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三朴宁 A-H:来自澳大利亚雨林植物(樟科)叶子中的抗炎芳基链烯基α,β-不饱和-δ-内脂。

Triplinones A-H: Anti-Inflammatory Arylalkenyl α,β-Unsaturated-δ-Lactones Isolated from the Leaves of Australian Rainforest Plant (Lauraceae).

机构信息

Department of Pharmacology, Western Sydney University, Campbelltown Campus, Sydney, NSW 2751, Australia.

School of Science, Western Sydney University, Penrith, Sydney, NSW 2751, Australia.

出版信息

J Nat Prod. 2024 Jul 26;87(7):1817-1825. doi: 10.1021/acs.jnatprod.4c00454. Epub 2024 Jul 4.

Abstract

Our ongoing exploration of Australian rainforest plants for the biodiscovery of anti-inflammatory agents led to the isolation and structural elucidation of eight new arylalkenyl α,β-unsaturated-δ-lactones, triplinones A-H (), from the leaves of the Australian rainforest plant B. Hyland (Lauraceae). The chemical structures of these compounds were established by NMR spectroscopic data analysis, while their relative and absolute configurations were established using a combination of Mosher ester analysis utilizing both Riguera's and Kishi's methods, ECD experiments, and X-ray crystallography analysis. Compounds exhibited good inhibitory activities toward nitric oxide (NO) production in lipopolysaccharide (LPS) and interferon (IFN)-γ induced RAW 264.7 macrophages, in particular compounds and , with IC values of 7.3 ± 0.5, 6.0 ± 0.3, 5.6 ± 0.3, and 5.4 ± 2.5 μM, respectively.

摘要

我们一直在探索澳大利亚雨林植物,以寻找具有抗炎作用的生物活性物质,从澳大利亚雨林植物 B. Hyland(樟科)的叶子中分离得到了 8 个新的芳基烯基α,β-不饱和-δ-内酯,三普林酮 A-H()。通过 NMR 波谱数据分析确定了这些化合物的化学结构,而其相对和绝对构型则通过利用 Riguera 和 Kishi 两种方法的莫舍尔酯分析、ECD 实验和 X 射线晶体学分析相结合来确定。化合物 对脂多糖 (LPS) 和干扰素 (IFN)-γ 诱导的 RAW 264.7 巨噬细胞中一氧化氮 (NO) 的产生具有良好的抑制活性,特别是化合物 和 ,IC 值分别为 7.3 ± 0.5、6.0 ± 0.3、5.6 ± 0.3 和 5.4 ± 2.5 μM。

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