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Meroterpenoids with diverse structures and anti-inflammatory activities from Rhododendron anthopogonoides
Phytochemistry ( IF 3.8 ) Pub Date : 2020-12-01 , DOI: 10.1016/j.phytochem.2020.112524
Qing Shi , Teng-Teng Li , Yong-Mei Wu , Xin-Yu Sun , Chun Lei , Jing-Ya Li , Ai-Jun Hou

Eight pairs of meroterpenoid enantiomers and four achiral meroterpenoids were isolated from Rhododendron anthopogonoides Maxim. Seventeen of them, named (+)-/(-)-anthoponoids A-G, (+)-daurichromene D, and anthoponoids H and I, are undescribed compounds with structural diversity. Their structures were characterized herein by a combined application of spectroscopic techniques, X-ray crystallographic analysis, ECD calculation, and the modified Mosher's method. (+)-/(-)-Anthoponoid A and anthoponoid I are the first Rhododendron meroterpenoids found to possess a hexahydroxanthene motif and a diterpene unit, respectively. Some isolates were identified as NF-κB pathway inhibitors, and (+)-anthoponoid E, (-)-anthoponoid G, and anthoponoid H showed suppressive effects on LPS-induced inflammatory responses in RAW 264.7 macrophages.

中文翻译:

来自杜鹃花的具有不同结构和抗炎活性的类萜

从Rhododendron anthopogonoides Maxim 中分离出8 对类萜对映体和4 种非手性类萜。其中 17 种,命名为 (+)-/(-)-anthoponoids AG、(+)-daurichromene D 和 anthoponoids H 和 I,是具有结构多样性的未描述化合物。它们的结构在本文中通过光谱技术、X 射线晶体学分析、ECD 计算和改进的 Mosher 方法的组合应用进行表征。(+)-/(-)-Anthoponoid A 和 anthoponoid I 是第一个被发现分别具有六氢氧杂蒽基序和二萜单元的杜鹃花类萜类化合物。一些分离物被鉴定为 NF-κB 通路抑制剂,并且 (+)-anthoponoid E、(-)-anthoponoid G 和 anthoponoid H 对 RAW 264.7 巨噬细胞中 LPS 诱导的炎症反应显示出抑制作用。
更新日期:2020-12-01
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