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登革热 A-D,四种从铁皮石斛中提取的新联苄基衍生物。

Dengratiols A-D, four new bibenzyl derivatives from Dendrobium gratiossimum.

机构信息

State Key Laboratory of Bioactive Substance and Function of Natural Medicines, CAMS Key Laboratory of Enzyme and Biocatalysis of Natural Drugs, and NHC Key Laboratory of Biosynthesis of Natural Products, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, 1 Xian Nong Tan Street, Beijing 100050, China.

Department of Immunology, Institute of Medicinal Biotechnology, Peking Union Medical College & Chinese Academy of Medical Sciences, Beijing 100050, China.

出版信息

Fitoterapia. 2021 Jul;152:104926. doi: 10.1016/j.fitote.2021.104926. Epub 2021 May 13.

Abstract

Dengratiol A (1), an unprecedented bibenzyl derivative bearing a tropolone unit together with three pairs of bibenzyl enantiomers (±)-dengratiols B-D [(±)-2-(±)-4], were isolated from Dendrobium gratiossimum Rchb.f. The resolution of enantiomers was performed with chiral HPLC. Their structures were characterized by extensive spectroscopic data analysis and calculated electronic circular dichroism (ECD). A hypothetical biosynthetic pathway for 1 is proposed. Biological assay revealed that (-)-2 showed moderate antiviral effect against IAV with IC value of 6.3 μM, and (±)-2 displayed cytotoxic activities against five human tumor cell lines with IC values ranging from 15.5 to 42.5 μM.

摘要

重楼甲素 A(1)是一种前所未有的联苯衍生物,含有一个三酮单元和三对联苯对映异构体(±)-重楼甲素 B-D[(±)-2-(±)-4],从铁皮石斛中分离得到。对映异构体的拆分采用手性 HPLC 进行。通过广泛的光谱数据分析和计算电子圆二色性(ECD)确定了它们的结构。提出了 1 的假设生物合成途径。生物测定显示,(-)-2 对 IAV 具有中等的抗病毒活性,IC 值为 6.3 μM,(±)-2 对五种人肿瘤细胞系具有细胞毒性活性,IC 值范围为 15.5 至 42.5 μM。

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