7α,20-Epoxy-ent-kaurane Diterpenoids from the Aerial Parts of Isodon pharicus,Journal of Natural Products

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7α,20-Epoxy-ent-kaurane Diterpenoids from the Aerial Parts of Isodon pharicus
Journal of Natural Products ( IF 3.3 ) Pub Date : 2017-12-29 00:00:00 , DOI: 10.1021/acs.jnatprod.7b00723
Zheng-Xi Hu _{1,

2} , Miao Liu ₁ , Wei-Guang Wang ₁ , Xiao-Nian Li ₁ , Kun Hu ₁ , Xing-Ren Li ₁ , Xue Du ₁ , Yong-Hui Zhang ₂ , Pema-Tenzin Puno ₁ , Han-Dong Sun ₁

Affiliation

A phytochemical investigation of an ethyl acetate extract of the aerial parts of Isodon pharicus led to the isolation of 21 new 7α,20-epoxy-ent-kaurane diterpenoids, pharicins C–W (1–21), and 29 known (22–50) analogues. The structural characterization of 1–21 and assignment of their relative configurations were accomplished by spectroscopic data interpretation, while the structures of 1 and 16 were confirmed by X-ray crystallography. The absolute stereostructure of 1 was confirmed by electronic circular dichroism data analysis. Twenty-five of the diterpenoids were screened for their cytotoxic activities against a panel of tumor cell lines, including HL-60, SMMC-7721, A-549, MCF-7, and SW-480. Compounds 11, 16, 38, and 48 exhibited inhibitory activities against these tumor cell lines with IC₅₀ values ranging from 1.01 to 9.62 μM, while 2, 15, 29, and 47 exhibited moderate cytotoxic potency.

中文翻译：

7α，20-环氧ENT -kaurane二萜从地上部分香茶pharicus

的地上部分的乙酸乙酯提取物的植物化学研究香茶pharicus导致21新7α的隔离，20-环氧ENT -kaurane二萜类化合物，pharicins C-W（1 - 21），和29已知的（22 - 50）类似物。1 – 21的结构表征及其相对构型的分配通过光谱数据解释完成，而1和16的结构则通过X射线晶体学确认。1的绝对立体结构通过电子圆二色性数据分析得到证实。筛选了25种二萜类化合物对一组肿瘤细胞系的细胞毒活性，所述肿瘤细胞系包括HL-60，SMMC-7721，A-549，MCF-7和SW-480。化合物11，16，38，和48表现出对与IC这些肿瘤细胞系的抑制活性_50个值范围从1.01至9.62微米，而2，15，29，和47显示出适度的细胞毒性效力。

更新日期：2017-12-29

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