211797-89-6

Upstream product

• 512-04-9 diosgenin 
• 339276-12-9 2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl 1-(N-phenyl)-2,2,2-trifluoroacetimidate 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 14144-06-0 trillin 
• 149563-08-6 (2R,4aR,6S,7R,8S,8aR)-6-(ethylthio)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diyl dibenzoate 
• 120969-06-4 diosgenyl 2,3,4,6-O-tetra-benzoyl-β-D-glucuronopyranoside 
• 213753-20-9 diosgenyl 2,3-di-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranoside 

Downstream Products

• 259882-10-5 diosgenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-4,6-O-benzylidene-β-D-glucopyranoside 
• 259882-11-6 diosgenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)]-4,6-O-benzylidene-β-D-glucopyranoside 
• 211797-94-3 diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-4,6-O-benzylidene-β-D-glucopyranoside 
• 259882-08-1 diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-4,6-O-benzylidene-β-D-glucopyranoside 
• 259882-09-2 diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)]-4,6-O-benzylidene-β-D-glucopyranoside 
• 213753-23-2 diosgenyl 2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-6-O-benzoyl-3-O-pivaloyl-β-D-glucopyranoside 
• 213753-22-1 diosgenyl 2,3,4,6-tetra-O-acetyl-α-L-rhamnopyranosyl-(1->2)-4,6-O-benzylidene-3-O-pivaloyl-β-D-glucopyranoside 
• 243454-96-8 diosgenyl 2,4-di-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-6-O-benzoyl-3-O-pivaloyl-β-D-glucopyranoside 
• 222719-12-2 diosgenyl 4-O-(tri-O-acetyl-α-L-arabinofuranosyl)-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-6-O-benzoyl-3-O-pivaloyl-β-D-glucopyranoside 
• 60478-68-4 dioscin 
• 50773-41-6 (3β,25R)-spirost-5-en-3-ol-3-O-α-L-arabinofuranosyl-(1->4)-[α-L-rhamnopyranosyl-(1->2)]-β-D-glucopyranoside 
• 259882-07-0 diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-2,3,5-tri-O-acetyl-β-D-xylopyranosyl-(1->3)-4,6-O-benzylidene-β-D-glucopyranoside 
• 259882-06-9 diosgenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-2,3,5-tri-O-acetyl-α-L-arabinofuranosyl-(1->3)-4,6-O-benzylidene-β-D-glucopyranoside 
• 94805-85-3 diosgenyl β-D-glucopyranosyl-(1->2)-β-D-glucopyranoside 

Relevant academic research and scientific papers

Synthesis of novel spirostanic saponins and their cytotoxic activity

This study was carried out to assess the cytotoxicity of several new synthetic steroidal saponins against the human myeloid leukemia cell lines (HL-60 and U937) and against human melanoma cells (SK-MEL-1). Several diosgenyl glycosides analyzed showed strong cell growth inhibition which was associated with alterations in cell cycle progression and induction of apoptosis. Studies of cytochrome c release and caspase-9 activation suggest a main role of the intrinsic pathway of apoptosis in the mechanism of cytotoxicity caused by this kind of compounds.

Glycosyl trifluoroacetimidates. 2. Synthesis of dioscin and Xiebai saponin I

Two trisaccharide steroidal saponins, dioscin (1) and Xiebai saponin I (2) with various bioactivities, were efficiently synthesized using the newly developed glycosyl N-phenyl trifluoroacetimidates (10-13) as glycosylation donors. Thus, dioscin was synthesized in five steps and a 33% overall yield from diosgenin and glycosyl trifluoroacetimidates (10 and 11). Xiebai saponin I was synthesized in eight steps and a 32% overall yield from laxogenin and glycosyl trifluoroacetimidates (10, 12, and 13), whereupon, the rare steroid laxogenin was prepared from diosgenin in four steps and an overall 69% yield. All the glycosylation reactions involved in the present syntheses demonstrated that glycosyl trifluoroacetimidates were successful donors comparable to the corresponding glycosyl trichloroacetimidates.

Synthesis of three diosgenyl saponins: Dioscin, polyphyllin D, and balanitin 7

Dioscin, polyphyllin D, and balanitin 7, which belong to a group of structurally similar diosgenyl saponins with promising bioactivities, were synthesized by stepwise glycosylation. Copyright (C) 1999 Elsevier Science Ltd.

A facile synthetic approach to a group of structurally typical diosgenyl saponins

A facile approach was developed for synthesizing an important group of plant diosgenyl saponins, three members (dioscin, polyphyllin D, and balanitin 7) with promising bioactivities were prepared.