天然产物研究与开发 ›› 2021, Vol. 33 ›› Issue (1): 41-47.doi: 10.16333/j.1001-6880.2021.1.006

• 研究简报 • 上一篇    下一篇

内生真菌Paraconiothyrium brasiliense代谢产物β-咔啉生物碱及其黄嘌呤氧化酶抑制活性研究

周继慧1，闫鑫磊1，田梦1，李慧1，刘朝霞1，刘呈雄1,2*，邹坤1*   

  1. 1三峡大学生物与制药学院，天然产物研究与利用湖北省重点实验室；2三峡大学生物与制药学院，中国轻工业功能酵母重点实验室，宜昌 443002

  • 出版日期:2021-01-28 发布日期:2021-01-28
  • 基金资助:
    国家自然科学基金青年科学基金（81803383）；三峡大学研究生学位论文培优基金（2020SSPY145）

Study on β-carboline alkaloids produced by endophytic fungus Paraconiothyrium brasiliense and their xanthine oxidase inhibitory activity

ZHOU Ji-hui1,YAN Xin-lei1,TIAN Meng1,LI Hui1,LIU Zhao-xia1,LIU Cheng-xiong1,2*,ZOU Kun1*   

  1. 1Hubei Provincial Key Laboratory of Natural Products Research and Utilization,College of Biology and Pharmaceuticals,China Three Gorges University;2College of Biology and Pharmaceuticals,China Three Gorges University,Key Laboratory of Functional Yeast for Light Industry of China,Yichang 443002,China
  • Online:2021-01-28 Published:2021-01-28

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摘要：

本研究通过前体介导调控一株内生真菌的次级代谢产物，采用正相硅胶柱色谱和制备型HPLC等方法分离纯化，利用NMR、MS等波谱学方法鉴定化合物结构，从中分离鉴定了10个生物碱类化合物，鉴定结果为：川芎哚（1）、1-(1′,2′-二脱氧-α-D-核吡喃糖基)-β-咔啉（2）、flazin（3）、tangutorid E（4）、1-乙酰基-β-咔啉（5）、4-(9H-β-carbolin-1-yl)-4-oxobutyric acid（6）、1-(furan-2-yl)-9H-pyrido［3,4-b］indole（7）、indole-3-ethanol（8）、indole-3-acetic acid（9）和indole-3-carboxaldehyde（10）。化合物1~10均为首次从该属菌株中分离得到，其中7个β-咔啉生物碱；对10个生物碱进行了黄嘌呤氧化酶抑制活性测试，结果显示7个化合物具有明显的抑制活性，IC50值的范围在0.68~9.30 mM之间，且化合物2、3和6的抑制活性优于阳性药。

关键词: 内生真菌, 前体介导, 结构鉴定, β-咔啉生物碱, 黄嘌呤氧化酶

Abstract:

In this study,the secondary metabolites of an endophytic fungus were regulated by precursor mediated regulation.To study the secondary metabolites,various chromatographic techniques,including normal phase silica gel column chromatography and preparative HPLC were used.Their structures were determined by various spectroscopic data,such as NMR and MS.Finally,10 alkaloids were isolated from P.  brasiliense and their structures were identified as perlolyrine (1),1-(1′,2′-dideoxy-α-D-nucleopyranosyl)-β-carbamate porphyrin (2),flazin (3),tangutorid E (4),1-acetyl-β-carboline (5),4-(9H-β-carbolin-1-yl)-4-oxobutyric acid (6),1-(furan-2-yl)-9H-pyrido［3,4-b］indole (7),indole-3-ethanol (8),indole-3-acetic acid (9),and indole-3-carboxaldehyde (10).All the 10 alkaloids were isolated from this genus of Paraconiothyrium sp.for the first time.Among them,7 compounds were β-carboline alkaloids.In addition,the xanthine oxidase inhibitory activity was tested for compounds 1-10.The results showed that 7 compounds had significant inhibitory activity,and the IC50 value ranged from 0.68 to 9.30 mM.It was worth noting that the inhibitory activities of compounds 2,3 and 6 were better than that of positive drug.

Key words: endophytic fungi, precursor mediated, structural identification, β-carboline alkaloids, xanthine oxidase

中图分类号:  R914.4

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