Synthesis and Antiviral Activity of N-Phenylbenzamide Derivatives, a Novel Class of Enterovirus 71 Inhibitors

被引:21
作者
Ji, Xing-Yue
Wang, Hui-Qiang
Hao, Lan-Hu
He, Wei-Ying
Gao, Rong-Mei
Li, Yan-Ping [1 ]
Li, Yu-Huan
Jiang, Jian-Dong
Li, Zhuo-Rong
机构
[1] Chinese Acad Med Sci, Inst Med Biotechnol, Beijing 100050, Peoples R China
基金
中国国家自然科学基金;
关键词
synthesis; EV; 71; N-phenylbenzamide; OUTBREAK; DISEASE;
D O I
10.3390/molecules18033630
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 novel N-phenylbenzamide derivatives were synthesized and their anti-EV 71 activities were assayed in vitro. Among the compounds tested, 3-amino-N-(4-bromophenyl)-4-methoxybenzamide (1e) was active against the EV 71 strains tested at low micromolar concentrations, with IC50 values ranging from 5.7 +/- 0.8-12 +/- 1.2 mu M, and its cytotoxicity to Vero cells (TC50 = 620 +/- 0.0 mu M) was far lower than that of pirodavir (TC50 = 31 +/- 2.2 mu M). Based on these results, compound 1e is a promising lead compound for the development of anti-EV 71 drugs.
引用
收藏
页码:3630 / 3640
页数:11
相关论文
共 12 条
[1]   INVITRO ACTIVITY OF PIRODAVIR (R-77975), A SUBSTITUTED PHENOXY-PYRIDAZINAMINE WITH BROAD-SPECTRUM ANTIPICORNAVIRAL ACTIVITY [J].
ANDRIES, K ;
DEWINDT, B ;
SNOEKS, J ;
WILLEBRORDS, R ;
VANEEMEREN, K ;
STOKBROEKX, R ;
JANSSEN, PAJ .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1992, 36 (01) :100-107
[2]   Molecular epidemiology and evolution of enterovirus 71 strains isolated from 1970 to 1998 [J].
Brown, BA ;
Oberste, MS ;
Alexander, JP ;
Kennett, ML ;
Pallansch, MA .
JOURNAL OF VIROLOGY, 1999, 73 (12) :9969-9975
[3]   Synthesis and antiviral activity of substituted bisaryl amide compounds as novel influenza virus inhibitors [J].
Hao, Lan-hu ;
Li, Yan-ping ;
He, Wei-ying ;
Wang, Hui-qiang ;
Shan, Guang-zhi ;
Jiang, Jian-dong ;
Li, Yu-huan ;
Li, Zhuo-rong .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2012, 55 :117-124
[4]   The circulation of subgenogroups B5 and C5 of enterovirus 71 in Taiwan from 2006 to 2007 [J].
Huang, Yuan-Pin ;
Lin, Tsuey-Li ;
Kuo, Chuan-Yi ;
Lin, Miao-Wen ;
Yao, Ching-Yuan ;
Liao, Hui-Wen ;
Hsu, Li-Ching ;
Yang, Chen-Fu ;
Yang, Jyh-Yuan ;
Chen, Pei-Jer ;
Wu, Ho-Sheng .
VIRUS RESEARCH, 2008, 137 (02) :206-212
[5]   Chemical synthesis of natural product peptides: Coupling methods for the incorporation of noncoded amino acids into peptides [J].
Humphrey, JM ;
Chamberlin, AR .
CHEMICAL REVIEWS, 1997, 97 (06) :2243-2266
[6]   Diseases Caused by Enterovirus 71 Infection [J].
Lee, Ta-Chung ;
Guo, How-Ran ;
Su, Huey-Jen Jenny ;
Yang, Yi-Ching ;
Chang, Hsiao-Ling ;
Chen, Kow-Tong .
PEDIATRIC INFECTIOUS DISEASE JOURNAL, 2009, 28 (10) :904-910
[7]   MONOPLEGIA CAUSED BY ENTEROVIRUS 71 - AN OUTBREAK IN HONG-KONG [J].
SAMUDA, GM ;
CHANG, WK ;
YEUNG, CY ;
TANG, PS .
PEDIATRIC INFECTIOUS DISEASE JOURNAL, 1987, 6 (02) :206-208
[8]   APPARENTLY NEW ENTEROVIRUS ISOLATED FROM PATIENTS WITH DISEASE OF CENTRAL NERVOUS-SYSTEM [J].
SCHMIDT, NJ ;
LENNETTE, EH ;
HO, HH .
JOURNAL OF INFECTIOUS DISEASES, 1974, 129 (03) :304-309
[9]   Genetic analysis of enterovirus 71 isolated from fatal and non-fatal cases of hand, foot and mouth disease during an epidemic in Taiwan, 1998 [J].
Shih, SR ;
Ho, MS ;
Lin, KH ;
Wu, SL ;
Chen, YT ;
Wu, CN ;
Lin, TY ;
Chang, LY ;
Tsao, KC ;
Ning, HC ;
Chang, PY ;
Jung, SM ;
Hsueh, C ;
Chang, KS .
VIRUS RESEARCH, 2000, 68 (02) :127-136
[10]   Direct detection of enterovirus 71 (EV71) in clinical specimens from a hand, foot, and mouth disease outbreak in Singapore by reverse transcription-PCR with universal enterovirus and EV71-specific primers [J].
Singh, S ;
Chow, VTK ;
Phoon, MC ;
Chan, KP ;
Poh, CL .
JOURNAL OF CLINICAL MICROBIOLOGY, 2002, 40 (08) :2823-2827