89385-18-2

Upstream product

• 68-12-2 N,N-dimethyl-formamide 
• 85443-49-8 (2R,3S)-3,5,7-tris(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)chroman 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 154-23-4 catechin 
• 20728-73-8 5,7,3',4'-tetra-O-benzyl-(+)-catechin 

Downstream Products

• 81555-08-0 bis-8,8’-catechinylmethane 
• 89385-42-2 3,5,7,3',4'-penta-O-benzyl-8-methylolcatechin 
• 89385-62-6 C₅₅H₅₀O₈ 
• 1312298-13-7 C₆₀H₅₂O₈ 
• 1312298-15-9 C₂₀H₂₂O₈ 
• 89385-46-6 C₁₈H₁₈O₈ 
• 1312298-20-6 C₁₈H₁₆O₇ 
• 1362203-27-7 C₄₀H₃₈O₁₆ 
• 848047-73-4 (2R,3S)-3,5,6,7,3',4'-hexa-O-benzyl-8-hydroxyflavan 
• 848047-72-3 (2R,3S)-3,5,6,7,3',4'-hexa-O-benzyl-8-formylflavan 
• 848154-70-1 (2R,3S)-2,5,6,7,8,3',4'-heptahydroxyflavan 
• 848047-64-3 (2R,3S)-3,5,7,3',4'-penta-O-benzyl-8-formyl-6-hydroxyflavan 
• 89385-96-6 3,5,7,3',4'-penta-O-benzyl-8-carboxycatechin 

Relevant academic research and scientific papers

COMPOSITION FOR ENHANCING SKIN ELASTICITY OR IMPROVING SKIN WRINKLES COMPRISING HEPTAHYDROXYFLAVAN AS AN EFFECTIVE INGREDIENT

Heptahydroxyflavan or a salt, isomer, hydrate or solvate thereof, which is an active ingredient of the present disclosure, can enhance skin elasticity and improve skin wrinkles by inhibiting the activity of MMP-1. In addition, the heptahydroxyflavan or a salt, isomer, hydrate or solvate thereof, which is an active ingredient of the present disclosure, can be used in various compositions such as cosmetics, health functional foods, etc. because it is safe with no cytotoxicity.

Hydroxylation of ring A of flavan-3-ols: Influence of the ring A substitution pattern on the oxidative rearrangement of 6-hydroxyflavan-3-ols

A general procedure for the oxidation of catechin derivatives is described, leading to the introduction of a new hydroxyl group at C-6. This procedure has been used for the synthesis of a number of 6-hydroxy flavan-3-ols, including elephantorrhizol, a natural flavan-3-ol exhibiting a fully substituted A ring. The substitution at C-8, albeit of poor influence on the course of this oxidation reaction, has been demonstrated to be preponderant for the further spontaneous oxidation and rearrangement of 6-hydroxy-flavan-3-ols into p-benzoquinones. The whole procedure allows the preparation of 6-alkyl substituted benzoquinones derived from catechin. Georg Thieme Verlag Stuttgart.

Synthesis of modified proanthocyanidins: Introduction of acyl substituents at C-8 of catechin. Selective synthesis of a C-4 → O → C-3 ether-linked procyanidin-like dimer

The regioselective introduction of substituents at C-8 of (+)-catechin is described, leading to the synthesis of several catechin derivatives with various substitution patterns to be used for the further synthesis of modified proanthocyanidins. Thereafter, a new 3-O-4 ether-linked procyanidin-like derivative was synthesized. Its formation was selectively achieved through TiCl4-catalyzed condensation of 4-(2-hydroxyethoxy)tetra-O-benzyl catechin with the 8-trifluoroacetyl adduct of tetra-O-benzyl catechin.