Tuning and predicting biological affinity: aryl nitriles as cysteine protease inhibitors

被引：45

作者：

Ehmke, Veronika ^{[1
]}

Quinsaat, Jose Enrico Q. ^{[1
]}

Rivera-Fuentes, Pablo ^{[1
]}

Heindl, Cornelia ^{[2
]}

Freymond, Celine ^{[3
,4
,5
]}

Rottmann, Matthias ^{[3
,4
,5
]}

Brun, Reto ^{[3
,4
,5
]}

Schirmeister, Tanja ^{[2
]}

Diederich, Francois ^{[1
]}

机构：

[1] ETH, Organ Chem Lab, HCI, CH-8093 Zurich, Switzerland

[2] Univ Wurzburg, Inst Pharm & Food Chem, D-97074 Wurzburg, Germany

[3] Swiss Trop & Publ Hlth Inst, CH-4002 Basel, Switzerland

[4] Univ Basel, CH-4003 Basel, Switzerland

[5] Johannes Gutenberg Univ Mainz, Inst Pharm & Biochem, D-55128 Mainz, Germany

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 30期

基金：

瑞士国家科学基金会;

关键词：

ALDEHYDES; ROLES;

D O I：

10.1039/c2ob00034b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of aryl nitrile-based ligands were prepared to investigate the effect of their electrophilicity on the affinity against the cysteine proteases rhodesain and human cathepsin L. Density functional theory calculations provided relative reactivities of the nitriles, enabling prediction of their biological affinity and cytotoxicity and a clear structure-activity relationship.

引用

页码：5764 / 5768

页数：5

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