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二脱氧表没食子儿茶素没食子酸酯(DO-EGCG)的简洁合成及其抗流感病毒活性评估。

Concise synthesis of dideoxy-epigallocatechin gallate (DO-EGCG) and evaluation of its anti-influenza virus activity.

作者信息

Furuta Takumi, Hirooka Yasuo, Abe Ayako, Sugata Yusuke, Ueda Mitsuru, Murakami Kouki, Suzuki Takashi, Tanaka Kiyoshi, Kan Toshiyuki

机构信息

Department of Synthetic Organic & Medicinal Chemistry, School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan.

出版信息

Bioorg Med Chem Lett. 2007 Jun 1;17(11):3095-8. doi: 10.1016/j.bmcl.2007.03.041. Epub 2007 Mar 16.

Abstract

Dideoxy-epigallocatechin gallate (DO-EGCG) (2), a simplified analog of naturally occurring EGCG (1), was efficiently prepared by directly introducing a ketone group at C3 and successive reduction to the sec-alcohol with 2,3-cis stereochemistry. Compound 2 showed potent anti-influenza virus activity, indicating that the hydroxyl substituents on the A-ring are not crucial for anti-influenza virus activity.

摘要

双脱氧表没食子儿茶素没食子酸酯(DO-EGCG)(2)是天然存在的表没食子儿茶素没食子酸酯(EGCG)(1)的简化类似物,通过直接在C3处引入酮基并随后将其还原为具有2,3-顺式立体化学的仲醇来高效制备。化合物2显示出强效的抗流感病毒活性,表明A环上的羟基取代基对于抗流感病毒活性并非至关重要。

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