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

nstitute of Organic Synthesis and Coal Chemistry the Republic of Kazakhstan, Karaganda, О. А. Нуркенов, Serik D. Fazylov, Т. М. Сейлханов, A.Zh. Mukasheva, G.Zh. Karipova, Altynaray T. Takibayeva, A.G. Tomabayeva

2020

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DOI 10.31489/2020ch1/52-59
Data confidence 85 high
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Abstract

Production of cyclodextrin nanocomplexes based on N'-((5-nitrofuran-2-yl)methylene)isonicotinohydrazide and research of their structure by physical and chemical methodsIn 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 1 H, 13 C spectroscopy confirmed the structure of the obtained inclusion complexes.The structure of the compounds was also studied by two-dimensional NMR spectroscopy COSY ( 1 H-1 H) and HMQC ( 1 H-13 C), which allows one to establish spin-spin interactions of a homo-and heteronuclear nature.Comparison of the integral intensities of the 1 H NMR signals of the initial substrate and βand 2-HPβ-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)methylene)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.