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二苯甲酮和苯甲酰基间苯三酚衍生物来自 ，具有 Otogirinin A 的抗炎机制。

Benzophenone and Benzoylphloroglucinol Derivatives from with Anti-Inflammatory Mechanism of Otogirinin A.

机构信息

Faculty of Pharmacy, School of Pharmaceutical Sciences, National Yang-Ming University, Taipei 11221, Taiwan.

Department of Forestry and Natural Resources, National Ilan University, Yilan City 26047, Taiwan.

出版信息

Molecules. 2020 Sep 28;25(19):4463. doi: 10.3390/molecules25194463.

DOI:10.3390/molecules25194463
PMID:32998421
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7582647/
Abstract

Three new compounds, 4-geranyloxy-2-hydroxy-6-isoprenyloxybenzophenone (), hypericumone A () and hypericumone B (), were obtained from the aerial parts of , along with six known compounds (-). The structures of these compounds were determined through spectroscopic and MS analyses. Hypericumone A (), sampsonione J () and otogirinin A () exhibited potent inhibition (IC values ≤ 40.32 μM) against lipopolysaccharide (LPS)-induced nitric oxide (NO) generation. Otogirinin A () possessed the highest inhibitory effect on production with IC value of 32.87 ± 1.60 μM. The well-known proinflammatory cytokine tumor necrosis factor-alpha (TNF-α) was also inhibited by otogirinin A (). Western blot results demonstrated that otogirinin A () downregulated the high expression of inducible nitric oxide synthase (iNOS). Further investigations on the mechanism showed that otogirinin A () blocked the phosphorylation of MAPK/JNK and IκBα, whereas it showed no effect on the phosphorylation of MAPKs/ERK and p38. In addition, otogirinin A () stimulated anti-inflammatory M2 phenotype by elevating the expression of arginase 1 and Krüppel-like factor 4 (KLF4). The above results suggested that otogirinin A () could be considered as potential compound for further development of NO production-targeted anti-inflammatory agent.

摘要

从贯叶连翘的地上部分中分离得到了 3 个新化合物，分别为 4-香叶基-2-羟基-6-异戊烯氧基二苯甲酮（）、金丝桃酮 A（）和金丝桃酮 B（），以及 6 个已知化合物（-）。通过光谱和 MS 分析确定了这些化合物的结构。金丝桃酮 A（）、山柰酚酮 J（）和奥塔戈里宁 A（）对脂多糖（LPS）诱导的一氧化氮（NO）生成具有很强的抑制作用（IC 值≤40.32 μM）。奥塔戈里宁 A（）对 生成的抑制作用最强，IC 值为 32.87±1.60 μM。奥塔戈里宁 A（）还抑制了众所周知的促炎细胞因子肿瘤坏死因子-α（TNF-α）的产生。Western blot 结果表明，奥塔戈里宁 A（）下调了诱导型一氧化氮合酶（iNOS）的高表达。进一步的机制研究表明，奥塔戈里宁 A（）阻断了 MAPK/JNK 和 IκBα的磷酸化，而对 MAPKs/ERK 和 p38 的磷酸化没有影响。此外，奥塔戈里宁 A（）通过提高精氨酸酶 1 和 Krüppel 样因子 4（KLF4）的表达来刺激抗炎 M2 表型。上述结果表明，奥塔戈里宁 A（）可作为进一步开发以 NO 生成为靶点的抗炎药物的潜在化合物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f38/7582647/b1350b88f8aa/molecules-25-04463-g012.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f38/7582647/b1350b88f8aa/molecules-25-04463-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f38/7582647/8a5fc54c22b6/molecules-25-04463-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f38/7582647/47dcdb620688/molecules-25-04463-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f38/7582647/12b5c42bc01e/molecules-25-04463-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f38/7582647/092358397b20/molecules-25-04463-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f38/7582647/931d5aeb710a/molecules-25-04463-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f38/7582647/394c2a76766e/molecules-25-04463-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f38/7582647/2081ac2eb56a/molecules-25-04463-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f38/7582647/23b26bf93569/molecules-25-04463-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f38/7582647/316cc0e5af0f/molecules-25-04463-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f38/7582647/f0d1270a265d/molecules-25-04463-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f38/7582647/1475214ded4e/molecules-25-04463-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2f38/7582647/b1350b88f8aa/molecules-25-04463-g012.jpg

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