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

研究成果: Article › 査読

6 被引用数 (Scopus)

抄録

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.

本文言語	English
ページ（範囲）	1417-1419
ページ数	3
ジャーナル	Chemistry Letters
巻	40
号	12
DOI	https://doi.org/10.1246/cl.2011.1417
出版ステータス	Published - 2011

ASJC Scopus subject areas

化学 (全般)

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10.1246/cl.2011.1417

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

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doi = "10.1246/cl.2011.1417",

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AU - Imai, Kohei

AU - Nakanishi, Ikuo

AU - Anzai, Kazunori

AU - Ozawa, Toshihiko

AU - Miyata, Naoki

AU - Urano, Shiro

AU - Okuda, Haruhiro

AU - Nakamura, Asao

AU - Fukuhara, Kiyoshi

PY - 2011

Y1 - 2011

N2 - 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.

AB - 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.

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VL - 40

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JO - Chemistry Letters

JF - Chemistry Letters

IS - 12

ER -

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

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