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从. 中分离新型倍半萜类化合物和抗神经炎症代谢物。

Isolation of Novel Sesquiterpeniods and Anti-neuroinflammatory Metabolites from .

机构信息

College of Pharmacy, Wonkwang University, Iksan 54538, Korea.

Hanbang Cardio-Renal Syndrome Research Center, Wonkwang University, Iksan 54538, Korea.

出版信息

Molecules. 2018 Sep 17;23(9):2367. doi: 10.3390/molecules23092367.

DOI:10.3390/molecules23092367
PMID:30227591
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6225174/
Abstract

contains various types of sesquiterpenoids that may play an important role in the potency of plant's anti-inflammatory effects, depending on their structure. In this study, five new sesquiterpenoids, namely kanshone L (), kanshone M (), 7-methoxydesoxo-narchinol (), kanshone N (), and nardosdaucanol (), were isolated along with four known terpenoids (kanshone D (), nardosinanone G (), narchinol A (), and nardoaristolone B ()) from the rhizomes and roots of . Their structures were determined by analyzing 1D and 2D NMR and MS data. Among the nine sesquiterpenoids, compounds , , and were shown to possess dose-dependent inhibitory effects against lipopolysaccharide (LPS)-stimulated nitric oxide (NO) production in BV2 microglial cells. Furthermore, compounds , , and exhibited anti-neuroinflammatory effects by inhibiting the production of pro-inflammatory mediators, including prostaglandin E₂ (PGE₂), inducible nitric oxide synthase (iNOS), and cyclooxygenase-2 (COX-2) proteins, as well as pro-inflammatory cytokines, such as interleukin (IL)-1β, IL-12 and tumor necrosis factor-α (TNF-α), in LPS-stimulated BV2 microglial cells. Moreover, these compounds were shown to inhibit the activation of the NF-κB signaling pathway in LPS-stimulated BV2 microglial cells by suppressing the phosphorylation of IκB-α and blocking NF-κB translocation. In conclusion, five new and four known sesquiterpenoids were isolated from , and compounds , , and exhibited anti-neuroinflammatory effects in LPS-stimulated BV2 microglial cells through inhibiting of NF-κB signaling pathway.

摘要

该植物根茎和根部分离得到五个新的倍半萜(),分别为:kanshone L (), kanshone M (), 7-methoxydesoxo-narchinol (), kanshone N (), 和 nardosdaucanol (), 以及四个已知萜类化合物(kanshone D (), nardosinanone G (), narchinol A (), 和 nardoaristolone B ())。通过分析 1D 和 2D NMR 和 MS 数据确定了它们的结构。在所分离得到的 9 个倍半萜中,化合物 ()、() 和 () 被证明对 LPS 刺激的 BV2 小胶质细胞中一氧化氮 (NO) 的产生具有剂量依赖性抑制作用。此外,化合物 ()、() 和 () 通过抑制促炎介质的产生,如前列腺素 E₂ (PGE₂)、诱导型一氧化氮合酶 (iNOS) 和环氧化酶-2 (COX-2) 蛋白,以及促炎细胞因子,如白细胞介素 (IL)-1β、IL-12 和肿瘤坏死因子-α (TNF-α),发挥抗神经炎症作用,在 LPS 刺激的 BV2 小胶质细胞中。此外,这些化合物通过抑制 IκB-α 的磷酸化和阻止 NF-κB 易位来抑制 LPS 刺激的 BV2 小胶质细胞中 NF-κB 信号通路的激活。总之,从该植物中分离得到五个新的和四个已知的倍半萜,化合物 ()、() 和 () 在 LPS 刺激的 BV2 小胶质细胞中表现出抗炎作用,通过抑制 NF-κB 信号通路。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e2b/6225174/4a791de528dd/molecules-23-02367-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e2b/6225174/30496493aac0/molecules-23-02367-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e2b/6225174/fe611b42fa05/molecules-23-02367-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e2b/6225174/44ad0f119d11/molecules-23-02367-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e2b/6225174/ed419ee235c8/molecules-23-02367-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e2b/6225174/95a56f7b3b02/molecules-23-02367-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e2b/6225174/aa16e5283394/molecules-23-02367-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e2b/6225174/4a791de528dd/molecules-23-02367-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e2b/6225174/30496493aac0/molecules-23-02367-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e2b/6225174/fe611b42fa05/molecules-23-02367-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e2b/6225174/44ad0f119d11/molecules-23-02367-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e2b/6225174/ed419ee235c8/molecules-23-02367-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e2b/6225174/95a56f7b3b02/molecules-23-02367-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e2b/6225174/aa16e5283394/molecules-23-02367-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7e2b/6225174/4a791de528dd/molecules-23-02367-g007.jpg

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