1,6-Bis[(benzyloxy)methyl]uracil derivatives-Novel antivirals with activity against HIV-1 and influenza H1N1 virus

被引：10
作者：
Geisman, Alexander N. [1 ]
Valuev-Elliston, Vladimir T. [2 ]
Ozerov, Alexander A. [1 ]
Khandazhinskaya, Anastasia L. [2 ]
Chizhov, Alexander O. [3 ]
Kochetkov, Sergey N. [2 ]
Pannecouque, Christophe [4 ]
Naesens, Lieve [4 ]
Seley-Radtke, Katherine L. [5 ]
Novikov, Mikhail S. [1 ]
机构：
[1] Volgograd State Med Univ, Dept Pharmaceut & Toxicol Chem, Pavshikh Bortsov Sq 1, Volgograd 400131, Russia
[2] Russian Acad Sci, Engelhardt Inst Mol Biol, Vavilov Str 32, Moscow 119991, Russia
[3] Russian Acad Sci, Zelinsky Inst Organ Chem, Leninsky Pr 47, Moscow 119991, Russia
[4] Katholieke Univ Leuven, Rega Inst Med Res, Lab Virol & Chemotherapy, Dept Microbiol & Immunol, Minderbroedersstr 10, B-3000 Leuven, Belgium
[5] Univ Maryland Baltimore Cty, Dept Chem & Biochem, 1000 Hilltop Circle, Baltimore, MD 21250 USA
来源：
BIOORGANIC & MEDICINAL CHEMISTRY | 2016年 / 24卷 / 11期
基金：
俄罗斯基础研究基金会;
关键词：
Uracil; Non-nucleoside reverse transcriptase inhibitors; NNRTIs; HIV; Influenza virus; REVERSE-TRANSCRIPTASE INHIBITORS; HUMAN-IMMUNODEFICIENCY-VIRUS; NONNUCLEOSIDE INHIBITORS; CONFORMATIONAL-CHANGES; DRUG-RESISTANCE; WILD-TYPE; ANGSTROM RESOLUTION; COLORIMETRIC ASSAY; CRYSTAL-STRUCTURES; MUTANT STRAINS;
D O I：
10.1016/j.bmc.2016.04.010
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 series of 1,6-bis[(benzyloxy)methyl]uracil derivatives combining structural features of both diphenyl ether and pyridone types of NNRTIs were synthesized. Target compounds were found to inhibit HIV-1 reverse transcriptase at micro- and submicromolar levels of concentrations and exhibited anti-HIV-1 activity in MT-4 cell culture, demonstrating resistance profile similar to first generation NNRTIs. The synthesized compounds also showed profound activity against influenza virus (H1N1) in MDCK cell culture without detectable cytotoxicity. The lead compound of this assay appeared to exceed rimantadine, amantadine, ribavirin and oseltamivir carboxylate in activity. The mechanism of action of 1,6-bis[(benzyloxy) methyl]uracils against influenza virus is currently under investigation. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2476 / 2485
页数：10
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