Synthesis, Biological Evaluation, and Structure-Activity Relationships of 2[2-(Benzoylamino)benzoylamino]benzoic Acid Analogues as Inhibitors of Adenovirus Replication

被引：23

作者：

Oberg, Christopher T. ^{[1
,3
]}

Strand, Marten ^{[2
,3
]}

Andersson, Emma K. ^{[2
,3
]}

Edlund, Karin ^{[2
,3
]}

Nam Phuong Nguyen Tran ^{[1
,3
]}

Mei, Ya-Fang ^{[2
,3
]}

Wadell, Goran ^{[2
,3
,4
]}

Elofsson, Mikael ^{[1
,3
,4
]}

机构：

[1] Umea Univ, Dept Chem, SE-90187 Umea, Sweden

[2] Umea Univ, Dept Clin Microbiol, SE-90185 Umea, Sweden

[3] Umea Univ, Umea Ctr Microbial Res, SE-90187 Umea, Sweden

[4] Umea Univ, Labs Mol Infect Med Sweden, SE-90187 Umea, Sweden

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 2012年 / 55卷 / 07期

基金：

瑞典研究理事会;

关键词：

STEM-CELL TRANSPLANTATION; IMMUNOCOMPROMISED HOST; FORMAZAN ASSAY; INFECTION; PCR; RECIPIENTS; REDUCTION; CIDOFOVIR;

D O I：

10.1021/jm201636v

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

2[2-Benzoylamino)benzoylamino]benzoic acid (1) was previously identified as a potent and nontoxic antiadenoviral compound (Antimicrob. Agents Chemother. 2010, 54, 3871). Here, the potency of 1 was improved over three generations of compounds. We found that the ortho, ortho substituent pattern and the presence of the carboxylic acid of 1 are favorable for this class of compounds and that the direction of the amide bonds (as in 1) is obligatory. Some variability in the N-terminal moiety was tolerated, but benzamides appear to be preferred. The substituents on the middle and C-terminal rings were varied, resulting in two potent inhibitors, 35g and 35j, with EC50 = 0.6 mu M and low cell toxicity.

引用

页码：3170 / 3181

页数：12