Transformation of strictosamide to vincoside lactam by acid catalysis.
10.1016/S1875-5364(13)60048-5
- Author:
Zhao-Qing MENG
1
;
Wen-Jun LIU
;
Zan LI
;
Yun-Wei LIN
;
Meng-Xuan LI
;
Shi-Ying AN
;
Gang DING
;
Zhen-Zhong WANG
;
Wei XIAO
;
Jin-Yi XU
Author Information
1. Jiangsu Zeukov Pharmaceutical S & T. Inc, Nanjing 210017, China.
- Publication Type:Journal Article
- MeSH:
Acids;
chemistry;
Catalysis;
Lactams;
chemistry;
Molecular Structure;
Vinca Alkaloids;
chemistry
- From:
Chinese Journal of Natural Medicines (English Ed.)
2013;11(2):188-192
- CountryChina
- Language:English
-
Abstract:
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.
