Efficient Synthesis of Modular Amino Acid Derivatives Containing Selenium with Pronounced GPx-Like Activity

被引:54
作者
Alberto, Eduardo E. [1 ]
Soares, Letiere C. [1 ]
Sudati, Jessie H. [1 ]
Borges, Antonio C. A. [2 ]
Rocha, Joao B. T. [1 ]
Braga, Antonio. L. [1 ,3 ]
机构
[1] Univ Fed Santa Maria, Dept Quim, BR-97105900 Santa Maria, RS, Brazil
[2] Univ Fed Rio Grande do Sul, Inst Quim, Porto Alegre, RS, Brazil
[3] Univ Fed Santa Catarina, Dept Quim, Florianopolis, SC, Brazil
关键词
Selenium; Amino acids; Biological activity; Chalcogens; RING-OPENING REACTION; GLUTATHIONE-PEROXIDASE; ENANTIOSELECTIVE ADDITION; SELENOCYSTEINE DERIVATIVES; STRAIGHTFORWARD SYNTHESIS; ORGANOSELENIUM COMPOUNDS; CONTAINING OXAZOLINES; ANTIOXIDANT ACTIVITY; DIARYL DISELENIDES; DIETHYLZINC;
D O I
10.1002/ejoc.200900485
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New chiral selenide- and diselenide amino acid derivatives have been synthesized. By a simple and efficient two-step route, these new compounds were obtained from inexpensive and commercially available L-ammo acids. The products, with a highly modular character, were obtained in good to excellent yields. Selected examples were also efficiently used as GPx mimics, catalyzing the reduction of H2O2 to water at the expense of PhSH. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
引用
收藏
页码:4211 / 4214
页数:4
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