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Hydrazides of glycine-containing decasubstituted pillar[5]arenes: Synthesis and encapsulation of Floxuridine
Authors:Dmitriy N. Shurpik  Denis A. Sevastyanov  Pavel V. Zelenikhin  Evgenia V. Subakaeva  Vladimir G. Evtugyn  Yuriy N. Osin  Peter J. Cragg  Ivan I. Stoikov
Affiliation:1. Kazan Federal University, A.M. Butlerov Chemistry Institute, 420008 Kremlevskaya, 18, Kazan, Russian Federation;2. Institute of Fundamental Medicine and Biology, Kazan Federal University, 420008 Kremlevskaya, 18, Kazan, Russian Federation;3. Interdisciplinary Centre for Analytical Microscopy, Kazan Federal University, 420008 Kremlevskaya, 18, Kazan, Russian Federation;4. School of Pharmacy and Biomolecular Sciences, University of Brighton, Huxley Building, Moulsecoomb, Brighton, East Sussex BN2 4GJ, UK
Abstract:Hydrazides of glycine-containing decasubstituted pillar[5]arenes were synthesized and characterized. Dynamic light scattering (DLS) and transmission electron microscopy (TEM) showed that self-assembly into monodisperse spherical nanoparticles (28?nm) was typical in water for pillarene hydrazides containing glycylglycide fragments (1?×?10?3?M). Binding of the antitumor drug Floxuridine in water by the substituents of the macrocycle was established by NMR spectroscopy. It was shown by DLS and TEM, that heating the macrocycle-Floxuridine system in a 1:1 ratio at 1?×?10?4?M led to its self-organization into monodisperse spherical particles 132?nm in diameter.
Keywords:Pillar[5]arene  Self-assembly  TEM  Macrocyclic receptors  Floxuridine
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