Author： Thibeault Dominic Legault Jean Gauthier Charles Lavoie Serge Bouchard Jimmy Pichette Andre
Publisher： Taylor & Francis Ltd
ISSN： 0039-7911
Source： Synthetic Communications, Vol.40, Iss.2, 2010-01, pp. : 213-221
Disclaimer: Any content in publications that violate the sovereignty, the constitution or regulations of the PRC is not accepted or approved by CNPIEC.
Abstract
22(17 → 28)abeo-Lupene derivatives 5a and 6a were obtained after the acid-catalyzed E-ring expansion of 3-acetylbetulin (1a). Glycosylation of these dehydrated triterpenoids using Schmidt's trichloroacetimidate sugar donors in the presence of trimethylsilyl trifluoromethanesulfonate (TMSOTf) provided the new anhydrobetulin saponins 7b-7e in which the terminal olefin C-20(29) isomerizes to form a C-19 tetrasubstituted alkene. The preliminary cytotoxic evaluation revealed that saponins 7b-7d exhibited a moderate cytotoxic activity against A549, DLD-1, and WS1 human cell lines with IC50 ranging from 22 to 49 μM.
Related content
By Tian Hui-Hui Fan Li Zhang Xing-Hua Zhou Cheng-He Zhou Guang-Ming Yang Da-Cheng
Synthetic Communications, Vol. 44, Iss. 2, 2014-01 ,pp. :
Access to resources
Recommend
