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大头天名精中的三种新倍半萜内酯二聚体。

Three new sesquiterpene lactone dimers from Carpesium macrocephalum.

作者信息

Zhang Jian-Ping, Xu Xi-Ke, Ye Ji, Yang Yong-Xun, Gao Shuang, Li Hui-Liang, Zhang Wei-Dong

机构信息

School of Pharmacy, Second Military Medical University, Shanghai 200433, PR China.

School of Pharmacy, Second Military Medical University, Shanghai 200433, PR China.

出版信息

Fitoterapia. 2016 Apr;110:72-6. doi: 10.1016/j.fitote.2016.02.013. Epub 2016 Mar 3.

Abstract

Three new sesquiterpene lactone dimers (SLDs), carpedilactones E-G (1-3), together with two known monomeric units, ivalin (4) and alantolactone (5), were isolated from the acetonic extract of Carpesium macrocephalum. Their chemical structures were elucidated by IR, UV, HR-ESI-MS, NMR 1D and 2D experiments, and the absolute configuration of 1-3 was resolved according to the (1)H NMR and CD spectrographic features of 1,3-/2,4-linked SLDs. Furthermore, 1 was unambiguously confirmed by Cu-Kα X-ray crystallographic analysis. Additionally, compounds 1 and 2 were revealed with potent cytotoxicities against human colon cancer HCT116 cells with IC50 values of 2.27 and 3.30 μM, respectively.

摘要

从大花金挖耳的丙酮提取物中分离出三种新的倍半萜内酯二聚体(SLD),即金挖耳内酯E-G(1-3),以及两种已知的单体单元,异土木香内酯(4)和土木香内酯(5)。通过红外光谱(IR)、紫外光谱(UV)、高分辨电喷雾电离质谱(HR-ESI-MS)、一维和二维核磁共振(NMR)实验对它们的化学结构进行了阐明,并根据1,3-/2,4-连接的SLD的氢核磁共振(¹H NMR)和圆二色(CD)光谱特征确定了1-3的绝对构型。此外,通过铜Kα射线晶体学分析明确证实了化合物1的结构。此外,化合物1和2对人结肠癌HCT116细胞显示出较强的细胞毒性,其半数抑制浓度(IC50)值分别为2.27和3.30 μM。

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