Synthesis of Arecatannin A1 from Dimeric Epicatechin Electrophile

Author:

Suda Manato1,Takanashi Kohki1,Katoh Miyuki1,Matsumoto Kiriko2,Kawaguchi Koichiro3,Kawahara Sei-Ichi34,Fujii Hiroshi25,Makabe Hidefumi15

Affiliation:

1. Sciences of Functional Foods, Graduate School of Agriculture, Minami-minowa, Kami-ina, Shinshu University, Nagano, 399–4598, Japan

2. Department of Bioscience and Biotechnology, Faculty of Agriculture, Shinshu University, 8304 Minami-minowa Kami-ina, Nagano, 399–4598, Japan

3. Interdisciplinary Graduate School of Science and Technology, Shinshu University, 8304 Minami-minowa Kami-ina, Nagano, 399–4598, Japan

4. St. Cousair Co., Ltd., 1260 Imogawa, Kami-minochi, Iizuna, Nagano, 389–1201, Japan

5. Department of Interdisciplinary Genome Sciences and Cell Metabolism, Institute for Biomedical Sciences, Interdisciplinary Cluster for Cutting Edge Research, Shinshu University, Minami-minowa, Kami-ina, Nagano, 399–4598, Japan

Abstract

Synthesis of arrecatannin A1 (1) was accomplished from dimeric epicatechin electrophile, which was prepared by Zn(OTf)2 mediated self-condensation, and monomeric catechin nucleophile. The condensation was successfully worked using Yb(OTf)3 as a Lewis acid in good yield.

Publisher

SAGE Publications

Subject

Complementary and alternative medicine,Plant Science,Drug Discovery,Pharmacology,General Medicine

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