Synthesis and evaluation of 9-aminoacridines derived from benzyne click chemistry

被引：16
|
作者：
Howell, Lesley A. [1 ]
Howman, Aaron [1 ]
O'Connell, Maria A. [1 ]
Mueller, Anja [1 ]
Searcey, Mark [1 ]
机构：
[1] Univ E Anglia, Sch Pharm, Norwich NR4 7TJ, Norfolk, England
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2009年 / 19卷 / 20期
关键词：
DNA; Threading intercalators; Acridines; Benzyne click chemistry; TOPOISOMERASE-II; CRYSTAL-STRUCTURE; AGENTS; AZIDES; D(CGTACG)(2); BINDING;
D O I：
10.1016/j.bmcl.2009.08.070
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A small set of 9-aminoacridine-3- and 4-carboxamides were synthesized efficiently using the benzyne/azide click chemistry. The products bind to duplex DNA but have different antitumour activity in the HL60 cell line. (C) 2009 Elsevier Ltd. All rights reserved.
引用
下载
收藏
页码：5880 / 5883
页数：4
相关论文
共 50 条
  • [1] SYNTHESIS OF SOME 9-AMINOACRIDINES WITH BULKY SUBSTITUENTS
    ACHESON, RM
    HARVEY, CWC
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (05): : 465 - 470
  • [2] Synthesis and Evaluation of 9-Aminoacridines with SARS-CoV-2 Antiviral Activity
    Jones, Thane
    Monakhova, Natalia
    Guivel-Benhassine, Florence
    Lepioshkin, Alexander
    Bruel, Timothee
    Lane, Thomas R.
    Schwartz, Olivier
    Puhl, Ana C.
    Makarov, Vadim
    Ekins, Sean
    ACS OMEGA, 2023, 8 (43): : 40817 - 40822
  • [3] Parallel synthesis of 9-aminoacridines and their evaluation against chloroquine-resistant Plasmodium falciparum
    Anderson, MO
    Sherrill, J
    Madrid, PB
    Liou, AP
    Weisman, JL
    DeRisi, JL
    Guy, RK
    BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (02) : 334 - 343
  • [4] One-Pot Synthesis of Novel Antiproliferative 9-Aminoacridines
    Gellerman, Gary
    Waintraub, Sagiv
    Albeck, Amnon
    Gaisin, Vladimir
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (22) : 4176 - 4182
  • [5] Benzyne click chemistry: Synthesis of benzotriazoles from benzynes and azides
    Shi, Feng
    Waldo, Jesse P.
    Chen, Yu
    Larock, Richard C.
    ORGANIC LETTERS, 2008, 10 (12) : 2409 - 2412
  • [6] SYNTHESIS AND BIOLOGICAL PROPERTIES OF SOME SPIN-LABELED 9-AMINOACRIDINES
    SINHA, BK
    CYSYK, RL
    MILLAR, DB
    CHIGNELL, CF
    JOURNAL OF MEDICINAL CHEMISTRY, 1976, 19 (08) : 994 - 998
  • [7] Synthesis and Characterization of Oxadisilole-Fused 9-Aminoacridines and 12-Aminobenzo[b]acridines
    Chen, Xuanming
    Zhang, Yajuan
    Chen, Yali
    Zhang, Jie
    Chen, Jingda
    Li, Minjie
    Cao, Weiguo
    Chen, Jie
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (19) : 4170 - 4178
  • [8] Synthesis and evaluation of N-alkyl-9-aminoacridines with antibacterial activity
    Benoit, Adam R.
    Schiaffo, Charles
    Salomon, Christine E.
    Goodell, John R.
    Hiasa, Hiroshi
    Ferguson, David M.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2014, 24 (14) : 3014 - 3017
  • [9] POTENTIAL DNA BIS-INTERCALATING AGENTS - SYNTHESIS AND ANTITUMOR-ACTIVITY OF NOVEL, CONFORMATIONALLY RESTRICTED BIS(9-AMINOACRIDINES)
    JAYCOX, GD
    GRIBBLE, GW
    HACKER, MP
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1987, 24 (05) : 1405 - 1408
  • [10] Synthesis of artemisinin derived glycoconjugates inspired by click chemistry
    Goswami, Lakshmi
    Paul, Sayantan
    Kotammagari, Tharun K.
    Bhattacharya, Asish K.
    NEW JOURNAL OF CHEMISTRY, 2019, 43 (10) : 4017 - 4021
12345