A high-performance liquid chromatography with circular dichroism detector for determination of stereochemistry of 6, 9-oxygen bridge dibenzocyclooctadiene lignans from kadsura coccinea.
The stereochemistry of two 6, 9-oxygen bridge dibenzocyclooctadiene lignans from Kadsura coccinea, are difficult to separate and very unstable. The present study was designed to develop a high-performance liquid chromatography using circular dichroism detection for the analysis of the stereochemistry. A new 6, 9-oxygen bridge dibenzocyclooctadiene lignans named Kadsulignan Q was firstly found with an S-biphenyl configuration. The other compound was identified as Kadsulignan L with an R- biphenyl configuration. In order to obtain kinetic data on their reversible interconversion, the stability was measured at different deuterated solvents such as deuterated methanol, deuterated chloroform and deuterated dimethylsulfoxide. The lignans were more unstable and converted more easily in deuterated methanol than in deuterated chloroform and deuterated dimethylsulfoxide.
College of Pharmaceutical Sciences, Soochow University, Suzhou 215123, China.
Hui
H
Zhu
College of Pharmaceutical Sciences, Soochow University, Suzhou 215123, China.
Liang
L
Xu
College of Pharmaceutical Sciences, Soochow University, Suzhou 215123, China.
Shi-Lin
SL
Yang
College of Pharmaceutical Sciences, Soochow University, Suzhou 215123, China. Electronic address: heranli@suda.edu.cn.
He-Ran
HR
Li
D002851:Chromatography, High Pressure Liquid; D002942:Circular Dichroism; D034242:Cyclooctanes / Q000737:chemistry*; D032135:Kadsura / Q000737:chemistry*; D017705:Lignans / Q000737:chemistry*; D015394:Molecular Structure; D010100:Oxygen; D010936:Plant Extracts / Q000737:chemistry*; D013237:Stereoisomerism
D034242:Cyclooctanes; D017705:Lignans; D010936:Plant Extracts; C510994:dibenzocyclooctadiene lignan; C477962:kadsulignan L; D010100:Oxygen
6, 9-Oxygen bridge dibenzocyclooctadiene lignans; High-performance liquid chromatography using circular dichroism detection (HPLC-CD); Kadsulignan L; Kadsulignan Q; Kadsura coccinea