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从中国马先蒿的茎和枝中提取的含氧五环三萜。

Oxygenated pentacyclic triterpenoids from the stems and branches of Enkianthus chinensis.

机构信息

State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People's Republic of China.

Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People's Republic of China.

出版信息

Bioorg Chem. 2021 Jun;111:104866. doi: 10.1016/j.bioorg.2021.104866. Epub 2021 Mar 26.

Abstract

Thirty new pentacyclic triterpenoids, including five oleanane-type (1-5), twenty-three ursane-type (9-23, 26-33) and two taraxerane-type (24 and 25), along with fourteen known triterpenoids, were isolated from the stems and branches of Enkianthus chinensis. Their structures were elucidated by extensive spectroscopic analyses, X-ray crystallographic data and electronic circular dichroism (ECD) techniques. Sixteen compounds (1-5, 9-13, 20, 22, 32, 34-36) bearing a gem-hydroxymethyl group at C-4 represent rare examples of pentacyclic triterpenoids. In the in vitro biological activity evaluation, compounds 8, 9, 12-14, 17, 24, and 44 exhibited potent hepatoprotective effects at 10 μM. Moreover, compound 25 showed latent activity against HSV-1 with an IC value of 6.4 μM.

摘要

从中国马先蒿的茎和枝中分离得到 30 种新的五环三萜类化合物,包括 5 种齐墩果烷型(1-5)、23 种熊果烷型(9-23、26-33)和 2 种蒲公英烷型(24 和 25),以及 14 种已知的三萜类化合物。通过广泛的光谱分析、X 射线晶体学数据和电子圆二色性(ECD)技术阐明了它们的结构。具有 C-4 位偕羟甲基的 16 种化合物(1-5、9-13、20、22、32、34-36)代表了五环三萜类化合物的罕见实例。在体外生物活性评价中,化合物 8、9、12-14、17、24 和 44 在 10 μM 时表现出很强的保肝作用。此外,化合物 25 对 HSV-1 表现出潜在的活性,IC 值为 6.4 μM。

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