天然产物研究与开发 ›› 2023, Vol. 35 ›› Issue (10): 1732-1738.doi: 10.16333/j.1001-6880.2023.10.009

• 研究简报 • 上一篇    下一篇

海洋真菌Aspergillus terreus次生代谢产物研究

李思敏1，周金彩1，何   蓉1，唐颖楠1，周思倩2,3，王雅静3，龙红萍2,3*   

  1. 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
  • 出版日期:2023-10-28 发布日期:2023-10-31
  • 基金资助:
    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）

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

LI Si-min1,ZHOU Jin-cai1,HE Rong1, TANG Ying-nan1,ZHOU Si-qian2,3,WANG Ya-jing3,LONG Hong-ping2,3*   

  1. 1Shool of Pharmaceutical Sciences,Hunan Vocational College of Science and Technology,Changsha 410004,China;2The First Hospital of Hunan University of Chinese Medicine,Changsha 410007,China;3Hunan University of Chinese Medicine,Changsha 410208,China
  • Online:2023-10-28 Published:2023-10-31

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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（1H NMR、13C 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(5H)-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）、(3R,4R)-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。

关键词: 真菌, 土曲霉, 次生代谢产物, 结构鉴定, 神经保护

Abstract:

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),(3R,4R)-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.

Key words: fungi, Aspergillus terreus, secondary metabolites, structural identification, neuroprotective activity

中图分类号:  R284.2

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