30652-27-8

Upstream product

• 1246814-14-1 3,5-di-O-benzoyl-7,4'-di-O-benzyl-kaempferol 
• 520-18-3 kaempferol 
• 100-39-0 benzyl bromide 
• 23243-67-6 3-(4-benzyloxyphenyl)-1-(2,4-dibenzyloxy-6-hydroxyphenyl)prop-2-en-1-one 
• 18065-05-9 1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 96333-59-4 5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-4H-chromen-4-one 
• 23405-70-1 5,7-bis(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-hydroxy-4H-chromen-4-one 

Downstream Products

• 80065-89-0 7,4'-dibenzoyl-3,5-dihydroxyflavone-3-O-β-D-(2'',3'',4''-tri-O-acetyl-6''-O-chloroacetyl)glucopyranoside 
• 80065-90-3 Chloro-acetic acid (2R,3R,4S,5R,6S)-3,4,5-triacetoxy-6-[5,7-dihydroxy-2-(4-hydroxy-phenyl)-4-oxo-4H-chromen-3-yloxy]-tetrahydro-pyran-2-ylmethyl ester 
• 80065-92-5 5,7,4'-tri-O-acetyloxy-flavone-3-O-β-D-(2'',3'',4''-tri-O-acetyl)glucopyranoside 
• 80065-91-4 5,7,4'-tri-O-acetyloxy-flavone-3-O-β-D-(2'',3'',4''-tri-O-acetyl-6''-O-chloroacetyl)glucopyranoside 
• 1246814-20-9 7,4'-di-O-benzyl-3-O-(3'',6''-di-O-acetyl-2'',4''-di-O-benzyl-β-D-glucopyranosyl)-kaempferol 
• 1254190-95-8 4',7-di-O-benzyl-3-O-(2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)kaempferol 
• 480-10-4 astragalin 
• 1254190-96-9 4',7-di-O-benzyl-3-O-(2-O-(α-L-rhamnopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)kaempferol 

Relevant academic research and scientific papers

Synthesis and antiglycation activity of kaempferol-3-o- rutinoside(Nicotiflorin)

Kaempferol-3-O-α-L-rhamanopyranosyl-(1″-6″) -β-D-glucopyranoside (1) (Nicotiflorin or kaempferol-3-Orutinoside), isolated from the aerial parts of Osyris wightiana Wall. ex Wight, has exhibited a potent antiglycation activity in vitro. A short and efficient route to kaempferol-3-O-rutinoside (1) is also described in this paper. To study the Structure-Activity Relationship (SAR), few other derivatives of kaempferol were also evaluated for their antiglycation activity. Moreover the cytotoxicity analysis was also performed for these compounds prepared and SAR studies showed that sugar derivatives of kaempferol possess a promising antiglycation activity.

Study of kaempferol glycoside as an insulin mimic reveals glycon to be the key active structure

Diabetes mellitus is increasing in prevalence with patient numbers rising throughout the world. Current treatments for diabetes mellitus focus on control of blood glucose levels. Certain kinds of flavonoids or their glycosides stimulate cells to improve glucose uptake and lower blood glucose levels. We synthesized kaempferol 3-O-neohesperidoside (1), a naturally occurring substance present in Cyathea phalerata Mart., reported to mimic the action of insulin. Synthetic 1 promoted glucose uptake in the cultured cell line, L6. Further studies to determine the core structure responsible for this activity using synthetic compounds revealed neohesperidose to be the primary pharmacophore. These findings support the use of certain saccharides as a potential novel treatment for diabetes mellitus by replacing or supporting insulin.

Synthesis of kaempferol 3- O -(3″,6″-Di- O - E - p -coumaroyl)-β- D -glucopyranoside, efficient glycosylation of flavonol 3-OH with glycosyl o -alkynylbenzoates as donors

Kaempferol 3-O-(3″,6″-di-O-E-p-coumaroyl)-β-d- glucopyranoside (1), an optimal metabolite of Scots pine seedlings for protection of deep-lying tissue against damaging UV-B, represents a typical acylated flavonol 3-O-glycoside. This compound was synthesized for the first time via two approaches. The first approach, starting with kaempferol, featured formation of the flavonol 3-O-glycosidic linkage with a glycosyl bromide under conventional PTC conditions. In the second approach, 5,7,4′-tri-O-benzyl- kaempferol was readily prepared from 2′,4′,6′- trihydroxyacetophenone and p-hydroxybenzoic acid, which was coupled with a glucopyranosyl o-hexynylbenzoate under the catalysis of a gold(I) complex to provide the desired 3-O-glycoside in excellent yield. A variety of the glycosyl o-hexanylbenzoates equipped with the 2-O-benzoyl group were also proven to be highly efficient donors for construction of the flavonol 3-O-glycosidic linkages.