CLATHRATE COMPLEXES OF HYDRAZONES OF 2- AND 4-HYDROXYBENZOIC ACIDS WITH CYCLODEXTRINS AND THEIR PROPERTIES

Abstract

Abstract. Goals and objectives. The paper presents the results of a study on the preparation of
water-soluble complexes of inclusions of 4- and 2-hydroxyhydrazides of benzoic acid and their
hydrazones with cyclodextrins (β-CD, γ-CD) in an aqueous alcohol solution. Methods. The complexation
of the obtained hydrazones with --, -, -cyclodextrins was studied in silico using molecular docking and
modeling methods. Results and discussion. All the investigated hydrazones demonstrated the best value of
binding affinity with β -cyclodextrin. The efficiency of binding of the studied hydrazones to cyclodectrins
is provided primarily by the correspondence of the geometric parameters of the "guest" and "host"
molecules, as well as the formation of intermolecular hydrogen bonds. The complexation of the studied c
γ-CD hydrazones proceeds with the participation of both internal protons of the cyclodextrin cavity and
those located on the outer surface of the conical cone to form mixed supramolecular complexes. The
spectral and thermochemical properties of the inclusion complexes were characterized using IR, 1H, and
13C NMR spectroscopy. Conclusion. The optimal conditions proposed in the work for the encapsulation of
hydrazone derivatives of benzoic acid can be used in the preparation of water-soluble forms of similar
compounds.