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Brasilane sesquiterpenoids and dihydrobenzofuran derivatives from Aspergillus terreus [CFCC 81836]
Phytochemistry ( IF 3.2 ) Pub Date : 2018-12-01 , DOI: 10.1016/j.phytochem.2018.10.006
Zhaodi Wu , Dongyan Li , Fanrong Zeng , Qingyi Tong , Yinyu Zheng , Junjun Liu , Qun Zhou , Xiao-Nian Li , Chunmei Chen , Yongji Lai , Hucheng Zhu , Yonghui Zhang

Brasilanones A-F and asperterreusines A-C, undescribed brasilane sesquiterpenoids and dihydrobenzofuran derivatives, were isolated from the marine-derived fungus Aspergillus terreus [CFCC 81836]. Their structures with absolute configurations were elucidated on the basis of spectroscopic data, X-ray crystallographic analyses, and electronic circular dichroism (ECD) calculations. Brasilanones A-F are unusual brasilane sesquiterpenoids with an α,β-unsaturated ketone unit, interestingly, brasilanones B-D are stereo isomers. All of the isolates were evaluated for their inhibitory activities against NO production and cytotoxic activities against five human cancer cell lines (HL-60, SW-480, A-549, MCF-7, and SMMC-7721). Brasilanones A and E showed moderate inhibitory effect with NO inhibition rates of 47.7% (p < 0.001) and 37.3% (p < 0.001) at the concentration of 40 μM. Asperterreusines A showed cytotoxicity against HL-60 and SW-480 cell lines with IC50 values of 15.3 and 25.7 μM, respectively.

中文翻译:

来自土曲霉的乙硅烷倍半萜类化合物和二氢苯并呋喃衍生物 [CFCC 81836]

Brasilanones AF 和 asperterreusines AC,未描述的 Brasilane 倍半萜类化合物和二氢苯并呋喃衍生物,是从海洋来源的真菌 Aspergillus terreus [CFCC 81836] 中分离出来的。基于光谱数据、X 射线晶体学分析和电子圆二色性 (ECD) 计算阐明了它们的绝对构型结构。Brasilanones AF 是具有 α,β-不饱和酮单元的不寻常的乙硅烷倍半萜类化合物,有趣的是,brasilanones BD 是立体异构体。评估了所有分离株对 NO 产生的抑制活性和对五种人类癌细胞系(HL-60、SW-480、A-549、MCF-7 和 SMMC-7721)的细胞毒活性。Brasilanones A 和 E 显示出中等抑制作用,NO 抑制率为 47.7% (p < 0.001) 和 37.3% (p < 0. 001) 浓度为 40 μM。Asperterreusines A 显示出对 HL-60 和 SW-480 细胞系的细胞毒性,IC50 值分别为 15.3 和 25.7 μM。
更新日期:2018-12-01
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