Abstract

Two new quinones, 4-(5-hydroxy-1,4-dioxo-1,4-dihydronaphtha-len-3-ylamino)-butyric acid methyl ester (compound 1) and 1,3-dimethoxycarbonyl-8-hydroxy-9,10-anthraquinone (2), and six known compounds (3–8) were isolated from the roots of Juglans mandshurica Maxim., a member of the Juglandaceae family. The chemical structures of the compounds were elucidated by nuclear magnetic resonance spectroscopy and compared with data from the literature. The isolated compounds were evaluated for their ability to inhibit the production of nitric oxide, tumour necrosis factor-α, and interleukin-6 by the mouse macrophage RAW 264.7 cell line after lipopolysaccharide stimulation in vitro. We found that compounds 1–4 exhibited potent anti-inflammatory effects, as indicated by suppression of lipopolysaccharide-stimulated nitric oxide and cytokine production with 50% inhibitory concentrations between 20.09 μM and 27.63 μM. These results identify two novel quinones from J. mandshurica with potential utility as anti-inflammatory compounds.

摘要

两种新的醌，4-(5-hydroxy-1,4-dioxo-1,4-dihydronaphtha-len-3-ylamino)-butyric acidmethyl ester (compound 1 ) 和 1,3-dimethoxycarbonyl-8-hydroxy-9 ,10-蒽醌 ( 2 ) 和六种已知化合物 ( 3-8 ) 是从胡桃科植物 Juglan mandshurica Maxim.的根中分离得到的。化合物的化学结构通过核磁共振光谱法进行了阐明，并与文献数据进行了比较。评估了分离的化合物在体外脂多糖刺激后抑制小鼠巨噬细胞 RAW 264.7 细胞系产生一氧化氮、肿瘤坏死因子-α 和白细胞介素 6 的能力。我们发现化合物1-4表现出有效的抗炎作用，如抑制脂多糖刺激的一氧化氮和细胞因子的产生，50% 的抑制浓度在 20.09 μM 和 27.63 μM 之间。这些结果从J. mandshurica中鉴定出两种新的醌类化合物，具有作为抗炎化合物的潜在用途。