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滇藏杜鹃中三个新的骨架重排三萜 Rhodoterpenoids A‒C,通过 HPLC‒MS‒SPE‒NMR 分离鉴定。

Rhodoterpenoids A‒C, Three New Rearranged Triterpenoids from Rhododendron latoucheae by HPLC‒MS‒SPE‒NMR.

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

Sci Rep. 2017 Aug 11;7(1):7944. doi: 10.1038/s41598-017-06320-x.

Abstract

Rhodoterpenoids A‒C (1‒3), three new rearranged triterpenoids, together with one new biogenetically related compound, rhodoterpenoid D (4), were isolated and efficiently elucidated from Rhododendron latoucheae by high-performance liquid chromatography-mass spectrometry-solid-phase extraction-nuclear magnetic resonance (HPLC‒MS‒SPE‒NMR). Compounds 1 and 2 possess an unprecedented skeleton with a 5/7/6/6/6-fused pentacyclic ring system, while compound 3 contains a unique 6/7/6/6/6-fused pentacyclic carbon backbone. Their structures were determined by extensive spectroscopic methods and electronic circular dichroism (ECD) analyses. Plausible biogenetic pathways for 1‒4 were proposed. Compounds 1 and 4 showed potential activity against herpes simplex virus 1 (HSV-1) with IC values of 8.62 and 6.87 μM, respectively.

摘要

从马缨杜鹃中通过高效液相色谱-质谱-固相萃取-核磁共振(HPLC-MS-SPE-NMR)分离并鉴定了三种新的重排三萜类化合物罗通萜 A-C(1-3),以及一个新的生物相关化合物罗通萜 D(4)。化合物 1 和 2 具有前所未有的骨架,具有 5/7/6/6/6 稠合的五环体系,而化合物 3 则含有独特的 6/7/6/6/6 稠合的五环碳骨架。通过广泛的光谱方法和电子圆二色性(ECD)分析确定了它们的结构。提出了 1-4 的可能生物合成途径。化合物 1 和 4 对单纯疱疹病毒 1(HSV-1)显示出潜在的活性,IC 值分别为 8.62 和 6.87 μM。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f428/5554136/6c5909a96f38/41598_2017_6320_Fig1_HTML.jpg

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