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利用 X 射线衍射法对一种新型肝保护型鲨烷型三萜烯进行绝对构型的分配。

Assignment of Absolute Configuration of a New Hepatoprotective Schiartane-Type Nortriterpenoid Using X-Ray Diffraction.

机构信息

State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.

Department of Drug Discovery and Biomedical Sciences, College of Pharmacy, Medical University of South Carolina, Charleston, SC 29425, USA.

出版信息

Molecules. 2017 Jan 2;22(1):65. doi: 10.3390/molecules22010065.

Abstract

A new schiartane-type nortriterpenoid, micrandilactone H was isolated from Finet et Gagnep. Its 2D (two dimension) structure was elucidated by NMR spectroscopic analysis, and it is similar to that of Kadnanolactones H and the absolute configuration was established through X-ray diffraction and ECD data analysis. This represents the first complete assignment of the absolute configuration of a schiartane-type nortriterpenoid by X-ray diffraction and the ECD method. Micrandilactone H showed moderate hepatoprotective activity against -acetyl--aminophenol (APAP)-induced toxicity in HepG2 cells with cell survival rates of 56.84% at 10 μM.

摘要

从 Finet et Gagnep 中分离得到一种新的沙蟾酮型倍半萜内酯,米氏内酯 H。通过 NMR 光谱分析阐明了它的 2D(二维)结构,与 Kadnanolactones H 相似,并且通过 X 射线衍射和 ECD 数据分析确定了其绝对构型。这代表了通过 X 射线衍射和 ECD 方法首次对沙蟾酮型倍半萜内酯的绝对构型进行完整分配。米氏内酯 H 在 10 μM 时对 HepG2 细胞中 -乙酰--氨基酚 (APAP) 诱导的毒性具有中等的肝保护活性,细胞存活率为 56.84%。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a011/6155901/b2608c5bcbbe/molecules-22-00065-g001.jpg

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