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Arenarialins A-F,具有重排骨架的抗炎海洋海绵混合萜类

Arenarialins A-F, Anti-inflammatory Meroterpenoids with Rearranged Skeletons from the Marine Sponge .

机构信息

Research Center for Marine Drugs, Department of Pharmacy, Ren Ji Hospital, School of Medicine, State Key Laboratory of Microbial Metabolism, Shanghai Jiao Tong University, Shanghai, 200127, China.

Department of Pharmaceutical Engineering, College of Chemical Engineering, Northwest University, Xi'an 710127, China.

出版信息

J Nat Prod. 2024 Feb 23;87(2):396-403. doi: 10.1021/acs.jnatprod.3c01239. Epub 2024 Feb 8.

Abstract

Six new sesquiterpene quinone/hydroquinone meroterpenoids, arenarialins A-F (-), were isolated from the marine sponge collected from the South China Sea. Their chemical structures and absolute configurations were determined by HRMS and NMR data analyses coupled with DP4+ and ECD calculations. Arenarialin A () features an unprecedented tetracyclic 6/6/5/6 carbon skeleton, whereas arenarialins B-D (-) possess two rare secomeroterpene scaffolds. Arenarialins A-F showed inhibitory activity on the production of inflammatory cytokines TNF-α and IL-6 in LPS-induced RAW264.7 macrophages with arenarialin D regulating the NF-κB/MAPK signaling pathway.

摘要

从南海采集的海绵中分离得到了六种新的倍半萜醌/对苯二酚混合萜类化合物,arenarialins A-F(-)。通过高分辨质谱和 NMR 数据分析结合 DP4+和 ECD 计算确定了它们的化学结构和绝对构型。Arenarialin A()具有前所未有的四环 6/6/5/6 碳骨架,而 arenarialins B-D(-)则具有两个罕见的 sec 倍半萜骨架。Arenarialins A-F 对 LPS 诱导的 RAW264.7 巨噬细胞中炎症细胞因子 TNF-α和 IL-6 的产生具有抑制活性,其中 arenarialin D 调节 NF-κB/MAPK 信号通路。

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