从毛壳菌中分离的金黄醇类似物和奥赛林酸酯及其抗神经炎症活性,Journal of Natural Products

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从毛壳菌中分离的金黄醇类似物和奥赛林酸酯及其抗神经炎症活性
Journal of Natural Products ( IF 3.3 ) Pub Date : 2021-11-30 , DOI: 10.1021/acs.jnatprod.1c00783
Feng Ju ₁ , Qi-Xuan Kuang ₁ , Qing-Zhou Li ₂ , Li-Jun Huang ₂ , Wen-Xiu Guo ₁ , Lei-Qiang Gong ₁ , Yi-Fei Dai ₃ , Lun Wang ₄ , Yu-Cheng Gu ₅ , Dong Wang ₂ , Yun Deng ₁ , Da-Le Guo ₁

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小胶质细胞中各种促炎因子的过度表达往往会诱发神经退行性疾病，目前尚无有效的治疗方法。Aureonitol ( 1 ) 和七种类似物，包括六种以前未描述的 [elatumenol A-F (分别为2 – 4 , 6 – 8 )]，以及两种新的 orsellinic 酸酯 [elatumone A 和 B ( 9和10 )]，是从毛壳菌中分离. 通过对光谱数据的综合分析确定了化合物的结构，包括高分辨率质谱和一维和二维核磁共振，Mosher 方法确定的绝对构型，四乙酸二钼诱导的圆二色性，以及包括电子在内的理论计算圆二色性和核磁共振。代谢物3、4、7和8通过减弱炎症介质（例如一氧化氮、白细胞介素6、白细胞介素 1β、肿瘤坏死因子-α 和活性氧）的产生而表现出抗神经炎症活性。蛋白质印迹结果表明8降低诱导型一氧化氮合酶和环氧合酶 2 的水平，抑制 Toll 样受体 4 和核因子 kappa-B (NF-κB) 的表达以及 NF-κB 和 p38 丝裂原激活的抑制剂的磷酸化脂多糖激活的 BV-2 小胶质细胞中的蛋白激酶。

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Aureonitol Analogues and Orsellinic Acid Esters Isolated from Chaetomium elatum and Their Antineuroinflammatory Activity

Overexpression of various pro-inflammatory factors in microglial cells tends to induce neurodegenerative diseases, for which there is no effective therapy available. Aureonitol (1) and seven analogues, including six previously undescribed [elatumenol A–F (2–4, 6–8, respectively)], along with two new orsellinic acid esters [elatumone A and B (9 and 10)], were isolated from Chaetomium elatum. The structures of the compounds were established through comprehensive analysis of spectroscopic data, including high-resolution mass spectra and one- and two-dimensional NMR, and absolute configurations determined by the Mosher method, dimolybdenum tetraacetate-induced circular dichroism, and theoretical calculations including electronic circular dichroism and NMR. Metabolites 3, 4, 7, and 8 exhibited antineuroinflammatory activity by attenuating the production of inflammatory mediators, such as nitric oxide, interleukin-6, interleukin-1β, tumor necrosis factor-α, and reactive oxygen species. Western blot results indicated 8 decreases the level of inducible nitric oxide synthase and cyclooxygenase-2 and suppresses the expression of Toll-like receptor 4 and nuclear factor kappa-B (NF-κB) as well as the phosphorylation of the inhibitor of NF-κB and p38 mitogen-activated protein kinases in lipopolysaccharide-activated BV-2 microglial cells.

更新日期：2021-12-24

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