35499-74-2Relevant articles and documents
Biooxidation of (+)-catechin and (-)-epicatechin into 3,4-dihydroxyflavan derivatives by the endophytic fungus Diaporthe sp. isolated from a tea plant
Shibuya, Hirotaka,Agusta, Andria,Ohashi, Kazuyoshi,Maehara, Shoji,Simanjuntak, Partomuan
, p. 866 - 867 (2005)
The microbial transformation of (+)-catechin (1) and (-)-epicatechin (2) by endophytic fungi isolated from a tea plant was investigated. It was found that the endophytic filamentous fungus Diaporthe sp. transformed them (1, 2) into the 3,4-cis-dihydroxyflavan derivatives, (+)-(2R,3S,4S)-3,4,5,7,3′,4′- hexahydroxyflavan (3) and (-)-(2R,3R,4R)-3,4,5,7,3′,4′-hexahydroxy- flavan (7), respectively, whereas (-)-catechin (ent-1) and (+)-epicatechin (ent-2) with a 2S-phenyl group resisted the biooxidation.
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
experimental part, 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
REGIO- AND STEREOSELECTIVE OXYGENATION OF FLAVAN-3-OL-, 4-ARYLFLAVAN-3-OL-, AND BIFLAVANOID-DERIVATIVES WITH POTASSIUM PERSULPHATE
Mouton, C. Hendrik L.,Steenkamp, Jacobus A.,Young, Desmond A.,Bezuidenhoudt, Barend C. B.,Ferreira, Daneel
, p. 6885 - 6894 (2007/10/02)
The phenolic methyl ethers of flavan-3-ols, 4-arylflavan-3-ols, and (-)-fisetinidol-(4,8)-(+)-catechin biflavanoids are susceptible to regio- and stereoselective hydroxylation at C-4 in moderate to high yields with potassium persulphate/cupric sulphate in aqueous acetonitrile.The resultant 4-functionalized analogues are of both synthetic and degradative significance in condensed tannin chemistry.