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玛格尼亚醇 G-M,抗炎异贝壳杉烷二萜,来自山柰的根茎。

Marginaols G-M, anti-inflammatory isopimarane diterpenoids, from the rhizomes of Kaempferia marginata.

机构信息

Department of Chemistry, School of Science, University of Phayao, Phayao, 56000, Thailand.

Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Ramkhamhaeng University, Bangkok, 10240, Thailand.

出版信息

Phytochemistry. 2022 Aug;200:113225. doi: 10.1016/j.phytochem.2022.113225. Epub 2022 May 7.

DOI:10.1016/j.phytochem.2022.113225
PMID:35537529
Abstract

Marginaols G-M, a series of undescribed isopimarane diterpenoids, together with four known analogs were isolated from the rhizomes of Kaempferia marginata. The structures of these isolated compounds were characterized using high-resolution mass spectrometry and extensive 1D- and 2D-nuclear magnetic resonance (NMR) analyses. In addition, the absolute configurations of marginaol G and H were determined by X-ray crystallographic analysis and comparison with the literature values. When compared to the standard drug dexamethasone (IC 4.7 μM), marginaol G, H, and 6β-acetoxysandaracopimaradien-1α,9α-diol had an intriguing anti-inflammatory effect on NO inhibition in lipopolysaccharide (LPS)-stimulated RAW264.7 macrophages, with IC values ranging from 4.5 to 7.3 μM and being less cytotoxic to the cells. The anti-inflammatory action of these isopimarane diterpenoids from K. marginata supports the use of Thai traditional medicine for inflammation treatment.

摘要

玛吉纳醇 G-M,一系列未被描述的异贝壳杉烷二萜,连同四种已知的类似物,从山奈根茎中分离出来。这些分离化合物的结构特征采用高分辨率质谱和广泛的一维和二维核磁共振(NMR)分析来确定。此外,通过 X 射线晶体学分析和与文献值的比较,确定了玛吉纳醇 G 和 H 的绝对构型。与标准药物地塞米松(IC 4.7 μM)相比,玛吉纳醇 G、H 和 6β-乙酰基山达脂素-1α,9α-二醇对脂多糖(LPS)刺激的 RAW264.7 巨噬细胞中 NO 抑制具有令人着迷的抗炎作用,IC 值范围为 4.5 至 7.3 μM,对细胞的细胞毒性较小。来自 K. marginata 的这些异贝壳杉烷二萜的抗炎作用支持泰国传统医学用于炎症治疗。

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Kaemtakols A-D, highly oxidized pimarane diterpenoids with potent anti-inflammatory activity from Kaempferia takensis.山柰萜醇A-D,从高山柰中提取的具有强大抗炎活性的高度氧化的海松烷二萜类化合物。
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