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A new class of bioactivable self-immolative N,O-ligands

  作者 Kuznik, N; Chrobaczynski, A; Mika, M; Miler, P; Komor, R; Kubicki, M  
  选自 期刊  European Journal of Medicinal Chemistry;  卷期  2012年52-1;  页码  184-192  
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[摘要]A hexadentate ligand built on an amine-bis(phenol) skeleton with an aminal, self-immolative moiety is presented. Synthesis of the ligand is convenient and relatively high yielded. Moreover, it enables synthesis of many derivatives, both in the amino-phenol and aminal fragment (various heterocycles). Once the final hexadentate ligand is synthesized via the Katritzky reaction, it becomes prone to hydrolysis. Bioactivation by beta-galactosidase cleaves the glycosylic bond and a spontaneous collapse of the aminal fragment occurs, thus leading to a pentadentate chelate. This bioactivation has been shown for pyrazole, 1,2,4-triazole and benzotriazole derivatives. (C) 2012 Elsevier Masson SAS. All rights reserved.

 
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