天然产物研究与开发 ›› 2021, Vol. 33 ›› Issue (7): 1156-1164.doi: 10.16333/j.1001-6880.2021.7.010

• 研究简报 • 上一篇    下一篇

一株太子参内生真菌Aspergillus terreus TZS-201607中抗肿瘤活性代谢产物研究

胡晓峰,柴海全,贾林川,邵露*,刘晓晓*,陈野   

  1. 青岛市中医医院药剂科,青岛 266071
  • 出版日期:2021-07-28 发布日期:2021-07-29
  • 基金资助:
    山东省中医药科技发展计划(2019-0590)

Antitumor secondary metabolites of an endophytic fungus Aspergillus terreus TZS-201607 from Pseudostellaria heterophylla

HU Xiao-feng,CHAI Hai-quan,JIA Lin-chuan,SHAO Lu*,LIU Xiao-xiao*,CHEN Ye   

  1. HU Xiao-feng,CHAI Hai-quan,JIA Lin-chuan,SHAO Lu*,LIU Xiao-xiao*,CHEN Ye
  • Online:2021-07-28 Published:2021-07-29

摘要:

为研究太子参内生真菌Aspergillus terreus TZS-201607所产的次级代谢产物,利用硅胶柱层析、Sephadex LH-20凝胶柱层析、反相柱层析及半制备高效液相色谱等技术,从其PDB培养基发酵产物的乙酸乙酯萃取物中分离纯化得到16个单体化合物。利用波谱学方法结合文献数据分析分别鉴定为柄曲霉素(1)、5-甲氧基柄曲霉素(2)、variecoxanthone A(3)、chryxanthone A(4)、6,8-di-O-methylaverufin(5)、6,8-di-O-methylnidurufin(6)、6,8,1′-tri-O-methyl averantin(7)、(22E,24R)-ergosta-7,9(11),22-trien-3β-ol(8)、(22E,24R)-ergosta-4,6,8(14),22-trtraen-3-one(9)、(22E,24R)-3β,5α-dihydroxy-ergosta-7,22-dien-6-one(10)、(22E,24R)-3β,5α,9α-trihydroxy-ergosta-7,22-diene-6-one(11)、(22E,24R)-3α-ureido-ergosta-4,6,8(14),22-tetraene(12)、(22E,24R)-ergosta-7,22-dien-3β,5α,6β-triol(13)、(22E,24R)-5α,8α-epidioxyergosta-6,22-dien-3β-ol(14)、demethylincisterol A315)和(17R)-17-methylincisterol(16)。化合物1~71214~16为首次从A. terreus中分离得到。体外抗肿瘤活性测试显示,化合物6、714对人肿瘤细胞株A549、BT-549、HeLa和THP-1表现出较强的细胞毒活性(IC50<10 μM)。

关键词: 太子参, 内生真菌, Aspergillus terreus, 次级代谢产物, 抗肿瘤活性

Abstract:

The secondary metabolites of the endophytic fungus Aspergillus terreus TZS-201607 isolated from Pseudostellaria heterophyllawere fully studied.A total of 16 compounds were isolated from the EtOAc extracts of the PDB culture broth by means of chromatographic techniques,including silica gel,Sephadex LH-20 gel,reversed-phase and semi-preparative HPLC column chromatography.Their structures were identified as sterigmatocystin (1),5-methoxysterigmatocystin (2),variecoxanthone A(3),chryxanthone A(4),6,8-di-O-methylaverufin(5),6,8-di-O-methylnidurufin(6),6,8,1′-tri-O-methyl averantin(7),(22E,24R)-ergosta-7,9(11),22-trien-3β-ol(8),(22E,24R)-ergosta-4,6,8(14),22-trtraen-3-one(9),(22E,24R)-3β,5α-dihydroxy-ergosta-7,22-dien-6-one(10),(22E,24R)-3β,5α,9α-trihydroxy-ergosta-7,22-diene-6-one(11),(22E,24R)-3α-ureido-ergosta-4,6,8(14),22-tetraene(12),(22E,24R)-ergosta-7,22-dien-3β,5α,6β-triol(13),(22E,24R)-5α,8α-epidioxyergosta-6,22-dien-3β-ol(14),demethylincisterol A315)and (17R)-17-methylincisterol(16,by spectroscopic analysis and by comparison with previously reported literatures.Compounds 1-7,12,and 14-16 were isolated from the fungus A. terreus for the first time.The cytotoxicity of compounds 1-16 against A549,BT-549,HeLa,HepG2,MCF-7,and THP-1 cell lines was evaluated.Compounds 6,7,and 14 showed strong inhibitory activity against A549,BT-549,HeLa,and THP-1 cell lines,respectively (IC50<10 μM).

Key words: Pseudostellaria heterophylla, endophytic fungus, Aspergillus terreus, secondary metabolites, cytotoxicity

中图分类号:  R284.2