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Isodon henryi 中的 ent-卡烷二萜及其抗炎活性。

ent-Kaurane diterpenoids from Isodon henryi and their anti-inflammatory activities.

机构信息

Henan University of Chinese Medicine, Henan Collaborative Innovation Center for Research and Development on the Whole Industry Chain of Yu-Yao, Zhengzhou, 450046, China; Engineering Technology Research Center for Comprehensive Development and Utilization of Authentic Medicinal Materials in Henan Province, Zhengzhou, 450046, China.

Henan University of Chinese Medicine, Henan Collaborative Innovation Center for Research and Development on the Whole Industry Chain of Yu-Yao, Zhengzhou, 450046, China; Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing, 100700, China.

出版信息

Phytochemistry. 2024 Dec;228:114247. doi: 10.1016/j.phytochem.2024.114247. Epub 2024 Aug 17.

DOI:10.1016/j.phytochem.2024.114247
PMID:39159739
Abstract

Phytochemical investigation of the 70% ethanol extract of Isodon henryi Kudô afforded fifteen ent-kaurane diterpenoids, including nine previously undescribed compounds, named isohenolides C-K (1-9). Compounds 1-6 featured an unusual 6,7;8,15-diseco-7,20-olide ent-kaurane diterpenoid scaffold, in which 1 also possessed an 11,15-lactone ring while 2-6 all contained a free α-methylene-γ-carboxylic acid. Compound 6 was also a rare 6,8-cyclo-7,20-olide ent-kauranoid. Their structures were elucidated primarily by HRESIMS, 1D and 2D NMR spectroscopy, electronic circular dichroism and X-ray diffraction (Cu Kα) methods. Additionally, most compounds were also screened for anti-inflammatory actions against lipopolysaccharide-induced RAW 264.7 cells, and compounds 9 and 13 exhibited stronger nitric oxide inhibition, with IC values of 15.99 ± 0.75 and 18.19 ± 0.42 μM, respectively.

摘要

从 Isodon henryi Kudô 的 70%乙醇提取物中进行植物化学研究,得到了十五个环阿尔廷二萜,包括九个以前未描述的化合物,命名为异厚朴内酯 C-K(1-9)。化合物 1-6 具有不寻常的 6,7;8,15-去甲-7,20-内酯环阿尔廷二萜骨架,其中 1 还具有 11,15-内酯环,而 2-6 均含有游离的α-亚甲基-γ-羧酸。化合物 6 也是一种罕见的 6,8-环-7,20-内酯环阿尔廷烷。它们的结构主要通过高分辨率质谱、1D 和 2D NMR 光谱、电子圆二色性和 X 射线衍射(Cu Kα)方法阐明。此外,还对大多数化合物进行了抗炎作用筛选,以对抗脂多糖诱导的 RAW 264.7 细胞,化合物 9 和 13 表现出更强的一氧化氮抑制作用,IC 值分别为 15.99±0.75 和 18.19±0.42μM。

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