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Methods for the synthesis of epicatechin and catechin-derived procyanidins oligomers
Methods for the synthesis of epicatechin and catechin-derived procyanidins oligomers
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机译:表儿茶素和儿茶素衍生的原花青素低聚物的合成方法
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摘要
Various processes are disclosed for preparing protected epicatechin oligomers having (4beta,8)-interflavan linkages. In one process, a tetra-O-protected epicatechin monomer or oligomer is coupled with a protected, C-4 activated epicatechin monomer in the presence of an acidic clay such as a mortmorillonite clay. In another process, a 5,7,3',4'-benzyl protected or a 3 -acetyl-, 5,7,3',4'-benzyl protected epicatechin or catechin monomer or oligomer is reacted with 3 -O-acetyl-4-[(2-benzothiazolyl)thio]-5,7,3',4'-tetra-O-benzylepicatechin in the presence of silver tetrafluoroborate. In another process, two 5,7,3',4'-benzyl protected epicatechin monomers activated with 2-(benzothiazolyl)thio groups at the C-4 positions are cross-coupled in the presence of silver tetrofluoroborate. A process is also disclosed for reacting an unprotected epicatechin or catechin monomer with 4-(benzylthio) epicatechin or catechin. The use of naturally-derived and synthetically-prepared procyanidin (4beta,8)4-pentamers to treat cancer is also disclosed.
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