Differentiation of configurations of the phenylbutenoid dimer derivatives from Zingiber cassumunar by tandem mass spectrometry.
High-performance liquid chromatography/electrospray tandem mass spectrometry was developed to distinguish isomers and compounds of similar structures with different configurations in the rhizomes of Z. cassumunar. Energy-resolved breakdown curves were utilized to differentiate four compounds. Compounds 2 (3R,4S) and 4 (3R,4R) were a pair of stereoisomers which could be distinguished easily by breakdown curves. The breakdown curve of compound 1 was identical to that of compound 2, which suggested that the configuration of compound 1 was (3R,4S) or (3S,4R). The breakdown curve of compound 3 was completely different from those of compounds 1, 2 and 4, and it might be that the configuration of the double bond of compound 3 was different from the other three compounds. Hence, the described method using breakdown curves has great potential in the distinguishing of isomers and compounds of similar structure with different configurations.
Chen
Juanjuan
J
Department of Chemistry, Zhejiang University, Hangzhou 310027, China.
Lu
Yanbin
Y
Lin
Lin
L
Sun
Zhen
Z
Sun
Cuirong
C
Pan
Yuanjiang
Y
D001713:Biphenyl Compounds / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D019281:Dimerization; D010936:Plant Extracts / Q000737:chemistry; D013237:Stereoisomerism; D013267:Stilbenes / Q000737:chemistry*; D053719:Tandem Mass Spectrometry / Q000379:methods*; D030521:Zingiberaceae / Q000737:chemistry*
D001713:Biphenyl Compounds; D010936:Plant Extracts; D013267:Stilbenes