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, PR China.
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, PR China.
Fitoterapia. 2022 Oct;162:105295. doi: 10.1016/j.fitote.2022.105295. Epub 2022 Sep 7.
Three pairs of enantiomeric bibenzyl dimers, (±)-dengratiols E-G [(±)-1-3], were obtained through various chromatographic techniques including chiral HPLC, from the ethanol extract of Dendrobium gratiosissimum. Their structures were elucidated to be R-(+)-1 and S-(-)-1, R-(+)-2 and S-(-)-2, and αR, α'R-(-)-3 and αS, α'S-(+)-3 on the basis of the extensive spectroscopic data and ECD analyses, respectively. The isolated enantiomerically pure along with their racemic forms showed moderate cytotoxicity against human HCT116, U87-MG, HepG2, BGC823, and PC9 cancer cell lines (IC 9.25-48.01 μM). Enantiomers (+)-1 and (-)-1, and their racemate (±)-1 showed antiviral effects against HIV-1 with IC values of 12.26, 6.01, and 4.47 μM, respectively. Enantiomers (+)-2, and (-)-2 and their racemic form showed significant protein tyrosine phosphatase 1B (PTP1B) inhibitory activity with IC values of 5.07, 3.11, and 4.37 μM, respectively.
从铁皮石斛的乙醇提取物中，通过各种色谱技术，包括手性 HPLC，获得了三对对映体二苯并基二聚体（±）-dengratiols E-G [(±)-1-3]。根据广泛的光谱数据和 ECD 分析，它们的结构分别被确定为 R-(+)-1 和 S-(-)-1、R-(+)-2 和 S-(-)-2 以及 αR, α'R-(-)-3 和 αS, α'S-(+)-3。分离出的对映体纯物质及其外消旋形式对人 HCT116、U87-MG、HepG2、BGC823 和 PC9 癌细胞系显示出中等的细胞毒性（IC 9.25-48.01 μM）。对映体 (+)-1 和 (-)-1 及其外消旋体 (±)-1 对 HIV-1 表现出抗病毒作用，IC 值分别为 12.26、6.01 和 4.47 μM。对映体 (+)-2 和 (-)-2 及其外消旋形式对蛋白酪氨酸磷酸酶 1B（PTP1B）表现出显著的抑制活性，IC 值分别为 5.07、3.11 和 4.37 μM。
