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New sesquiterpenoid derivatives from Ganoderma sinense with nitric oxide inhibitory activity
Phytochemistry Letters ( IF 1.3 ) Pub Date : 2019-11-22 , DOI: 10.1016/j.phytol.2019.11.007
Dun Wang , Ya-Li Wang , Peng Zhang , Xing-Zhou Li , Hua Li , Li-Xia Chen

One new sesquiterpenoid, ganosinensol K (1) and one new norsesquiterpenoid, ganosinensol L (2) were isolated from 95 % EtOH extract of the fruiting bodies of Ganoderma sinense. Their structures were determined on the basis of extensive spectroscopic analyses including HRESIMS, 1D and 2D NMR, and optical rotation value. Compound 1 should be a mixture of two enantiomers. We attempted to resolve compound 1 into one pair of enantiomers by HPLC using a Daicel Chiralpak IE column, while each purified enantiomer of 1 rapidly converted back to racemates, which hampered the determination their steric structures. The absolute configuration of C-5 in 2 was confirmed by comparison of its experimental and calculated specific rotations. Both compounds 1 and 2 showed potent inhibitory activity against LPS-induced nitric oxide production in RAW264.7 macrophages, with IC50 values of 1.15 ± 0.09 μM and 7.31 ± 0.52 μM, respectively.



中文翻译:

灵芝中新的倍半萜衍生物具有一氧化氮抑制活性

灵芝子实体的95%乙醇提取物中分离出一种新的倍半萜,ganosinensol K(1)和一种新的倍半萜,ganosinensol L(2)。根据广泛的光谱分析,包括HRESIMS,1D和2D NMR以及旋光度,确定了它们的结构。化合物1应为两种对映体的混合物。我们尝试使用Daicel Chiralpak IE色谱柱通过HPLC将化合物1拆分为一对对映异构体,而每个1的纯化对映异构体均迅速转化为外消旋体,这妨碍了其空间结构的确定。C-5 in 2的绝对配置通过比较其实验旋转数和计算的比旋转来确定。化合物12均显示出对RAW264.7巨噬细胞中LPS诱导的一氧化氮生成的有效抑制活性,IC 50值分别为1.15±0.09μM和7.31±0.52μM。

更新日期:2019-11-22
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