Novel 4-Thiazolidinones as Non-Nucleoside Inhibitors of Hepatitis C Virus NS5B RNA-Dependent RNA Polymerase

被引：31

作者：

Cakir, Gizem ^{[1
]}

Kucukguzel, Ilkay ^{[1
]}

Guhamazumder, Rupa ^{[2
]}

Tatar, Esra ^{[1
]}

Manvar, Dinesh ^{[2
]}

Basu, Amartya ^{[2
]}

Patel, Bhargav A. ^{[3
]}

Zia, Javairia ^{[2
]}

Talele, Tanaji T. ^{[3
]}

Kaushik-Basu, Neerja ^{[2
]}

机构：

[1] Marmara Univ, Dept Pharmaceut Chem, Fac Pharm, TR-34668 Istanbul, Turkey

[2] State Univ New Jersey, New Jersey Med Sch, Dept Biochem & Mol Biol, Newark, NJ USA

[3] St Johns Univ, Coll Pharm & Hlth Sci, Dept Pharmaceut Sci, Queens, NY USA

来源：

ARCHIV DER PHARMAZIE | 2015年 / 348卷 / 01期

关键词：

Antiviral agents; Hepatitis C; HCV NS5B polymerase; Molecular modeling; 4-Thiazolidinones; ANTIMICROBIAL ACTIVITY; BIOLOGICAL EVALUATION; DESIGN; THIOSEMICARBAZONES; PHARMACOPHORE; DERIVATIVES; THIAZOLIDINONES; IDENTIFICATION; RESISTANCE; DISCOVERY;

D O I：

10.1002/ardp.201400247

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

In continuation of our efforts to develop new derivatives as hepatitis C virus (HCV) NS5B inhibitors, we synthesized novel 5-arylidene-4-thiazolidinones. The novel compounds 29-42, together with their synthetic precursors 22-28, were tested for HCV NS5B inhibitory activity; 12 of these compounds displayed IC50 values between 25.3 and 54.1 mu M. Compound 33, an arylidene derivative, was found to be the most active compound in this series with an IC50 value of 25.3 mu M. Molecular docking studies were performed on the thumb pocket-II of NS5B to postulate the binding mode for these compounds.

引用

页码：10 / 22

页数：13

共 50 条

[1] Nucleoside, Nucleotide, and Non-Nucleoside Inhibitors of Hepatitis C Virus NS5B RNA-Dependent RNA-Polymerase
Sofia, Michael J.
Chang, Wonsuk
Furman, Phillip A.
Mosley, Ralph T.
Ross, Bruce S.
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2012, 55 (06) : 2481 - 2531
[2] Inhibitors of the Hepatitis C Virus RNA-Dependent RNA Polymerase NS5B
Powdrill, Megan H.
Bernatchez, Jean A.
Goette, Matthias
[J]. VIRUSES-BASEL, 2010, 2 (10): : 2169 - 2195
[3] 4-Thiazolidinones: a novel class of hepatitis C virus NS5B polymerase inhibitors
Kaushik-Basu, Neerja
Bopda-Waffo, Alain
Talele, Tanaji T.
Basu, Amartya
Chen, Ye
Kucukguzel, S. Guniz
[J]. FRONTIERS IN BIOSCIENCE, 2008, 13 : 3857 - 3868
[4] Inhibitors of the hepatitis C virus NS5b RNA-dependent RNA polymerase.
Beaulieu, PL
Austel, V
Bös, M
Bousquet, Y
Fazal, G
Gauthier, J
Gillard, J
Goulet, S
LaPlante, S
Poupart, MA
Lamarre, D
Lefebvre, S
McKercher, G
Marquis, M
Pause, A
Pellerin, C
Kukolj, G
[J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2003, 226 : U4 - U4
[5] Hepatitis C virus RNA-dependent RNA polymerase (NS5B polymerase)
Hagedorn, CH
van Beers, EH
De Staercke, C
[J]. HEPATITIS C VIRUSES, 2000, 242 : 225 - 260
[6] Nucleoside, Nucleotide, and Non-Nucleoside Inhibitors of Hepatitis C Virus NS5B RNA-Dependent RNA-Polymerase (vol 55, pg 2481, 2012)
Sofia, Michael J.
Chang, Wonsuk
Furman, Phillip A.
Mosley, Ralph T.
Ross, Bruce S.
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2017, 60 (07) : 3219 - 3219
[7] New non-nucleoside inhibitors of hepatitis C virus RNA-dependent RNA polymerase
Ivanov, AV
Kozlov, MV
Kuzyakin, AO
Kostyuk, DO
Tunitskaya, VL
Kochetkov, SN
[J]. BIOCHEMISTRY-MOSCOW, 2004, 69 (07) : 782 - 788
[8] New Non-nucleoside Inhibitors of Hepatitis C Virus RNA-Dependent RNA Polymerase
A. V. Ivanov
M. V. Kozlov
A. O. Kuzyakin
D. A. Kostyuk
V. L. Tunitskaya
S. N. Kochetkov
[J]. Biochemistry (Moscow), 2004, 69 : 782 - 788
[9] Non-nucleoside Inhibitors of Zika Virus RNA-Dependent RNA Polymerase
Gharbi-Ayachi, Aicha
Santhanakrishnan, Sridhar
Wong, Yee Hwa
Chan, Kitti W. K.
Tan, Siok Thing
Bates, Roderick W.
Vasudevan, Subhash G.
El Sahili, Abbas
Lescar, Julien
[J]. JOURNAL OF VIROLOGY, 2020, 94 (21)
[10] Recent advances on the synthesis of hepatitis C virus NS5B RNA-dependent RNA-polymerase inhibitors
Zhao, Can
Wang, Yinhu
Ma, Shutao
[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 102 : 188 - 214

← 1 2 3 4 5 →