Cytotoxic secondary metabolites from the endophytic fungus Aspergillus versicolor KU258497

Cytotoxic secondary metabolites from the endophytic fungus Aspergillus versicolor KU258497
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DOI:
10.1016/j.phytol.2018.01.010
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发表时间:
2018-04-01
影响因子:
1.7
通讯作者:
Proksch, Peter
Proksch, Peter
中科院分区:
生物学4区
文献类型:
--
作者:
Ebada, Sherif S.;El-Neketi, Mona;Proksch, Peter

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两个新的异香豆素二聚体(1和2)和一个新的二氢喹诺酮衍生物(3),从杂色曲霉,内生菌来自埃及水葫芦凤眼莲(Pontederiaceae)的叶子,连同其他十个已知的代谢产物。基于HRESIMS、广泛的1D和2D NMR光谱法确定分离的代谢物的化学结构。用ROESY和电子圆二色谱(ECD)分别确定了新天然产物的相对构型和绝对构型。通过TDDFT-ECD计算推导了异香豆素7,7 '-同源二聚体(1和2)的轴向手性。所有分离的化合物进行了评估,其抗菌,抗结核和细胞毒活性。几种测试化合物显示出对小鼠淋巴瘤L5178 Y细胞系的显著细胞毒活性,IC 50值范围为< 0.36至16.3 μ M。
Two new isocoumarin dimers (1 and 2) and one new dihydroquinolone derivative (3) were isolated from Aspergillus versicolor, an endophyte derived from leaves of the Egyptian water hyacinth Eichhornia crassipes (Pontederiaceae), together with ten other known metabolites. Chemical structures of the isolated metabolites were determined based on HRESIMS, extensive 1D and 2D NMR spectroscopy. The relative and absolute configurations of the new natural products were established by ROESY and electronic circular dichroism (ECD) spectroscopy, respectively. The axial chirality of the isocoumarin 7,7'-homodimers (1 and 2) was deduced by TDDFT-ECD calculations. All isolated compounds were assessed for their antimicrobial, antitubercular and cytotoxic activities. Several tested compounds revealed significant cytotoxic activity against mouse lymphoma L5178Y cell line with IC50 values ranging from < 0.36 to 16.3 mu M.