Citrifurans A-D, Four Dimeric Aromatic Polyketides with New Carbon Skeletons from the Fungus Aspergillus sp.

Citrifurans A-D, Four Dimeric Aromatic Polyketides with New Carbon Skeletons from the Fungus Aspergillus sp.
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DOI:
10.1021/acs.orglett.7b01823
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发表时间:
2017-07
期刊:
影响因子:
5.2
通讯作者:
Guo-Ping Yin;Ya-Rong Wu;Ming-Hua Yang;Tian-Xiao Li;Xiaobing Wang;Miaomiao Zhou;Jian-Li Lei;L. Kong
Guo-Ping Yin;Ya-Rong Wu;Ming-Hua Yang;Tian-Xiao Li;Xiaobing Wang;Miaomiao Zhou;Jian-Li Lei;L. Kong
中科院分区:
化学1区
文献类型:
--
作者:
Guo-Ping Yin;Ya-Rong Wu;Ming-Hua Yang;Tian-Xiao Li;Xiaobing Wang;Miaomiao Zhou;Jian-Li Lei;L. Kong

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Citrifurans A-D (1-4) 由曲霉菌代谢,是阿扎菲酮和呋喃酮衍生物的不寻常二聚体。迈克尔加成被认为是其生物合成的关键过程,不同的加成位点产生了两种新的不同碳骨架。基于光谱方法、单晶X射线衍射、化学转化和电子圆二色性分析阐明了它们的结构。化合物 1-3 对 RAW 264.7 巨噬细胞中 LPS 诱导的 NO 产生具有中等抑制活性,IC50 值分别为 18.3、22.6 和 25.3 μM。
Citrifurans A-D (1-4), metabolized by an Aspergillus sp., are unusual dimers of azaphilone and furanone derivatives. Michael addition was thought to be the pivotal procedure in their biosynthesis, and different addition sites generated two new different carbon skeletons. Their structures were elucidated on the basis of spectroscopic methods, single-crystal X-ray diffraction, chemical conversion, and electronic circular dichroism analyses. Compounds 1-3 showed moderate inhibitory activities against LPS-induced NO production in RAW 264.7 macrophages with IC50 values of 18.3, 22.6, and 25.3 μM, respectively.