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LC-MS 引导的分离,来自刺五加的一对非对映立体异构倍半萜内酯 gracilistones A 和 B,具有不寻常的四氢呋喃稠合的三环骨架及其潜在的抗炎活性。

LC-MS guided isolation of gracilistones A and B, a pair of diastereomeric sesquiterpenoids with an unusual tetrahydrofuran-fused tricyclic skeleton from Acanthopanax gracilistylus and their potential anti-inflammatory activities.

机构信息

Shaanxi Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, Shaanxi Province Key Laboratory of New Drugs and Chinese Medicine Foundation Research, Shaanxi University of Chinese Medicine, Xianyang 712046, PR China.

State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, PR China.

出版信息

Fitoterapia. 2018 Oct;130:265-271. doi: 10.1016/j.fitote.2018.09.012. Epub 2018 Sep 20.

DOI:10.1016/j.fitote.2018.09.012
PMID:30243779
Abstract

Gracilistones A (1) and B (2), two new eudesmane-type sesquiterpenoids with an unusual tetrahydrofuran-fused 6/6/5 tricyclic ring system, were obtained from Acanthopanax gracilistylus under the guidance of LC-MS investigation. Their structures and absolute configurations were assigned by extensive spectroscopic analyses and quantum calculation methods. Compounds 1 and 2 showed potent inhibitory activity against LPS-induced nitric oxide production in RAW 264.7 macrophages, compared with the positive control L-NMMA. In addition, compounds 1 and 2 were also evaluated for their antioxidant (DPPH and ABTS) and xanthine oxidase (XO) inhibitory activities, and they exhibited weak inhibitory effects at 100 μM.

摘要

从秀丽五加中分离得到了两个新的桉烷型倍半萜内酯 1 和 2,它们具有不寻常的四氢呋喃稠合的 6/6/5 三环骨架。这些化合物的结构和绝对构型是通过广泛的光谱分析和量子计算方法确定的。化合物 1 和 2 对 LPS 诱导的 RAW 264.7 巨噬细胞中一氧化氮的产生具有很强的抑制活性,与阳性对照 L-NMMA 相比。此外,还评价了化合物 1 和 2 的抗氧化(DPPH 和 ABTS)和黄嘌呤氧化酶(XO)抑制活性,它们在 100μM 时表现出较弱的抑制作用。

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