Synthesis 2014; 46(13): 1779-1787
DOI: 10.1055/s-0033-1341083
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Tea Catechin Lactone Metabolite Analogues with a 2′-Hydroxyphenyl Group

Masahiro Hamada*
a   Department of Biotechnology, Faculty of Engineering, Toyama Prefectural University, Imizu, Toyama 939-0398, Japan
b   Biotechnology Research Center, Toyama Prefectural University, Imizu, Toyama 939-0398, Japan   Fax: +81(766)562498   eMail: hamada@pu-toyama.ac.jp   eMail: nori@pu-toyama.ac.jp
,
Shunichi Naruse
a   Department of Biotechnology, Faculty of Engineering, Toyama Prefectural University, Imizu, Toyama 939-0398, Japan
,
Misaki Wada
a   Department of Biotechnology, Faculty of Engineering, Toyama Prefectural University, Imizu, Toyama 939-0398, Japan
,
Takao Kishimoto
a   Department of Biotechnology, Faculty of Engineering, Toyama Prefectural University, Imizu, Toyama 939-0398, Japan
b   Biotechnology Research Center, Toyama Prefectural University, Imizu, Toyama 939-0398, Japan   Fax: +81(766)562498   eMail: hamada@pu-toyama.ac.jp   eMail: nori@pu-toyama.ac.jp
,
Noriyuki Nakajima*
a   Department of Biotechnology, Faculty of Engineering, Toyama Prefectural University, Imizu, Toyama 939-0398, Japan
b   Biotechnology Research Center, Toyama Prefectural University, Imizu, Toyama 939-0398, Japan   Fax: +81(766)562498   eMail: hamada@pu-toyama.ac.jp   eMail: nori@pu-toyama.ac.jp
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Publikationsverlauf

Received: 10. Februar 2014

Accepted after revision: 11. März 2014

Publikationsdatum:
17. April 2014 (online)


Abstract

Tea catechins such as epicatechin, epigallocatechin, epicatechin gallate and epigallocatechin gallate afford many metabolites, including γ-valerolactone derivatives, through metabolic pathways in the human body. Two of these γ-valerolactone metabolite analogues with a 2′-hydroxyphenyl group were synthesized as optically active authentic standards.