58065-35-3Relevant articles and documents
Chemoselective C-4 aerobic oxidation of catechin derivatives catalyzed by the trametes villosa laccase/1-hydroxybenzotriazole system: Synthetic and mechanistic aspects
Bernini, Roberta,Crisante, Fernanda,Gentili, Patrizia,Morana, Fabio,Pierini, Marco,Piras, Monica
, p. 820 - 832 (2011/04/23)
Catechin derivatives were oxidized in air in the presence of the Trametes villosa laccase/1-hydroxybenzotriazole (HBT) system in buffered water/1,4-dioxane as reactionmedium. The oxidation products, flavan- 3,4-diols and the corresponding C-4 ketones, are
Enantiomers synthesis of the four catechin diastereomer derivatives
Van Rensburg, Hendrik,Van Heerden, Pieter S.,Bezuidenhoudt, Barend C.B.,Ferreira, Daneel
, p. 3089 - 3092 (2007/10/03)
Asymmetric dihidroxylalion of (E)-1 -(3,4-dimethoxyphenyl)-3-2-methoxy-methyl-4,6- dimethoxy-phenyl)-propene with AD-mix-α or AD-mix-β in the presence of methanesulfonamide, followed by acid catalysed cyclization, afforded the four catechin diastereomers in high enantiomeric excesses and yields.
Oligomeric Flavonoids. Part 16. Novel Prorobinetinidins and the First A-Type Proanthocyanidin with a 5-Deoxy A- and 3,4-cis-C-Ring from the Maiden Investigation of Commercial Wattle Bark Extract
Cronje, Annemarie,Steynberg, Jan P.,Brandt, E. Vincent,Young, Desmond A.,Ferreira, Daneel
, p. 2467 - 2478 (2007/10/02)
Structural examination of the phenolic metabolites of commercially used wattle bark extract reveals the presence of a range of novel flavonoids comprising (-)-epirobinetinidol 1, the first C-methyl proanthocyanidin, (-)-fisetinidol-(4α,8)-6-methyl-(+)-catechin 3, the first prorobinetinidins with 3,4-cis-C-ring configurations 7 and 9, and the unique A-type prorobinetinidin 11 representing the first entry amongst this class of oligoflavonoids exhibiting a 5-deoxy A- and a 3,4-cis-C-ring.They are accompanied by a range of functionalized prorobinetinidin-type tetrahydropyranochromenes 20, 23, 25 and 28 and the trimeric 'isomerization-intermediate' 32, all exhibiting the characteristic structural features that are essential for the use of 'Mimosa' exctract in cold-setting adhesives and leather-tanning applications.In addition, evidence demonstrating that the dynamic A-E conformational equilibrium of flavan-3-ol moieties in condenced tannins may be influenced by external factors is presented.