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来自……果实的11种柠檬苦素类化合物,齐帕德赛因A - K

Cipadessains A-K, eleven limonoids from the fruits of .

作者信息

Sun Dong-Mei, An Fa-Liang, Wei Shan-Shan, Zhang Yan-Qiu, Wang Xiao-Bing, Luo Jun, Kong Ling-Yi

机构信息

State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry, China Pharmaceutical University 24 Tong Jia Xiang Nanjing 210009 People's Republic of China

出版信息

RSC Adv. 2018 Mar 14;8(19):10437-10445. doi: 10.1039/c8ra00728d. eCollection 2018 Mar 13.

Abstract

Eleven new mexicanolide-type limonoids, cipadessains A-K (1-11), were isolated from the fruits of (Pellegr) Hand.-Mazz. Their planar structures were determined based on IR, UV, 1D and 2D NMR spectra and HRESIMS data. The absolute configuration of 1 was elucidated by single-crystal X-ray diffraction using mirror Cu Kα radiation, and that of compounds 2-8 were determined by ECD analysis. Two mexicanolides bearing methoxybutenolide moiety originated from the furan ring 3 and 6, showed significant cytotoxicity against HepG2 cell line with IC values of 5.23 ± 0.12, 8.67 ± 1.02 μM, respectively; and NO inhibitory activities in LPS-activated RAW 264.7 macrophages at nontoxic concentration (IC 5.79 ± 0.18, 6.93 ± 0.89 μM, respectively).

摘要

从水红木(Pellegr)Hand.-Mazz.的果实中分离出11种新的墨西哥内酯型柠檬苦素,即水红木苦素A - K(1 - 11)。它们的平面结构是根据红外光谱、紫外光谱、一维和二维核磁共振光谱以及高分辨电喷雾电离质谱数据确定的。化合物1的绝对构型通过使用铜Kα辐射的单晶X射线衍射确定,化合物2 - 8的绝对构型通过电子圆二色光谱分析确定。两种带有甲氧基丁烯内酯部分且源于呋喃环3和6的墨西哥内酯,对HepG2细胞系显示出显著的细胞毒性,IC值分别为5.23±0.12、8.67±1.02μM;在无毒浓度下,对脂多糖激活的RAW 264.7巨噬细胞具有一氧化氮抑制活性(IC分别为5.79±0.18、6.93±0.89μM)。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/baec/9078913/1fb25b66cf71/c8ra00728d-f1.jpg

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