Structurally Diverse Labdane Diterpenoids from Leonurus japonicus and Their Anti-inflammatory Properties in LPS-Induced RAW264.7 Cells.,Journal of Natural Products

当前位置： X-MOL 学术 › J. Nat. Prod. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Structurally Diverse Labdane Diterpenoids from Leonurus japonicus and Their Anti-inflammatory Properties in LPS-Induced RAW264.7 Cells.
Journal of Natural Products ( IF 3.3 ) Pub Date : 2020-09-16 , DOI: 10.1021/acs.jnatprod.9b00597
Xing-Jie Zhang ₁ , Wei-Mao Zhong ₂ , Rui-Xue Liu ₁ , Yong-Mei Wang ₂ , Ting Luo ₁ , Yan Zou ₁ , Hua-Yan Qin ₁ , Xiao-Li Li ₁ , Ruihan Zhang ₁ , Wei-Lie Xiao _{1,

2}

Affiliation

A phytochemical study on the aerial parts of Leonurus japonicus led to the isolation and identification of 38 labdane diterpenoids, including 18 new (1, 2, 11, 12, 16–21, 24, 30–34, 37, 38) and 20 known (3–10, 13–15, 22, 23, 25–29, 35, 36) analogues. Their structures were elucidated based on physical data analysis, including 1D and 2D NMR, HRMS, UV, IR, and X-ray diffraction. The structure of the known compound 4 was confirmed by single-crystal X-ray diffraction data. These compounds can be divided into furanolabdane (1–10), tetrahydrofuranolabdane (11–15), lactonelabdane (16–23), labdane (24–29), and seco-labdane (30–38) type diterpenoids. All compounds were screened by lipopolysaccharide (LPS)-induced nitric acid (NO) production in RAW264.7 cells to evaluate anti-inflammatory effects. Compounds 1, 5, 10–13, 16–19, 31–33, and 38 inhibited NO production with IC₅₀ values lower than 50 μM, with compound 30 being the most active, with an IC₅₀ value of 3.9 ± 1.7 μM. Further studies show that compound 30 inhibits pro-inflammatory cytokine production and IKK α/β phosphorylation and restores the IκB expression levels in the NF-κB signaling pathway.

中文翻译：

来自益母草的结构多样化的拉丹丹二萜类化合物及其在 LPS 诱导的 RAW264.7 细胞中的抗炎特性。

对益母草地上部分的植物化学研究导致分离和鉴定了 38 种劳丹烷二萜，包括 18 种新的（1、2、11、12、16 – 21、24、30 – 34、37、38）和 20 种已知的( 3 – 10 , 13 – 15 , 22 , 23 , 25 – 29 , 35 , 36) 类似物。基于物理数据分析阐明了它们的结构，包括 1D 和 2D NMR、HRMS、UV、IR 和 X 射线衍射。已知化合物4的结构由单晶X射线衍射数据证实。这些化合物可分为furanolabdane（1 - 10），tetrahydrofuranolabdane（11 - 15），lactonelabdane（16 - 23），半日花烷（24 - 29），和开环-labdane（30 - 38) 型二萜。在 RAW264.7 细胞中通过脂多糖 (LPS) 诱导的硝酸 (NO) 产生筛选所有化合物，以评估抗炎作用。化合物1，5，10 - 13，16 - 19，31 - 33，和38抑制NO产生用IC ₅₀值低于50μM，与化合物30是最活跃的，用IC ₅₀ 3.9±1.7μM的值。进一步的研究表明，化合物30 抑制促炎细胞因子的产生和 IKK α/β 磷酸化，并恢复 NF-κB 信号通路中的 IκB 表达水平。

更新日期：2020-09-25

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11