Production of cyclodextrin nanocomplexes based on N'-((5-nitrofuran-2-yl)meth-ylene)isonicotinohydrazide and research of their structure by physical and chemical methods

Abstract

In the present work, the supramolecular complexes of N'-((5-nitrofuran-2-yl)methylene)isonicotinohydrazide with β-cyclodextrin (β-CD) and 2-hydroxypropyl-β-cyclodextrin (2-HP-β- CD)were first obtained and studied. The NMR methods of one-dimensional 1H, 13C spectroscopy confirmed the structure of the obtained inclusion complexes. The structure of the compounds was also studied by two-dimensional NMR spectroscopy COSY (1H-1H) and HMQC (1H-13C), which allows one to establish spin-spin interactions of a homo- and heteronuclear nature. Comparison of the integral intensities of the 1H NMR signals of the initial substrate and β- and 2-HP-β-CD in supramolecular complexes showed that in both cases complexes of the composition of one substrate molecule per one receptor molecule are formed. It was found that the interaction of N'-((5-nitrofuran-2-yl)meth-ylene)isonicotinohydrazide with the studied β-cyclodextrins forms inclusion complexes with the penetration of the substrate molecule into the internal cavity of the receptor by the pyridine fragment in the case of using β-CD and the furanose cycle in the case of 2-HP-β-CD. The resulting supramolecular complexes can dissolve in water or form stable aqueous dispersions.