680187-72-8

Upstream product

• 480-41-1 5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on 
• 138514-70-2 peracetyl-L-glucosyl bromide 
• 67337-79-5 2,3,4,6-tetra-O-acetyl-α-L-glucopyranosyl bromide 

Downstream Products

• 679398-71-1 7-O-(2,3,4,6-tetra-O-acetyl-β-L-glucopyranosyl)apigenin 
• 595564-88-8 5,4'-dihydroxy-7-O-β-D-glucopyranosyloxyflavone 
• 679398-73-3 7-O-(2,3,4,6-tetra-O-acetyl-β-L-glucopyranosyl)-4'-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)apigenin 
• 679398-74-4 7,4'-di-O-(2,3,4,6-tetra-O-acetyl-β-L-glucopyranosyl)apigenin 

Relevant academic research and scientific papers

Chiral molecular recognition on formation of a metalloanthocyanin: A supramolecular metal complex pigment from blue flowers of salvia patens

Most blue flower color is the result of a metalloanthocyanin, a stoichiometric self-assembled supramolecular pigment consisting of six molecules of an anthocyanin, six molecules of an anthocyanin, six molecules of flavone, and two metal atoms. We have iso

Total synthesis of apigenin 7,4′-di-O-β-glucopyranoside, a component of blue flower pigment of Salvia patens, and seven chiral analogues

We have succeeded in the first total synthesis of apigenin 7,4′-di-O-β-D-glucopyranoside (1a), a component of blue pigment, protodelphin, from naringenin (2). Glycosylation of 2 according to Koenigs-Knorr reaction provided a monoglucoside 4a in 80% yield, and this was followed by DDQ oxidation to give apigenin 7-O-glucoside (12a). Further glycosylation of 4′-OH of 12a with 2,3,4,6-tetra-O-acetyl-α-D- glucopyranosyl fluoride (5a) was achieved using a Lewis acid-and-base promotion system (BF3·Et2O, 2,6-di-tert-butyl-4- methylpyridine, and 1,1,3,3-tetramethylguanidine) in 70% yield, and subsequent deprotection produced 1a. Synthesis of three other chiral isomers of 1a, with replacement of D-glucose at 7 and/or 4′-OH by L-glucose (1b-d), and four chiral isomers of apigenin 7-O-β-glucosides (6a,b) and 4′-O-β- glucosides (7a,b) also proved possible.