480-17-1

Usage

Uses

Used in Health and Nutrition Industry:
Leucocyanidin polymer is used as a dietary supplement for its potent antioxidant properties, which may contribute to overall health and well-being. The anti-inflammatory, cardio-protective, and anti-cancer actions of these compounds make them valuable for promoting a healthy lifestyle and preventing various diseases.
Used in Pharmaceutical Industry:
Leucocyanidin polymer is used as a therapeutic agent for its potential in treating various health conditions. The anti-inflammatory and anti-bacterial properties of these compounds make them suitable for use in medications targeting inflammation and infections. Additionally, their anti-cancer actions suggest potential applications in oncology, where they could be used to inhibit tumor growth and progression.
Used in Cosmetic Industry:
Leucocyanidin polymer is used as an active ingredient in skincare products for its antioxidant and anti-aging properties. LEUCOCYANIDIN POLYMERs' ability to protect the skin from oxidative stress and promote collagen synthesis can help reduce the appearance of wrinkles and improve skin elasticity, making them a popular choice for anti-aging formulations.
Used in Food and Beverage Industry:
Leucocyanidin polymer is used as a natural preservative and flavor enhancer in food and beverage products. LEUCOCYANIDIN POLYMERs' antioxidant properties can help extend the shelf life of perishable items by preventing oxidation, while their potential health benefits make them an attractive addition to functional foods and beverages.

InChI:InChI=1/C15H14O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,13-21H/t13-,14-,15+/m0/s1

Upstream product

• 480-18-2 taxifolin 

Downstream Products

• 29106-51-2 procyanidin B₄ 
• 12798-57-1 (+)-catechin-4α->6-(-)-epicatechin 
• 51196-38-4 proanthocyanidin B₄ 
• 196710-32-4 <4,8:4,8>-all-trans:2,3-cis-bi-<(+)-catechin>-(-)-epicatechin 
• 23459-99-6 <4,8:4,8>-2,3-trans-3,4-cis:2,3-trans-3,4-trans:2,3-cis-bi-<(+)-catechin>-(-)-epicatechin 
• 79763-29-4 <4,8:4,8:4,8>-all-trans-tri-<(+)-catechin>-(-)-epicatechin 
• 12798-57-1 [4,6]-2,3-trans-3,4-trans-(+)-catechin-(+)-catechin 
• 23567-23-9 procyanidin B₃ 
• 51196-37-3 3,4-cis-(+)-catechin-(4β->8)-(+)-catechin 
• 61541-02-4 catechin-(4α->2)-phloroglucinol 
• 78284-51-2 (2R,3S,4S)-2,3-trans-3,4-cis-4-(2,4,6-Trihydroxyphenyl)-3',4',5,7-tetrahydroxyflavan-3-ol 
• 125136-17-6 (2R,3S,4R)-2,3-trans-3,4-trans-4-(2,4-Dihydroxyphenyl)-3',4',5,7-tetrahydroxyflavan-3-ol 
• 25095-06-1 (2R,3S)-2,3-trans-3',4,4',5,7-pentamethoxyflavan-3-ol 

Relevant academic research and scientific papers

Isolation and structure elucidation of tetrameric procyanidins from unripe apples (Malus pumila cv. Fuji) by NMR spectroscopy

Procyanidins are plant secondary metabolites widely consumed and known to have various physiological functions, but their bioavailability and mechanism of action are still unclear especially for larger oligomers. One of the reasons is scarce information about the detailed structure of oligomeric procyanidins. As for apple, structures of procyanidin components larger than trimers are scarcely known. In this study, 11 tetrameric procyanidins including two known compounds were isolated from unripe apples (Malus pumila cv. Fuji) and identified by NMR spectroscopic analysis and phloroglucinol degradation. As a result, the detailed structural diversity of tetrameric procyanidins in apple was established.

Structural identification and distribution of proanthocyanidins in 13 different hops

Ten newly isolated hop proanthocyanidin oligomers and flavan-3-ol monomers from 13 different hops have been identified as gallocatechin, gallocatechin-(4α→8)-catechin, gallocatechin-(4α→6)- catechin, catechin-(4α→8)-gallocatechin, catechin-(4α→6)- gallocatechin, afzelechin-(4α→8)-catechin, catechin-(4α→8) -catechin-(4α→8)-catechin, epicatechin-(4β→8)-epicatechin- (4β→8)-catechin, catechin-(4α→8)-gallocatechin- (4α→8)-catechin, and gallocatechin-(4α→8)-gallocatechin- (4α→8)-catechin, together with seven previously isolated oligomers, namely, catechin, epicatechin, epicatechin-(4β→8)-catechin, epicatechin-(4β→8)-epicatechin, catechin-(4α→8)-catechin, catechin-(4α→8)-epicatechin, and epicatechin-(4β→8)- catechin-(4α→8)-catechin. These compounds were subjected to acid-catalyzed degradation in the presence of phloroglucinol or by partial or complete acid-catalyzed degradation and reaction with benzyl mercaptan followed by desulfurization. The resultant adducts when compared to authentic samples by high-performance liquid chromatography-atmospheric pressure chemical ionization tandem mass spectrometry and high-performance liquid chromatography-electrospray ionization tandem mass spectrometry served to identify the precursors. The composition of proanthocyanidins from 13 different hops was similar, but the concentration of individual compounds showed some differences, which indicated that hop proanthocyanidin profiles are affected by geographic origin and are variable depending on the cultivars.

Synthesis of Condensed Tannins. Part 1. Stereoselective and Stereospecific Syntheses of Optically Pure 4-Arylflavan-3-ols, and Assessment of their Absolute Stereochemistry at C-4 by means of Circular Dichroism

Stereoselective and also stereospecific condensation at C-4 of flavan-3,4-diols of known absolute configuration with phloroglucinol and resorcinol in acid medium proceeds at ambient temperatures with partial retention of configuration for 2,3-trans-isomers and with inversion for 2,3-cis-analogues.Circular dichroism spectra of the resultant 4-arylflavan-3-ols all exhibit multiple Cotton effects.The sign of high intensity Cotton effects to low wavelength, contributed by aryl chromophores at C-4, may almost invariably be correlated with the absolute configuration at this chiral centre of 2,3-trans-3,4-trans, 2,3-trans-3,4-cis, and 2,3-cis-3,4-trans-isomers.