Bivalent polyether ionophores: Synthesis and biological evaluation of C2-symmetric salinomycin dimers

被引:12
作者
Antoszczak, Michal [1 ]
Maj, Ewa [2 ]
Borgstrom, Bjorn [3 ]
Oredsson, Stina [4 ]
Huczynski, Adam [1 ]
Wietrzyk, Joanna [2 ]
Strand, Daniel [3 ]
机构
[1] Adam Mickiewicz Univ, Dept Bioorgan Chem, Fac Chem, Umultowska 89b, PL-61614 Poznan, Poland
[2] Polish Acad Sci, Ludwik Hirszfeld Inst Immunol & Expt Therapy, Rudolfa Weigla 12, PL-53114 Wroclaw, Poland
[3] Lund Univ, Dept Chem, Ctr Anal & Synth, Box 124, S-22100 Lund, Sweden
[4] Lund Univ, Dept Biol, S-22100 Lund, Sweden
基金
瑞典研究理事会;
关键词
Ionophore antibiotics; Multivalent structures; Glaser-type coupling reaction; Anti-proliferative activity; SRB assay; STEM-CELL SELECTIVITY; ANTIPROLIFERATIVE ACTIVITY; BREAST-CANCER; ANTIBACTERIAL ACTIVITY; CYTOTOXICITY; DERIVATIVES; X-537A; ANTIBIOTICS; ANALOGS; COMPLEX;
D O I
10.1016/j.tetlet.2017.05.023
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Efficient methods for the synthesis of C-2 -symmetric dimers of salinomycin joined at either the Cl or C20 positions are reported. Similarly to the native structure, the C20-O-terephthalate dimer displayed activity in the low mu M range against a series of cancer cell lines, while dimers joined at the C1 position were essentially inactive. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2396 / 2399
页数:4
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