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黄花蒿中的抗炎倍半萜二聚体。

Anti-inflammatory sesquiterpenoid dimers from Artemisia atrovirens.

机构信息

State Key Laboratory of Drug Research, and Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China; University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing 100049, China.

State Key Laboratory of Drug Research, and Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China; School of Life Science and Technology, ShanghaiTech University, Shanghai 201203, China.

出版信息

Fitoterapia. 2022 Jun;159:105199. doi: 10.1016/j.fitote.2022.105199. Epub 2022 Apr 20.

Abstract

Eight new sesquiterpenoid dimers, artatrovirenolides A-H (1-8), along with three known analogues (9-11), were isolated from Artemisia atrovirens by using the LC-MS guided isolation. Compound 1 was a compound dimerized from a guaianolide and a 1,10-seco-guaianolide unit while others were from two guaianolide units. Their structures were established by comprehensive analysis of spectroscopic data, and their absolute configurations were determined by the aid of time-dependent density functional theory electronic circular dichroism (TDDFT ECD) calculation. Compound 8 showed anti-inflammatory effect in LPS-stimulated BV-2 microglial cells at 1 μM, while compounds 1, 2, 5, and 6 inhibited microglial inflammation at 10 μM.

摘要

从黄花蒿中分离到 8 个新的倍半萜二聚体,即 artatrovirenolides A-H(1-8),以及 3 个已知类似物(9-11),采用 LC-MS 指导分离。化合物 1 是由愈创木烷内酯和 1,10-裂愈创木烷内酯单元二聚而成的化合物,而其他化合物则来自两个愈创木烷内酯单元。通过综合分析光谱数据确定了它们的结构,并借助时变密度泛函理论电子圆二色性(TDDFT ECD)计算确定了它们的绝对构型。化合物 8 在 1 μM 时对 LPS 刺激的 BV-2 小胶质细胞显示出抗炎作用,而化合物 1、2、5 和 6 在 10 μM 时抑制小胶质细胞炎症。

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