Scaffold hopping in the rational design of novel HIV-1 non-nucleoside reverse transcriptase inhibitors

被引：50

作者：

O'Meara, Jeff A. ^{[1
]}

Jakalian, Araz ^{[1
]}

LaPlante, Steven ^{[1
]}

Bonneau, Pierre R. ^{[1
]}

Coulombe, Rene ^{[1
]}

Faucher, Anne-Marie ^{[1
]}

Guse, Ingrid ^{[1
]}

Landry, Serge ^{[1
]}

Racine, Jennifer ^{[1
]}

Simoneau, Bruno ^{[1
]}

Thavonekham, Bounkham ^{[1
]}

Yoakim, Christiane ^{[1
]}

机构：

[1] Boehringer Ingelheim Ltd, Res & Dev, Laval, PQ H7S 2G5, Canada

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2007年 / 17卷 / 12期

关键词：

NNRTI; scaffold hopping; tertiary amide; tertiary carbamate; thio-tetrazole; tetrazole thioacetanilide;

D O I：

10.1016/j.bmcl.2007.03.097

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

High-throughput screening hit 1 was identified as a potent, broad-spectrum, non-nucleoside reverse transcriptase inhibitor (NNRTI) of HIV-1 replication. Analysis of the bound conformation of analogs of this inhibitor via molecular modeling and NMR contributed to the design of novel tertiary amide, carbamate, and thiocarbamate based NNRTIs. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：3362 / 3366

页数：5

共 12 条

[1]

BROWN N, 2006, MINI-REV MED CHEM, V11, P127

[2] Tri-substituted triazoles as potent non-nucleoside inhibitors of the HIV-1 reverse transcriptase [J].

De La Rosa, Martha ;

Kim, Hong Woo ;

Gunic, Esmir ;

Jenket, Cheryl ;

Boyle, Uyen ;

Koh, Yung-hyo ;

Korboukh, Ilia ;

Allan, Matthew ;

Zhang, Weijian ;

Chen, Huanming ;

Xu, Wen ;

Nilar, Shahul ;

Yao, Nanhua ;

Hamatake, Robert ;

Lang, Stanley A. ;

Hong, Zhi ;

Zhang, Zhijun ;

Girardet, Jean-Luc .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (17) :4444-4449

[3]

Girardet JL, 2004, Non-nucleoside reverse transcriptase inhibitors, Patent No. [WO 2004030611, 2004030611]

[4]

Girardet JL, 2006, S-Triazolyl-mercaptoacetanildes as inhibitors of HIV reverse transcriptase, Patent No. [WO 2006026356, 2006026356]

[5]

HE Y, 2006, BIOORG MED CHEM LETT, V16, P4174

[6]

Koch U, 2006, Patent, Patent No. [WO 2006037468, 2006037468]

[7] Tetrazole thioacetanilides: Potent non-nucleoside inhibitors of WT HIV reverse transcriptase and its K103N mutant [J].

Muraglia, E ;

Kinzel, OD ;

Laufer, R ;

Miller, MD ;

Moyer, G ;

Munshi, V ;

Orvieto, F ;

Palumbi, MC ;

Pescatore, G ;

Rowley, M ;

Williarns, PD ;

Summa, V .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (10) :2748-2752

[8]

Pelemans H, 2000, MOL PHARMACOL, V57, P954

[9]

Shaw-Reid CA, 2005, HIV reverse transcriptase inhibitors, Patent No. [WO 2005115147, 2005115147]

[10]

SIMONEAU B, 2004, Patent No. 2004050642

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