Novel fullerene derivatives as dual inhibitors of Hepatitis C virus NS5B polymerase and NS3/4A protease

被引：28

作者：

Kataoka, Hiroki ^{[1
]}

Ohe, Tomoyuki ^{[1
]}

Takahashi, Kyoko ^{[1
]}

Nakamura, Shigeo ^{[2
]}

Mashino, Tadahiko ^{[1
]}

机构：

[1] Keio Univ, Fac Pharm, Dept Pharmaceut Sci, Minato Ku, 1-5-30 Shibakoen, Tokyo, Japan

[2] Nippon Med Sch, Dept Chem, 1-7-1 Kyonan Cho, Musashino, Tokyo, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2016年 / 26卷 / 19期

关键词：

Fullerene; Hepatitis C virus (HCV); NS3/4A protease; NS5B polymerase; REVERSE TRANSCRIPTASE INHIBITION; C-60;

D O I：

10.1016/j.bmcl.2016.08.086

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

We evaluated the Hepatitis C virus (HCV) NS5B polymerase and HCV NS3/4A protease inhibition activities of a new set of proline-type fullerene derivatives. All of the compounds had the potential to inhibit both the enzymes, indicating that the fullerene derivatives may be dual inhibitors against NS5B and NS3/4A and could be novel lead compounds for the treatment of HCV infections. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：4565 / 4567

页数：3

共 15 条

[1] Chiral 1,4-morpholine-2,5-diones. Synthesis and evaluation as glucosidase inhibitors [J].

Arcelli, A ;

Balducci, D ;

Grandi, A ;

Porzi, G ;

Sandri, M ;

Sandri, S .

MONATSHEFTE FUR CHEMIE, 2004, 135 (08) :951-958

[2] Antimycobacterial activity of ionic fullerene derivatives [J].

Bosi, S ;

Da Ros, T ;

Castellano, S ;

Banfi, E ;

Prato, M .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2000, 10 (10) :1043-1045

[3] ISOLATION OF A CDNA CLONE DERIVED FROM A BLOOD-BORNE NON-A, NON-B VIRAL-HEPATITIS GENOME [J].

CHOO, QL ;

KUO, G ;

WEINER, AJ ;

OVERBY, LR ;

BRADLEY, DW ;

HOUGHTON, M .

SCIENCE, 1989, 244 (4902) :359-362

[4] An efficient approach to chiral fullerene derivatives by catalytic enantioselective 1,3-dipolar cycloadditions [J].

Filippone, Salvatore ;

Maroto, Enrique E. ;

Martin-Domenech, Angel ;

Suarez, Margarita ;

Martin, Nazario .

NATURE CHEMISTRY, 2009, 1 (07) :578-582

[5] Optimizing the binding of fullerene inhibitors of the HIV-1 protease through predicted increases in hydrophobic desolvation [J].

Friedman, SH ;

Ganapathi, PS ;

Rubin, Y ;

Kenyon, GL .

JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (13) :2424-2429

[6] C-60 - BUCKMINSTERFULLERENE [J].

KROTO, HW ;

HEATH, JR ;

OBRIEN, SC ;

CURL, RF ;

SMALLEY, RE .

NATURE, 1985, 318 (6042) :162-163

[7] ADDITION OF AZOMETHINE YLIDES TO C-60 - SYNTHESIS, CHARACTERIZATION, AND FUNCTIONALIZATION OF FULLERENE PYRROLIDINES [J].

MAGGINI, M ;

SCORRANO, G ;

PRATO, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (21) :9798-9799

[8] Human immunodeficiency virus-reverse transcriptase inhibition and hepatitis C virus RNA-dependent RNA polymerase inhibition activities of fullerene derivatives [J].

Mashino, T ;

Shimotohno, K ;

Ikegami, N ;

Nishikawa, D ;

Okuda, K ;

Takahashi, K ;

Nakamura, S ;

Mochizuki, M .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (04) :1107-1109

[9] Antibacterial and antiproliferative activity of cationic fullerene derivatives [J].

Mashino, T ;

Nishikawa, D ;

Takahashi, K ;

Usui, N ;

Yamori, T ;

Seki, M ;

Endo, T ;

Mochizuki, M .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (24) :4395-4397

[10]

MATHIAS LJ, 1979, SYNTHESIS-STUTTGART, P561

← 1 2 →