Transformation of strictosamide to vincoside lactam by acid catalysis

AIM:To identify the structure of the acid-catalyzed product of strictosamide and explore the reaction mechanism.METHODS:The acid-catalyzed reaction process of strictosamide was monitored by HPLC,and a macroporous resin was used to purify the reaction solution.The structure of the product was confirmed by MS,NMR,and ROESY spectra.RESULTS:The acid-catalyzed transformation yield from strictosamide to vincoside lactam was 52%.CONCLUSION:The reaction mechanism of the transformation from strictosamide to vincoside lactam may be related to the stability of the three-dimensional configuration of the compound.These results offer a new way to obtain vincoside lactam from the widely distributed indole alkaloid strictosamide by acid-catalysis.