A Thiopyranchromenone and Other Chromone Derivatives from an Endolichenic Fungus, Preussia africana

A Thiopyranchromenone and Other Chromone Derivatives from an Endolichenic Fungus, Preussia africana
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DOI:
10.1021/np2009362
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发表时间:
2012-02-01
影响因子:
5.1
通讯作者:
Che, Yongsheng
Che, Yongsheng
中科院分区:
生物学2区
文献类型:
--
作者:
Zhang, Fan;Li, Li;Che, Yongsheng

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天然存在的硫代吡喃色烯酮的第一个例子,preussochromone A(1),和其他五种新的色酮衍生物,preussochromones B-F(2-6),是从一种内生地衣真菌Preussia africana的固体培养物中分离出来的。化合物1-6的结构通过核磁共振实验初步确定,化合物2和4的结构通过X射线晶体学进一步确定。1和2的绝对构型由电子圆二色性(ECD)确定,而3中的C-5、4中的C-6和5中的6,7-二醇的绝对构型分别由原位形成的[Rh-2(OCOCF 3)(4)]配合物的CD数据、改进的Mosher方法和Snatzke方法推断。化合物1和3对A549细胞具有明显的细胞毒性。
The first example of a naturally occurring thiopyranchromenone, preussochromone A (1), and five other new chromone derivatives, preussochromones B-F (2-6), were isolated from solid cultures of an endolichenic fungus, Preussia africana. The structures of 1-6 were established primarily by NMR experiments, and 2 and 4 were further confirmed by X-ray crystallography. The absolute configurations of 1 and 2 were determined by the application of electronic circular dichroism (ECD), whereas those of C-5 in 3, C-6 in 4, and the 6,7-diol in 5 were deduced via the CD data of the in situ formed [Rh-2(OCOCF3)(4)] complex, the modified Mosher method, and Snatzke's method, respectively. Compounds 1 and 3 showed significant cytotoxicity against A549 cells.