Intramolecular base-accelerated radical-scavenging reaction of a planar catechin derivative bearing a lysine moiety

Kiyoshi Fukuhara; Ikuo Nakanishi; Kei Ohkubo; Yoshinori Obara; Ayako Tada; Kohei Imai; Akiko Ohno; Asao Nakamura; Toshihiko Ozawa; Shiro Urano; Shinichi Saito; Shunichi Fukuzumi; Kazunori Anzai; Naoki Miyata; Haruhiro Okuda

doi:10.1039/B913714A

Intramolecular base-accelerated radical-scavenging reaction of a planar catechin derivative bearing a lysine moiety†

Kiyoshi Fukuhara,*^a Ikuo Nakanishi,*^bc Kei Ohkubo,^c Yoshinori Obara,^d Ayako Tada,^e Kohei Imai,^e Akiko Ohno,^a Asao Nakamura,^e Toshihiko Ozawa,^bf Shiro Urano,^e Shinichi Saito,^d Shunichi Fukuzumi,^c Kazunori Anzai,^b Naoki Miyata^ag and Haruhiro Okuda^a

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^a Division of Organic Chemistry, National Institute of Health Sciences, Setagaya-ku, Tokyo 158-8501, Japan
E-mail: fukuhara@nihs.go.jp
Fax: +81 3-3707-6950
Tel: +81 3-3700-1141

^b Research Center for Charged Particle Therapy, National Institute of Radiological Sciences, Inage-ku, Chiba 263-8555, Japan

^c Graduate School of Engineering, Osaka University, SORST, Japan Science and Technology Agency, Suita, Osaka 565-0871, Japan

^d Faculty of Science, Tokyo University of Science, Shinjuku-ku, Tokyo 158-8501, Japan

^e Department of Applied Chemistry, Shibaura Institute of Technology, 307 Fukasaku, Minuma-ku, Saitama-shi, Saitama 337-8570, Japan

^f Yokohama College of Pharmacy, Tozuka-ku, Yokohama, Kanagama 245-0066, Japan

^g Graduate School of Pharmaceutical Sciences, Nagoya City University, Mizuho-ku, Nagoya, Aichi 467-8603, Japan

Abstract

A planar catechin derivative incorporating a lysine moiety was synthesized and showed ∼400-fold increased radical-scavenging activity relative to naturally-occurring (+)-catechin.

Chemical Communications

Intramolecular base-accelerated radical-scavenging reaction of a planar catechin derivative bearing a lysine moiety†

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Intramolecular base-accelerated radical-scavenging reaction of a planar catechin derivative bearing a lysine moiety

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