Online Study on Metabolites Profiles of Sixteen Clausenamide Enantiomers in vitro by Liquid Chromatography/Quadrupole Ion Trap/Time-of-Flight Mass Spectrometry

After the sixteen clausenamide enantiomers were incubated in the same system and at the same concentration respectively, different enantiomer plots different UV chromatogram and mass chromatogram. More than 150 metabolites of the enantiomers have been detected by UV detection and about 120 metabolites by QIT/TOFMS from microsomal incubate system. Considering the data which have already published and base on the chromatographic, UV and MS information, as well as chiral center factor, 114 metabolites have not published before. According to the preliminary work, the six inferences were displayed as follow: Inference 1: Clausenamide tends to transform into Clausenamidone when the stereochemistry of C3 or C5 is S-configuration. Inference 2: Clausenamide tends to transform into 7-hydroxyl-clausenamide when the stereochemistry of C5 is S-configuration. Inference 3: Demethylation reaction tends to be occurred when the stereochemistry of C5 is R-configuration. Inference 4: Clausenamide tends to transform into hydroxyl-clausenamide when the stereochemistry of C4 or C5 is R-configuration. Inference 5: The sequence of the retention time of the hydroxyl-clausenamide, from short to long, is 4-hydroxyl-clausenamide, 7-hydroxyl-clausenamide, and 5-hydroxyl-clausenamide. Inference 6: The retention time of 3-clausenamidone is shorter than 6-clausenamidone.