Department of Botany and Plant Physiology, Institute of Biology , Eszterházy Károly University , Eszterházy tér 1 , H-3300 Eger , Hungary.
J Nat Prod. 2020 Feb 28;83(2):268-276. doi: 10.1021/acs.jnatprod.9b00655. Epub 2020 Feb 20.
In a search for new secondary metabolites from mosses, leucobryns A-E, axially chiral 9,10-phenanthrenequinone dimers, were isolated from (-), together with diosmetin triglycoside. Leucobryns B () and C () were proved to be homodimeric atropodiastereomers containing both axial and central chirality elements, while leucobryns D () and E () were found to be heterodimeric atropodiastereomers containing central chirality in only one of the two monomeric units. Axial chirality of the compounds was determined by ECD measurements and sTDA ECD calculations, while the central chirality elements were assigned by TDDFT-SOR calculations. Leucobryns represent the first 9,10-phenanthrenequinone dimers, the monomers of which are linked through their C-8 atoms. Leucobryns B-E contain an uncommon C monoterpenoid side chain, in which isoprenoid units are joined by 3,4 linkages. Leucobryns A and B exhibited weak antiproliferative activity against several human cancer cell lines.
在寻找苔藓中的新次生代谢产物时，从 (-) 中分离出了轴向手性的 9,10-菲醌二聚体 leucobryns A-E，以及 diosmetin 三糖苷。Leucobryns B () 和 C () 被证明是含有轴向和中心手性元素的同二聚体对映异构体，而 leucobryns D () 和 E () 则被发现是含有中心手性的异二聚体对映异构体，其中只有一个单体单元含有中心手性。通过 ECD 测量和 sTDA ECD 计算确定了化合物的轴向手性，而通过 TDDFT-SOR 计算确定了中心手性元素。Leucobryns 代表了第一个 9,10-菲醌二聚体，其单体通过 C-8 原子连接。Leucobryns B-E 含有不常见的 C 单萜侧链，其中异戊二烯单元通过 3,4 键连接。Leucobryns A 和 B 对几种人类癌细胞系表现出微弱的抗增殖活性。
