Intermolecular interactions in the crystal structures of potential HIV-1 integrase inhibitors

被引：20

作者：

Majerz-Maniecka, K

Musiol, R

Nitek, W

Oleksyn, BJ

Mouscadet, JF

Le Bret, M

Polanski, J

机构：

[1] Jagiellonian Univ, Fac Chem, PL-30060 Krakow, Poland

[2] Silesian Univ, Inst Chem, CNRS, UMR 8532, PL-40007 Katowice, Poland

[3] Ecole Normale Super, LBPA, F-94235 Cachan, France

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2006年 / 16卷 / 04期

关键词：

crystal structure; HIV-1 integrase inhibitor; quinoline;

D O I：

10.1016/j.bmcl.2005.10.083

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

2-[(2.5-dichloro-4-nitro-phenylamino)-methoxy-methyl]-8-hydroxy-quinoline 1 and 2-methyl-quinoline-5,8-dione-5-oxime 2 were obtained as potential HIV-1 integrase inhibitors and analyzed by X-ray crystallography. Semiempirical theoretical calculations of energy preferred conformations were also carried out. The crystal structures of both compounds are stabilized via hydrogen bonds and pi-pi stacking interactions. The planarity of compound 1 is caused by intramolecular hydrogen bonds. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：1005 / 1009

页数：5