65052-93-9

Upstream product

• 1242246-45-2 C₄₉H₄₂O₈ 
• 125090-60-0 (2S,3R,4S)-4α-(2,4,6-trihydroxyphenyl)flavan-3,3',4',7-tetraol 
• 69082-77-5 (2R,3S,4S)-2,3-trans-3,4-trans-4-(2,4,6-trihydroxyphenyl)flavan-3,3',4',7-tetraol 

Downstream Products

• 78174-76-2 2,3-cis-3,4-cis-3',4',5,7-tetramethoxy-4-(2,4-dimethoxyphenyl)flavan-3-ol 
• 528-58-5 cyanidin chloride 
• 2948-76-7 fisetinidin chloride 
• 125090-71-3 Acetic acid (2R,3R,4S)-4-(2,4-dimethoxy-phenyl)-2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chroman-3-yl ester 

Relevant academic research and scientific papers

Synthesis and ribonuclease A inhibition activity of resorcinol and phloroglucinol derivatives of catechin and epicatechin: Importance of hydroxyl groups

The reported ribonuclease A inhibitory activity of the green tea extracts prompted us to synthesize novel catechin/epicatechin based conjugates with resorcinol and phloroglucinol with the aim to increase the number of phenolic OH groups. These are found to be more effective inhibitors of ribonuclease A as compared to catechin and epicatechin thus indicating the importance of number of phenolic OH groups for the inhibition of ribonucleolytic activity. Fluorescence studies have been carried out to evaluate the binding parameters. The protein-ligand docking studies are also performed to gain insight into the protein-polyphenols interactions. The epicatechin based polyphenols 1 and 2 also showed inhibition of angiogenin-induced angiogenesis, as determined by chorioallantoic membrane (CAM) assay.

OLIGOMERIC FLAVANOIDS.PART 6.EVIDENCE SUPPORTING THE INVERSION OF ABSOLUTE CONFIGURATION AT 3-C ASSOCIATED WITH BASE CATALYSED A-/B-RING INTERCHANGE OF PRECURSORS HAVING 2,3-TRANS-3,4-CIS-FLAVAN-3-OL CONSTITUENT UNITS

Whereas the enantiomeric 2,3-trans-3,4-trans-arylflavan-3-ols (10) and (12) as biflavanoid models are subject to stereospecific C-ring isomerisation under base catalysis, those with 3,4-cis configuration (11) and (13) are transformed stereoselectively via

Synthesis of Condensed Tannins. Part 2. Synthesis by Photolytic Rearrangement, Stereochemistry, and Circular Dichroism of the First 2,3-cis,3,4-cis-4-Arylflavan-3-ols

Photolytic rearrangements of those 2,3-trans-3,4-trans- and 2,3-trans-3,4-cis-4-arylflavan-3-ols in which the nucleophilicity of D-ring (4-aryl group) functionality exceeds that of the A-ring, provide the first access to 2,3-cis-3,4-cis-diastereoisomers.The circular dichroism of these new isomers is at variance with the proposed general rule for assessing the absolute configuration at C-4.In terms of the aromatic quadrant rule such discrepancies correlate with deviations from the preferred C-ring conformations.