyrolactone I(1),3-hydroxy-5-[[4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl]methyl]-4-(4-hy-droxyphenyl)-2(5H)-furanone(2),(±)-asperteretal F(3),asperimide A(4),lovastatin(5),terretonin(6),methyl-3,4,5-trimethoxy-2-(2-(nicotinamido)benzamido)benzoate(7),bisdethiobis(methylthio)acetylaranotin(8),acetylaranotin(9),cyclo-(L-pro-L-Val)(10),cyclo(D-Leu-D-Pro)(11),callyspongidipeptide A(12),(3 R,4 R)-6,7-dimethoxy-4-hydroxymellein(13)using NMR and HR-ESI-MS data,and by comparing the information with literature data.Compound 12 was isolated from A.terreus for the first time.The protective effects of these compounds on the viability of hypoxia/reoxygenation-induced PC12 cell damage were evaluated by CCK-8 assay in vitro,the results showed that compounds 1,3,5,6,and 7 could significantly reduce the cell damage caused by oxidative stress,which presented neuroprotective activity in PC12 cells.This study lay a foundation for further exploitation the active secondary metabolites of A.terreus.

关 键 词：真菌 土曲霉 次生代谢产物 结构鉴定 神经保护 

分 类 号：R284.2[医药卫生—中药学]