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l-Phenylalanine Alters the Privileged Secondary Metabolite Production in the Marine-Derived Fungus Trichoderma erinaceum F1-1.
Journal of Natural Products ( IF 3.3 ) Pub Date : 2019-12-30 , DOI: 10.1021/acs.jnatprod.9b00710
Yong-Wei Guo 1 , Ben-Qiang Gong 2 , Jie Yuan 3 , Hou-Jin Li 4 , Taifo Mahmud 5 , Yun Huang 6 , Jian-Feng Li 2 , De-Po Yang 1 , Wen-Jian Lan 1
Affiliation  

The effects of a single-amino-acid culture strategy on secondary metabolite production in the marine-derived fungus Trichoderma erinaceum F1-1 were investigated by culturing the fungus in GPY medium supplemented or not supplemented with l-phenylalanine. A suite of secondary metabolites, including seven terpenoids (1-7) and one polyketide (8), among which are four new compounds, harziandione A (1), cyclonerodiols A and B (3, 4), and trichodermaerin A (6), were isolated from the GPY medium without l-phenylanine, whereas 18 aromatic compounds (9-26), including six new compounds, trichoderolides A-F (9, 10, and 14-17), were isolated from the culture grown in the GPY medium with l-phenylalanine. The structures of the new compounds were determined by high-resolution mass spectrometry, NMR spectroscopic analysis, optical rotation calculations, chemical methods, and X-ray crystallography. Compounds 10, 12, 13, and 26 exhibited cytotoxic activities against MDA-MB-435 human melanocyte cancer cells. Compound 26 was cytotoxic to A549 adenocarcinomic human alveolar basal epithelial cells.

中文翻译:

l-苯丙氨酸改变了海洋衍生的真菌木霉木霉F1-1中特有的次级代谢产物的产生。

通过在补充或不补充1-苯丙氨酸的GPY培养基中培养真菌,研究了单氨基酸培养策略对海洋衍生的真菌木霉木霉F1-1中次生代谢产物产生的影响。一组次级代谢产物,包括七个萜类化合物(1-7)和一个聚酮化合物(8),其中包括四个新化合物:harziandione A(1),cyclonerodiols A和B(3、4)和木霉菌素A(6) ,从不含L-苯嘌呤的GPY培养基中分离得到,而从GPY培养基中生长的培养物中分离出18种芳香族化合物(9-26),包括6种新化合物,trichoderolides AF(9、10和14-17)。与L-苯丙氨酸。通过高分辨率质谱,NMR光谱分析,旋光度计算确定了新化合物的结构,化学方法和X射线晶体学。化合物10、12、13和26显示出对MDA-MB-435人黑素细胞癌细胞的细胞毒活性。化合物26对A549腺癌人类肺泡基底上皮细胞具有细胞毒性。
更新日期:2019-12-30
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