Synthesis and enhanced radical scavenging activity of a conformationally constrained epigallocatechin analogue

Kohei Imai; Ikuo Nakanishi; Kazunori Anzai; Toshihiko Ozawa; Naoki Miyata; Shiro Urano; Haruhiro Okuda; Asao Nakamura; Kiyoshi Fukuhara

doi:10.1246/cl.2011.1417

Synthesis and enhanced radical scavenging activity of a conformationally constrained epigallocatechin analogue

Kohei Imai, Ikuo Nakanishi, Kazunori Anzai, Toshihiko Ozawa, Naoki Miyata, Shiro Urano, Haruhiro Okuda, Asao Nakamura, Kiyoshi Fukuhara

Research output: Contribution to journal › Article › peer-review

6 Citations (Scopus)

Abstract

The freely rotating single bond between the pyrogallol and chroman substructures in epigallocatechin (EGC) was constrained by reaction of EGC with acetone in the presence of trimethylsilyl trifluoromethanesulfonate to prepare the rigidified analog in good yield. The synthesized analog was examined for free radical scavenging activity toward the galvinoxyl radical and was found to be 27-fold more potent than EGC.

Original language	English
Pages (from-to)	1417-1419
Number of pages	3
Journal	Chemistry Letters
Volume	40
Issue number	12
DOIs	https://doi.org/10.1246/cl.2011.1417
Publication status	Published - 2011

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Chemistry(all)

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10.1246/cl.2011.1417

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Synthesis and enhanced radical scavenging activity of a conformationally constrained epigallocatechin analogue. / Imai, Kohei; Nakanishi, Ikuo; Anzai, Kazunori; Ozawa, Toshihiko; Miyata, Naoki; Urano, Shiro; Okuda, Haruhiro; Nakamura, Asao; Fukuhara, Kiyoshi.

In: Chemistry Letters, Vol. 40, No. 12, 2011, p. 1417-1419.

Research output: Contribution to journal › Article › peer-review

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AU - Nakanishi, Ikuo

AU - Anzai, Kazunori

AU - Ozawa, Toshihiko

AU - Miyata, Naoki

AU - Urano, Shiro

AU - Okuda, Haruhiro

AU - Nakamura, Asao

AU - Fukuhara, Kiyoshi

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Synthesis and enhanced radical scavenging activity of a conformationally constrained epigallocatechin analogue

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