698998-85-5

Upstream product

• 100-53-8 phenylmethanethiol 
• 29106-51-2 procyanidin B₄ 
• 480-18-2 taxifolin 
• 148802-38-4 catechin-(4α->8)-gallocatechin-(4α->6)-gallocatechin 
• 121958-00-7 (2R,2''R,3S,3''R,4S)-[4,8]-2,3-trans-3,4-trans-(+)-catechin-(-)-epigallocatechin 

Downstream Products

• 37064-31-6 catechin-(4α <*> 8)-catechin-(4α <*> 8)-catechin (C2) 
• 29106-51-2 procyanidin B₄ 
• 23567-23-9 procyanidin B₃ 
• 99274-68-7 catechin-(4α<*>6)-epicatechin-(4β<*>8)-epicatechin-(4β<*>8)-epicatechin 

Relevant academic research and scientific papers

REMEDY FOR AUTOIMMUNE DISEASES

In the present invention, there are disclosed a therapeutic agent for the treatment of a disease in which the suppression of Th1 cytokine production is therapeutically effective and/or a disease in which the suppression of autoantibody production is therapeutically effective, a therapeutic agent for the eradicative treatment of these diseases, and an agent for inhibiting the progress of these diseases, comprising (i) a proanthocyanidin with a polymerization degree of at least 4 or (ii) a plant material extract containing a proanthocyanidin as an active ingredient.

Polyphenols from peanut skins and their free radical-scavenging effects

Separation of the water-soluble fraction of peanut skins led to the isolation of five proanthocyanidins. Based on the spectroscopic investigation and partial acid catalyzed degradation, their structures were determined to be epicatechin-(2β→O→7, 4β→6)-[epicatechin- (4β→8)]-catechin (1), epicatechin-(2β→O→7, 4β→8) epicatechin-(4β→8)-catechin-(4β→8)- epicatechin (2), and procyanidins B2 (3), B3 (4) and B4 (5). The absolute configuration of the new compounds was determined from their circular dichroism curves and the 1H NMR spectra of analysis of flavan-3-ols formed by thiolytic degradation of 1 and 2 in the presence of a chiral dirhodium complex (dirhodium tetra-(R)-(trifluoromethyl) phenyl acetate).

Oligomeric flavanoids. Part 27. Interflavanyl bond formation in procyanidins under neutral conditions

Dimethyl(methylthio)sulfonium tetrafluoroborate (DMTSF) and silver tetrafluoroborate (AgBF4) activate the C4-S bond in the 4-thioethers of flavan-3-ols toward carbon nucleophiles to permit formation of the interflavanyl bond in procyanidins under neutral conditions.

POLYPHENOLIC COMPOUNDS FROM CROTON LECHLERI

The blood-red sap of Croton lechleri was found to contain proanthocyanidins as major constituents which accounted for up to 90percent of the dried weight.In addition to (+)-catechin, (-)-epicatechin, (+)-gallocatechin, (-)-epigallocatechin and dimeric procyanidins B-1 and B-4, five novel dimers and trimers were isolated and characterized as catechin-(4α->8-epigallocatechin, gallocatechin-(4α->8)-epicatechin, gallocatechin-(4α->6)-epigallocatechin, catechin-(4α->8)-gallocatechin-(4α->8)-gallocatechin and gallocatechin-(4α->8)-gallocatechin-(4α->8)-epigallocatechin.Higher oligomers were also obtained.A new procedure combining chemical degradation with 1H NMR spectroscopy has been developed for determination of the composition and molecular size of oligomeric/polymeric proanthocyanidins.The oligomers of the sap were shown to have the mean degree of polymerization of 4,5-6 and 6-7, respectively, and Mr up to 2130.The heterogeneity of the oligomers was clearly indicated by the presence of a variety of flavan-3-ols as extension and terminal units.An exceptionally high content of gallocatechin and epigallocatechin in the oligomers was observed.Key Word Index: Croton lechleri; Euphorbiaceae; Sangre de Grado; Dragon's blood; polyphenol; proanthocyanidins; flavan-3-ols; procyanidins; prodelphinidins.

FLAVAN-3-OL AND PROCYANIDIN GLYCOSIDES FROM QUERCUS MIYAGII

A chemical examination of the leaves and bark of Quercus miyagii has led to the isolation and characterization of two flavan-3-ol glycosides and two procyanidin rhamnosides in which the sugar residue is located at C-3. - Key Word Index: Quercus miyagii; Fagaceae; flavan-3-ol glycosides; procyanidin rhamnosides; catechin; tannin.