Masterpenoids A-D, Four Unprecedented Nortriterpenoids from the Mastic (Pistacia lentiscus) and Their Anti-inflammatory Activity.

IF 3.3 2区 化学 Q1 CHEMISTRY, ORGANIC The Journal of Organic Chemistry Pub Date : 2024-11-14 DOI:10.1021/acs.joc.4c02281
Xuerui An, Wei Liu, Hengwei Zhou, Jiaxu Zhang, Yuwei Sun, Tianzhi Li, Wentian Xiang, Tao Yuan
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Abstract

Four unprecedented nortriterpenoids, masterpenoids A-D, were isolated and fully elucidated from the resin of the mastic tree (Pistacia lentiscus). Masterpenoids A-C are the first norterpenoids featuring an unprecedented 6/6/6/10 ring system, while masterpenoid D possesses a novel 6/6/6/7/5 ring system. The anti-inflammatory potential of the compounds was meticulously assessed through the establishment of an in vitro model of lipopolysaccharide-induced inflammation in RAW264.7 macrophage cells. Among them, Masterpenoids A and D showed potent inhibition of NO production, with IC50 values of 10.6 ± 0.8 and 8.2 ± 0.9 μM, respectively, compared to positive control dexamethasone (IC50 = 23.2 ± 1.2 μM).

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从麝香草(Pistacia lentiscus)中提取的 Masterpenoids A-D, 四种前所未有的 Nortriterpenoids 及其抗炎活性。
从麝香树(Pistacia lentiscus)的树脂中分离并完全阐明了四种前所未有的北萜类化合物,即主萜 A-D。主萜 A-C 是首个具有前所未有的 6/6/6/10 环系统的北三萜类化合物,而主萜 D 则具有新颖的 6/6/6/7/5 环系统。通过在 RAW264.7 巨噬细胞中建立脂多糖诱导的体外炎症模型,对这些化合物的抗炎潜力进行了细致的评估。与阳性对照地塞米松(IC50 = 23.2 ± 1.2 μM)相比,类萜 A 和 D 能有效抑制 NO 的产生,IC50 值分别为 10.6 ± 0.8 和 8.2 ± 0.9 μM。
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来源期刊
The Journal of Organic Chemistry
The Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: The Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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