Synthesis of benzamide derivatives and their evaluation as antiprion agents

被引：11

作者：

Fiorino, Ferdinando ^{[1
]}

Eiden, Martin ^{[2
]}

Giese, Armin ^{[3
]}

Severino, Beatrice ^{[1
]}

Esposito, Antonella ^{[1
]}

Groschup, Martin H. ^{[2
]}

Perissutti, Elisa ^{[1
]}

Magli, Elisa ^{[1
]}

Incisivo, Giuseppina Maria ^{[1
]}

Ciano, Antonio ^{[1
]}

Frecentese, Francesco ^{[1
]}

Kretzschmar, Hans A. ^{[3
]}

Wagner, Jens ^{[3
]}

Santagada, Vincenzo ^{[1
]}

Caliendo, Giuseppe ^{[1
]}

机构：

[1] Univ Naples Federico II, Dipartimento Chim Farmaceut & Tossicol, I-80131 Naples, Italy

[2] Friedrich Loeffler Inst, Inst Novel & Emerging Infect Dis, D-17493 Greifswald, Germany

[3] Univ Munich, Zentrum Neuropathol & Prionforsch, D-81377 Munich, Germany

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2012年 / 20卷 / 16期

关键词：

Synthesis; Benzamide derivatives; Antiprion agents; SIFT assay; Cell based antiprion activity; PRION PROTEIN; DISEASES; DAMAGE;

D O I：

10.1016/j.bmc.2012.06.026

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A new set of 5-(2-(pyrrolidin-1-yl)acetamido)-N-butyl-2-(substituted) benzamide and 5-(2-(piperidin-1-yl)acetamido)-N-butyl-2-(substituted) benzamide derivatives were synthesized in which as structural features the 2-(1-pyrrolidinyl)- or 2-(1-piperidyl) acetylamino group or a diphenylether moiety are associated to a benzamide scaffold. Their binding affinity for human PrPC and inhibition of its conversion into PrPSc were determined in vitro; moreover, the antiprion activity was assayed by inhibition of PrPSc accumulation in scrapie-infected mouse neuroblastoma cells (ScN2a) and scrapie mouse brain (SMB) cells. The results clearly indicate the benzamide derivatives as attractive lead compounds for the development of potential therapeutic agents against prion disease. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：5001 / 5011

页数：11

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