کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1392953 | 1501164 | 2012 | 9 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: A new class of bioactivable self-immolative N,O-ligands A new class of bioactivable self-immolative N,O-ligands](/preview/png/1392953.png)
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 β-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.
Figure optionsDownload as PowerPoint slideHighlights
► Convenient and versatile synthesis of hexadentate N,O-ligands.
► β-Galactosidase activation of the ligands.
► Enzymatically initiated self-immolative collapse resulting in pentadentate species.
Journal: European Journal of Medicinal Chemistry - Volume 52, June 2012, Pages 184–192