SYNTHESIS, STRUCTURE AND ANTI-RADICAL ACTIVITY OF 6-METHYL-4-OXO-4Н-CHROMEN-3-ACYLHYDRAZONES
Ключевые слова:
acylhydrazides, condensation, 4-oxo-4H-chromen-3-carboxaldehyde, 1 Н and 13С NMR spectra, two-dimensional (1 H-1 H) COSY and (1 H-13C) HMQC spectra, antiradical activity.Аннотация
This paper demonstrates data on synthesis of 6-methyl-4-oxo-4H-chromen-3-acylhydrazones with
condensation of substituted 3-formylchromones and acylhydrazides. It is testifed to the fact that 4-oxo-4H-chromen3-carboxaldehyde with hydrazides of isonicotinic and о- and n-hydroxybenzoic acids in isopropanol at boiling a
reaction mixture for 2 h lead to the relevant chromen-containing hydrazones. Structures of the synthesized
compounds were investigated with methods of 1
Н and 13С NMR spectroscopy, and data on two-dimensional (1
H-1
H)
COSY and (1
H-13C) HMQC spectra. Values of the chemical shifts, multiplicity and integrated intensity of 1
H and 13C
signals in one-dimensional NMR spectra were defined. Homo- and heteronuclear interactions confirming structure of
the investigated compounds were determined with (1
H-1
H) COSY and (1
H-13C) HMQC spectra. Data on an
antiradical activity of synthesized 6-methyl-4-oxo-4H-chromen-3-acylhydrazones were showed. It was shown that
the above compounds in the final concentration of 50 µM reduce the optical density of the initial solution of the
DPPG radical by 27.5%, 25.2% and 8.8%, respectively, therefore, do not show pronounced antiradical activity under
the conditions of this test system.