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Unusual glycosidic labdane diterpenoids with cytotoxicity from the root of Phlomoides betonicoides
Phytochemistry ( IF 3.8 ) Pub Date : 2020-05-01 , DOI: 10.1016/j.phytochem.2020.112325
Hao Geng 1 , Yan-Chun Liu 2 , De-Sen Li 1 , Chao-Jiang Xiao 2 , Yan Liu 2 , Xiao-Nian Li 2 , Sheng-Hong Li 2
Affiliation  

Chemical investigation on the root of Phlomoides betonicoides led to the isolation of six undescribed diterpenoid glycosides, phlomoidesides A-F, along with two known ones using various chromatographic techniques. The structures of these compounds were determined by extensive spectroscopic analyses (including 1D, 2D-NMR and HRMS), single crystal X-ray diffraction, and calculated 13C NMR. The glycoside modifications of phlomoidesides A-F are rare in natural products, and a plausible biosynthetic pathway for these unusual glycosides was proposed. Phlomoidesides A, D, F, and phlomisosides V, Ш were cytotoxic against three human tumor cell lines, NCI-H1975, HepG2 and MCF-7, with IC50 values ranging from 7.5 to 75.7 μM. Phlomoideside B only showed weak cytotoxicity against NCI-H1975, with IC50 of 53.0- μM.

中文翻译:

来自 Phlomoides betonicoides 的具有细胞毒性的不寻常的糖苷劳丹烷二萜类化合物

对 Plomoides betonicoides 根的化学研究导致使用各种色谱技术分离出六种未描述的二萜糖苷,phlomoidesides AF,以及两种已知的。这些化合物的结构通过广泛的光谱分析(包括 1D、2D-NMR 和 HRMS)、单晶 X 射线衍射和 13C NMR 计算确定。plomoidesides AF 的糖苷修饰在天然产物中很少见,因此提出了这些不寻常糖苷的合理生物合成途径。Phlomoides A、D、F 和 phlomisosides V、Ш 对三种人类肿瘤细胞系 NCI-H1975、HepG2 和 MCF-7 具有细胞毒性,IC50 值范围为 7.5 至 75.7 μM。Phlomoideside B 仅对 NCI-H1975 显示出微弱的细胞毒性,IC50 为 53.0-μM。
更新日期:2020-05-01
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