Synthesis of Neoechinulin A and Derivatives

被引：20

作者：

Kuramochi, Kouji ^{[1
]}

Aoki, Toshiaki ^{[1
,2
]}

Nakazaki, Atsuo ^{[2
]}

Kamisuki, Shinji ^{[1
,3
]}

Takeno, Masahiro ^{[3
]}

Ohnishi, Kensuke ^{[1
,2
]}

Kimoto, Kuniaki ^{[3
]}

Watanabe, Nobuo ^{[3
]}

Kamakura, Takashi ^{[3
]}

Arai, Takao ^{[3
]}

Sugawara, Fumio ^{[1
,3
]}

Kobayashi, Susumu ^{[1
,2
]}

机构：

[1] Tokyo Univ Sci, Genome & Drug Discovery Ctr, Chiba 2788510, Japan

[2] Tokyo Univ Sci, Fac Pharmaceut Sci, Chiba 2788510, Japan

[3] Tokyo Univ Sci, Dept Appl Biol Sci, Chiba 2788510, Japan

来源：

SYNTHESIS-STUTTGART | 2008年 / 23卷 / 23期

关键词：

alkaloids; natural products; indoles; amino acids; antibiotics;

D O I：

10.1055/s-0028-1083634

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Neoechinulin A isolated from Eurotium rubrum showed cytoprotection activity against peroxynitrite generated from SIN-1 [3-(4-morpholinyl)sydnonimine hydrochloride] in PC12 cells. As we are interested in this biological activity, we synthesized neoechinulin A and its derivatives. In this article, we fully report the isolation of natural neoechinulin A and B, a total synthesis of (-)-neoechinulin A, and determination of the absolute configuration of natural neoechinulin A. In addition, we describe herein syntheses of neoechinulin A derivatives, including a biotinylated neoechinulin A derivative, which will be useful for identification of the binding proteins of neoechinulin A.

引用

页码：3810 / 3818

页数：9

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