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Abstract Syntheses of epigallocatechin trimer, (epigallocatechin)2-epicatechin and (epigallocatechin)2-catechin were achieved. The key condensation to form the proanthocyanidin trimer derivatives was accomplished in a one-pot procedure using a dimeric epigallocatechin electrophile,… Click to show full abstract
Abstract Syntheses of epigallocatechin trimer, (epigallocatechin)2-epicatechin and (epigallocatechin)2-catechin were achieved. The key condensation to form the proanthocyanidin trimer derivatives was accomplished in a one-pot procedure using a dimeric epigallocatechin electrophile, which was prepared in situ by self-condensation of an epigallocatechin derivative, and an epigallocatechin, epicatechin, or catechin derivative as the nucleophile in the presence of a Lewis acid. The epigallocatechin monomer to trimer compounds containing a pyrogallol group significantly suppressed cell proliferation in PC-3 prostate cancer cells.
Journal Title: Tetrahedron
Year Published: 2018
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