Secondary Metabolites of Endophytic Fungus <italic style="font-style: italic">Trichoderma harzianum</italic> Isolated from <italic style="font-style: italic">Physalis angulata</italic>

Meng-yue TANG; Jia-jia FAN; Xia LIU; Zhi-guo LIU; Yue-hu PEI; Yi SUN

doi:10.13422/j.cnki.syfjx.20191417

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Secondary Metabolites of Endophytic Fungus Trichoderma harzianum Isolated from Physalis angulata

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- Secondary Metabolites of Endophytic Fungus Trichoderma harzianum Isolated from Physalis angulata
- Chinese Journal of Experimental Traditional Medical Formulae Vol. 25, Issue 14, Pages: 186-191(2019)
- 作者机构：
  
  1.沈阳药科大学，沈阳　 110016；
  2.中国中医科学院　中药研究所，北京　 100700；
  3.武汉理工大学　化学化工与生命科学学院，武汉　 430070
- 作者简介：
- 基金信息：
- DOI：10.13422/j.cnki.syfjx.20191417
  CLC： R284.2; R285; R22; R2-031
- Received：27 March 2019，
  
  Published Online：04 April 2019，
  
  Published：20 July 2019
- 稿件说明：
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Meng-yue TANG, Jia-jia FAN, Xia LIU, et al. Secondary Metabolites of Endophytic Fungus Trichoderma harzianum Isolated from Physalis angulata[J]. Chinese journal of experimental traditional medical formulae, 2019, 25(14): 186-191.
DOI：

Meng-yue TANG, Jia-jia FAN, Xia LIU, et al. Secondary Metabolites of Endophytic Fungus Trichoderma harzianum Isolated from Physalis angulata[J]. Chinese journal of experimental traditional medical formulae, 2019, 25(14): 186-191. DOI： 10.13422/j.cnki.syfjx.20191417.

摘要

目的：

研究茄科酸浆属植物苦蘵(

Physalis angulata

)的内生真菌哈茨木霉(

Trichoderma harzianum

)的次级代谢产物。

方法：

菌株采用震荡培养箱扩大培养，得到的菌液用乙酸乙酯等体积萃取3次，菌丝体则以丙酮浸泡超声，回收溶剂后将所得提取物合并，再经液相-质谱联用技术，开放ODS反相柱色谱，LH-20羟丙基葡聚糖凝胶柱色谱(sephadex LH-20)，高效液相色谱等方法进行成分的分析与分离纯化活性次级代谢产物。利用其理化性质和光谱数据(

H-NMR，

C-NMR)等鉴定化合物结构。采用噻唑蓝(MTT)法测定化合物的细胞毒性。

结果：

从苦蘵内生真菌哈茨木霉中分离得到10个次级代谢产物，分别鉴定为destruxin A

(1)，destruxin B

(2)，环(亮-脯)二肽(3)，环(苯丙-脯)二肽(4)，cyclonerodiol(5)，brevianamide F(6)，

-乙酰色胺(7)，9-羟基-邻苯二甲酸二异丁基酯(8)，5-羟基-3-羟甲基-2-甲基-7-甲氧基色酮(9)和苯丙酸(10)。细胞毒性试验结果显示，化合物

1～10

对肺癌细胞株A549均未表现出显著的细胞毒性(半抑制浓度≥20 mg·L

－1

)。

结论：

化合物

1～10

均首次从哈茨木霉中分离得到。

Abstract

Objective:

To study the secondary metabolites of the endophytic fungus

Trichoderma harzianum

which was isolated from

Physalis angulata

Method:

The strains were cultured in a big-scale by oscillating incubator. Then the obtained culture liquid and mycelia were extracted by EtOAC and actone

respectively. The extracts were integrated after recovery of solvents

and then the active secondary metabolites were isolated and purified by comprehensive use of open ODS flash column

sephadex LH-20

HPLC

and LC-MS analysis techniques. Their structures were identified according to their physico-chemical properties and nuclear magnetic resonance (NMR) data. The cytotoxicities of the compounds were determined by methyl thiazolyl tetrazolium(MTT) assay.

Result:

Ten compounds isolated from

harzianum

were identified as destruxin A

(1)

destruxin B

(2)

3-isobutyl-pyrrolopiperazine-2

5-dione [cyclo (leu-pro dipeptide)] (3)

cyclo (Phen-pro) dipeptide(4)

cyclonerodiol(5)

brevianamide F(6)

-acetyltryptamine(7)

9-hydroxyl-(2-methylpropyl) isobutyl phthalate(8)

5-hydroxy-3-hydroxymethyl-2-methyl-7-methoxychromone(9)

and phenylpropionic acid(10). Compounds 1-10 didn't exhibit significant cytotoxicity to lung cancer cell line A549 in the MTT assay (IC

≥20 mg·L

-1

Conclusion:

All compounds were isolated from

harzianum

for the first time.

关键词

Keywords

references

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Secondary Metabolites of Endophytic Fungus Trichoderma harzianum Isolated from Physalis angulata

DOI：10.13422/j.cnki.syfjx.20191417

摘要

Abstract

关键词

Keywords

references