1104398-77-7

Downstream Products

• 1104398-84-6 28-O-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosylbetulin 3β-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranoside 
• 1104398-82-4 28-O-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosylbetulin 3β-O-2,3,4-tri-O-benzoyl-α-L-arabinopyranoside 

Relevant academic research and scientific papers

Sugar migration induced by the Wagner-Meerwein rearrangement of 28-O-glycosyl-betulin derivatives

Treatment of betulin-type saponins, in which the sugar moiety is connected at the 28-position, with TMSOTf affords 3-O-substituted allobetulin saponins. This unprecedented migration of the sugar part is driven by the Wagner-Meerwein rearrangement of the betulin core. According to our mechanistic studies an oxocarbenium ion released during the rearrangement reacts with the free 3-OH group of the triterpene affording the final allobetulin saponin. Migration rate depends on the size and configuration of the sugar moiety.

BIDESMOSIDIC BETULIN AND BETULINIC ACID DERIVATIVES AND USES THEREOF AS ANTITUMOR AGENTS

The instant application is directed to bidesmosidic betulin and betulinic acid saponin derivatives of formula (I), and use thereof as antitumor agents. In particular, said compounds are effective in treating lung carcinomas, colorectal adenocarcinomas, br

Synthesis and cytotoxicity of bidesmosidic betulin and betulinic acid saponins

The naturally occurring cytotoxic saponin 28-O-β-D- glucopyranosylbetulinic acid 3β-O-α-L-arabinopyranoside (3) was easily synthesized along with seven bidesmosidic saponins starting from the lupane-type triterpenoids betulin (1) and betulinic acid (2). A