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Biomimetic One-Pot Preparation of a Black Tea Polyphenol Theasinensin A from Epigallocatechin Gallate by Treatment with Copper(II) Chloride and Ascorbic Acid


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Title: Biomimetic One-Pot Preparation of a Black Tea Polyphenol Theasinensin A from Epigallocatechin Gallate by Treatment with Copper(II) Chloride and Ascorbic Acid
Authors: Shii, Takuya / Miyamoto, Makoto / Matsuo, Yosuke / Tanaka, Takashi / Kouno, Isao
Issue Date: 1-Sep-2011
Publisher: The Pharmaceutical Society of Japan / 日本薬学会
Citation: CHEMICAL & PHARMACEUTICAL BULLETIN, 59(9), pp.1183-1185; 2011
Abstract: Chromatographic separation of black tea polyphenols is too difficult to supply sufficient quantities of pure compounds for biological experiments. Thus, facile methods to prepare black tea constituents were desired. Treatment of epigallocatechin gallate with copper(II) chloride efficiently afforded an unstable quinone dimer, dehydrotheasinensin A, and subsequent treatment with ascorbic acid stereoselectively yielded theasinensin A. The latter is a dimer with an R-biphenyl bond, one of the major polyphenols found in black tea. The method is simpler and more effective than enzymatic preparation.
Keywords: Black tea / Copper(II) chloride / Dehydrotheasinensin A / Epigallocatechin gallate / Theasinensin A
URI: http://hdl.handle.net/10069/26170
ISSN: 00092363
DOI: 10.1248/cpb.59.1183
Rights: (c) 2011 The Pharmaceutical Society of Japan
Type: Journal Article
Text Version: publisher
Appears in Collections:Articles in academic journal

Citable URI : http://hdl.handle.net/10069/26170

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