Two pyrrole acids isolated from Phyllanthus emblica L. and their bioactivities

IF 4.8 3区化学 Q1 CHEMISTRY, MEDICINAL

Natural Products and Bioprospecting Pub Date : 2023-08-28 DOI:10.1007/s13659-023-00393-0

Shu-Hui Wang, Cong Guo, Wen-Jin Cui, Qing-Xia Xu, Jun Zhang, Jin-Zhu Jiang, Yan Liu, Sha Chen, Chang Chen, Jin-Tang Cheng, An Liu

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Abstract

An undescribed pyrrole acid, 1-(4′-methoxy-4′-oxobutyl)-1 H-pyrrole-2,5-dicarboxylic acid (1) and one known pyrrole acid (2) were isolated from the fruits of Phyllanthus emblica. The structures of these compounds were elucidated via the comprehensive analyses of IR, HRESIMS, 1D and 2D spectroscopic data. A series of biological assays revealed that compounds 1 and 2 could inhibit LPS-induced over-production of nitric oxide (NO), interleukin-6 (IL-6), monocyte chemotactic protein 1 (MCP-1) and tumor necrosis factor-α (TNF-α) by reducing the phosphorylation of extracellular regulated protein kinases (ERK) and c-Jun N-terminal kinases (JNK) in RAW 264.7 cells. Additionally, compounds 1 and 2 were found to reduce lipid deposition and increase the mRNA expression of ATP-binding cassette transporter A1 in oxidized low-density lipoprotein-treated RAW264.7 macrophages.

Graphical abstract

Abstract Image

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从余甘子中分离的两种吡咯酸及其生物活性。

从余甘子果实中分离到1-(4′-甲氧基-4′-氧丁基)-1 h -吡咯-2,5-二羧酸(1)和1个已知的吡咯酸(2)。这些化合物的结构通过IR、hresms、1D和2D光谱数据进行了综合分析。一系列生物学实验表明，化合物1和2可以通过降低RAW 264.7细胞细胞外调节蛋白激酶(ERK)和c-Jun n末端激酶(JNK)的磷酸化，抑制lps诱导的一氧化氮(NO)、白细胞介素-6 (IL-6)、单核细胞趋化蛋白1 (MCP-1)和肿瘤坏死因子-α (TNF-α)的过量产生。此外，化合物1和2在氧化低密度脂蛋白处理的RAW264.7巨噬细胞中减少脂质沉积，增加atp结合盒转运蛋白A1的mRNA表达。

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来源期刊

Natural Products and Bioprospecting CHEMISTRY, MEDICINAL-

CiteScore

8.30

自引率

2.10%

发文量

审稿时长

13 weeks

期刊介绍： Natural Products and Bioprospecting serves as an international forum for essential research on natural products and focuses on, but is not limited to, the following aspects: Natural products: isolation and structure elucidation Natural products: synthesis Biological evaluation of biologically active natural products Bioorganic and medicinal chemistry Biosynthesis and microbiological transformation Fermentation and plant tissue cultures Bioprospecting of natural products from natural resources All research articles published in this journal have undergone rigorous peer review. In addition to original research articles, Natural Products and Bioprospecting publishes reviews and short communications, aiming to rapidly disseminate the research results of timely interest, and comprehensive reviews of emerging topics in all the areas of natural products. It is also an open access journal, which provides free access to its articles to anyone, anywhere.