Dual inhibition of HCV and HIV by ring-expanded nucleosides containing the 5: 7-fused imidazo[4,5-e][1,3] diazepine ring system. In vitro results and implications

被引：17
|
作者：
Zhang, Ning [1 ]
Zhang, Peng [1 ]
Baier, Andrea [2 ]
Cova, Lucyna [3 ]
Hosmane, Ramachandra S. [1 ]
机构：
[1] Univ Maryland Baltimore Cty, Dept Chem & Biochem, Lab Drug Design & Synth, Baltimore, MD 21250 USA
[2] John Paul II Catholic Univ Lublin, Dept Mol Biol, Lublin, Poland
[3] INSERM, U871, F-69003 Lyon 03, France
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2014年 / 24卷 / 04期
基金：
美国国家卫生研究院;
关键词：
Ring-expanded nucleosides; Imidazo[4,5-e][1,3] diazepines; Organic synthesis; Antiviral compounds; In vitro screening; Hepatitis C virus (HCV); Human immunodeficiency virus (HIV); Dual inhibitors of HCV and HIV; Inhibition of HCV NTPase/helicase; Inhibition of RNA helicase DDX3; HEPATITIS-C VIRUS; HUMAN-IMMUNODEFICIENCY-VIRUS; WEST-NILE VIRUS; INFECTED PATIENTS; HIV/HCV COINFECTION; FAT NUCLEOSIDE; LIVER FIBROSIS; RNA HELICASE; INTERFERON; UPDATE;
D O I：
10.1016/j.bmcl.2013.12.121
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Examples of ring-expanded nucleosides (RENs), represented by general structures 1 and 2, exhibited dual anti-HCV and anti-HIV activities in both cell culture systems and the respective target enzyme assays, including HCV NTPase/helicase and human RNA helicase DDX3. Since HCV is a leading co-infection in late stage HIV AIDS patients, often leading to liver cirrhosis and death, the observed dual inhibition of HCV and HIV by the target nucleoside analogues has potentially beneficial implications in treating HIV patients infected with HCV. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1154 / 1157
页数：4
相关论文
共 41 条
  • [1] Potent in vitro anticancer activities of ring-expanded ("fat") nucleosides containing the imidazo[4,5-E][1,3]diazepine ring system
    Gill, JK
    Wang, LJ
    Bretner, M
    Newman, R
    Kyprianou, N
    Hosmane, RS
    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2001, 20 (4-7): : 1043 - 1045
  • [2] Synthesis of several ring-expanded nucleoside analogs containing the imidazo[4,5-e][1,3]diazepine ring system.
    Zhang, N
    Hosmane, RS
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 220 : U61 - U61
  • [3] Synthesis and potent anticancer activity of a series of ring-expanded heterocyclic bases, nuleosides, and nucleotides containing the 5:7-fused imidazo[4,5-e][1,3]diazepine ring system
    Xie, Min
    Hosmane, Ramachandra S.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 238
  • [4] Synthesis of ring-expanded heterocyclic bases, nucleosides, and nucleotides containing the 5:7-fused imidazo[4,5-e][1,4]diazepine ring system as potential antiviral compounds against flaviviridae
    Shukla, Brahmi
    Hosmane, Ramachandra
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2009, 238
  • [5] In vitro inhibition of the measles virus by novel ring-expanded ('fat') nucleoside analogues containing the imidazo[4,5-e][1,3]diazepine ring system
    Zhang, N
    Chen, HM
    Sood, R
    Kalicharran, K
    Fattom, AI
    Naso, RB
    Barnard, DL
    Sidwell, RW
    Hosmane, RS
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (23) : 3391 - 3394
  • [6] THE SYNTHESIS OF NOVEL REGIOISOMERIC RING-EXPANDED XANTHINE NUCLEOSIDES CONTAINING THE 5/7-FUSED IMIDAZO[4,5-E][1,2,4]TRIAZEPINE RING-SYSTEM
    BHADTI, VS
    BHAN, A
    HOSMANE, RS
    HULCE, M
    NUCLEOSIDES & NUCLEOTIDES, 1992, 11 (06): : 1137 - 1149
  • [7] Synthesis and biological activity of a series of ring-expanded heterocyclic bases containing the 5:7-fused imidazo[4,5-e][1,3]diazepine ring system as potent anti-cancer agents
    Xie, Min
    Ramanchandra, Hosmane S.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
  • [8] Synthesis and in vitro anti-HCV screening of a series of ring-expanded ("fat") nucleosides containing the imidazo[4,5-e][1,3]diazepine-4,8-dione ring system
    Zhang, Peng
    Hosmane, Ramachandra S.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 230 : U2602 - U2602
  • [9] REACTIONS OF RING-EXPANDED XANTHINES CONTAINING THE IMIDAZO[4,5-E][1,4]DIAZEPINE RING-SYSTEM
    BHAN, A
    HOSMANE, RS
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1993, 30 (05) : 1453 - 1462
  • [10] THE SYNTHESIS AND BIOPHYSICAL INVESTIGATIONS OF NOVEL RING-EXPANDED NUCLEOSIDES, NUCLEOTIDES, AND HOMOPOLYMERS CONTAINING THE 5-7-FUSED HETEROCYCLIC RING-SYSTEM IMIDAZO[4,5-E][1,4]DIAZEPINE
    HOSMANE, RS
    BHAN, A
    KARPEL, RL
    SIRIWARDANE, U
    HOSMANE, NS
    JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (23): : 5882 - 5890
12345