Anti HIV-1 agents 5: Synthesis and anti-HIV-1 activity of some N-arylsulfonyl-3-acetylindoles in vitro

被引：35
|
作者：
Ran, Jun-Qiang [1 ]
Huang, Ning [2 ]
Xu, Hui [1 ]
Yang, Liu-Meng [2 ]
Lv, Min [1 ]
Zheng, Yong-Tang [2 ]
机构：
[1] NW A&F Univ, Coll Sci, Lab Pharmaceut Design & Synth, Yangling 712100, Peoples R China
[2] Chinese Acad Sci, Kunming Inst Zool, Key Lab Anim Models & Human Dis Mech Chinese Acad, Kunming 650223, Peoples R China
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2010年 / 20卷 / 12期
关键词：
N-Arylsulfonyl-3-acetylindole; Acquired immune-deficiency syndrome; Human immunodeficiency virus-1; Inhibitor;
D O I：
10.1016/j.bmcl.2010.04.132
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
In continuation of our program aimed at the discovery and development of compounds with superior anti-human immunodeficiency virus type 1 (HIV-1) activity, 21N-arylsulfonyl-3-acetylindole analogs (2a-u) were synthesized and preliminarily evaluated as HIV-1 inhibitors in vitro. Among of all the analogs, several compounds exhibited significant anti-HIV-1 activity, especially N-phenylsulfonyl-3-acetyl-6-methylindole (2j) and N-(p-ethyl)phenylsulfonyl-3-acetyl-6-methylindole (2n) showed the most potent anti-HIV-1 activity with EC50 values of 0.36 and 0.13 mu g/mL, and TI values of >555.55 and 791.85, respectively. It demonstrated that introduction of the acetyl group at the 3-position of N-arylsulfonyl-6-methylindoles could generally lead to the more potent analogs. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3534 / 3536
页数：3
相关论文
共 50 条
  • [1] Synthesis and in vitro anti-HIV-1 evaluation of some N-arylsulfonyl-3-formylindoles
    Che, Zhiping
    Tian, Yuee
    Liu, Shengming
    Hu, Mei
    Chen, Genqiang
    BRAZILIAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2018, 54 (03)
  • [2] Synthesis and in vitro anti-HIV-1 activity of a series of N-arylsulfonyl-3-propionylindoles
    Che, Zhiping
    Tian, Yuee
    Hu, Zhenjie
    Chen, Yingwu
    Liu, Shengming
    Chen, Genqiang
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION C-A JOURNAL OF BIOSCIENCES, 2016, 71 (5-6): : 105 - 109
  • [3] Anti Human Immunodeficiency Virus-1 (HIV-1) Agents 3. Synthesis and in Vitro Anti-HIV-1 Activity of Some N-Arylsulfonylindoles
    Fan, Ling-Ling
    Liu, Wu-Qing
    Xu, Hui
    Yang, Liu-Meng
    Lv, Min
    Zheng, Yong-Tang
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2009, 57 (08) : 797 - 800
  • [4] Anti HIV-1 Agents 6. Synthesis and Anti-HIV-1 Activity of Indolyl Glyoxamides
    Wang, Yi
    Huang, Ning
    Yu, Xiang
    Yang, Liu-Meng
    Zhi, Xiao-Yan
    Zheng, Yong-Tang
    Xu, Hui
    MEDICINAL CHEMISTRY, 2012, 8 (05) : 831 - 833
  • [5] Synthesis and Anti-HIV-1 Activity of Stapled HIV-1 Fusion Inhibitors
    Guo, Ye
    Fu, Lili
    Fan, Xiaowen
    Shi, Xuanling
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2018, 38 (05) : 1267 - 1270
  • [6] Discovery of N-arylsulfonyl-3-acylindole benzoyl hydrazone derivatives as anti-HIV-1 agents
    Che, Zhiping
    Tian, Yuee
    Liu, Shengming
    Hu, Mei
    Chen, Genqiang
    BRAZILIAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2018, 54 (04)
  • [7] In vitro Anti-HIV-1 Activity of the Recombinant HIV-1 TAT Protein Along With Tenofovir Drug
    Yadavar-Nikravesh, Maryam-Sadat
    Milani, Alireza
    Vahabpour, Rouhollah
    Khoobi, Mehdi
    Bakhshandeh, Haleh
    Bolhassani, Azam
    CURRENT HIV RESEARCH, 2021, 19 (02) : 138 - 146
  • [8] In vitro anti-HIV-1 activity of ethyl gallate
    Krishna C.M.
    Kolla J.N.
    Asha S.
    Reddy T.S.K.
    VirusDisease, 2020, 31 (1) : 22 - 27
  • [9] SYNTHESIS AND ANTI-HIV-1 ACTIVITY OF N-HYDROXY-N1-AMINOGUANIDINES
    DOUBELL, PCJ
    OLIVER, DW
    ARZNEIMITTELFORSCHUNG-DRUG RESEARCH, 1992, 42-1 (01): : 65 - 69
  • [10] Anti-HIV-1 Activity of Flavonoid Myricetin on HIV-1 Infection in a Dual-Chamber In Vitro Model
    Pasetto, Silvana
    Pardi, Vanessa
    Murata, Ramiro Mendonca
    PLOS ONE, 2014, 9 (12):
12345