


Том 60, № 6 (2024)
Articles






Synthesis, spectral, electrochemical properties, antioxidant and antiviral activity of new 2-[5-phenyl-6-methyl-3-aryl/getaryl-5,6-dihydro-4h-[1,2,4,5]tetrazine-1-yl]-benzothiazoles
Аннотация
New 2-[5-aryl-6-methyl-3-aryl/getaryl-5,6-dihydro-4H-[1,2,4,5]tetrazine-1-yl]-benzothiazole has been synthesized from the corresponding formazanes by alkylation and subsequent cyclization of N-alkyl derivatives. The products are characterized by 1H, 13C NMR, IR, spectroscopy, mass spectrometry and X-ray diffraction analysis. The electrochemical properties, antioxidant and antiviral activity of the obtained benzothiazoles were studied.



Alkenylation of hydroxy derivatives of adamantane with alcohols in the presence of sulfuric acid
Аннотация
A series of adamantyl-containing alkenes was synthesized by alkenylation of 1-adamantanol with secondary alcohols in the presence of sulfuric acid. The boundaries of this reaction are shown, and it is revealed that in the case of using symmetrical dialkylcarbinols, alkenylation occurs selectively. When 1-adamantanol is alkenylated with sec-amyl alcohol and higher homologues, the formation of mixtures of isomeric alkenes is observed. The reactions of substituted adamantanols with isopropanol, 2-butanol and cyclohexanol in the presence of sulfuric acid were studied, and a series of new unsaturated derivatives of the adamantane series were obtained.



Synthesis and conversions of benzo-substituted 1-[2-methyl4-(methyltio)quinolin-3-yl]propan-2-ones
Аннотация
New derivatives of Schiff bases were synthesized using 1-[2-methyl-4-mercaptoquinolin-3-yl]propan-2-ones and 1-[2-methyl-4-(methylthio)quinoline substituted in the benzene ring-3- yl]propan-2-ones as starting materials. To obtain the 4-methylthio derivatives of the Schiff base, the corresponding 4-mercaptoquinoline-propan-2-ones and 3-(2-chloroallyl)-4-mercaptoquinolines were first methylated, followed by acid hydrolysis of the chloro allyl group in the latter samples.



Synthesis, structure and reactions of substituted 2-aminotetrahydrochynoline-3-carbonitriles
Аннотация
A series of substituted 2-aminotetrahydroquinolinecarbonitriles was obtained by three-component condensation of diaryl(hetaryl)methylidenecyclohexanones, malononitrile and ammonium acetate. Factors influencing the selectivity of reactions and the route of product formation have been identified. The interaction of aminoquinoline carbonitriles with acetic anhydride under acid catalysis conditions led to the formation of substituted hexahydropyrimido[4,5-b]quinolinones. The structure of the compounds was established using IR, 1H, 13C NMR spectra and two-dimensional correlations HSQC spectroscopy.



Synthesis, photophysical and electrochemical properties of conjugated d-a-d systems based on 1,3,4-thiadiazoles and fused naphtho[2,1-b]thiophene derivatives
Аннотация
A series of 2,5-diaryl substituted 1,3,4-thiadiazoles was obtained based on fused benzothiophene-2-carboxylates and alkyl substituted 2,2’-bithiophene-5-carboxylates. The photophysical and electrochemical properties of these compounds were studied and it was determined that an increase in the conjunction chain in the donor fragment of the substituted 1,3,4-thiadiazole leads to narrowing of the band gap mainly due to an increase in the HOMO level.



Synthesis and influence of new indole-containing benzo[f]coumarin derivatives on proliferation and redox state of rat glioma cells line c6
Аннотация
For the first time, modification of 2-acetyl-3H-benzo[f]chromen-3-one and 2-[(2E)-3-phenylprop-2-enoyl]-3H-benzo[f]chromen-3-one was carried out due to interaction with indole. It has been established that the resulting benzo[f]coumarin derivatives exhibit antioxidant properties in model systems — they interact with hydrogen peroxide, sodium hypochlorite and regulate the redox state of rat glioma cells line C6, which is manifested by a decrease in the concentration of intracellular hydrogen peroxide and an increase in the level of reduced glutathione. In the presence of exogenous hydrogen peroxide, synthesized benzo[f]coumarin compounds have a protective effect on cells, acting as antioxidants and restoring redox balance. It was found that 2-[3-(1H-indol-3-yl)-3-phenylpropanoyl]-3H-benzo[f]chromen-3-one in micromolar concentrations inhibits the proliferative activity of C6 rat glioma cells by 25–35%.



Synthesis of bi- and polycyclic pyrimidine derivatives
Аннотация
Based on the modification of the Biginelli reaction, various bi- and polycyclic pyrimidine derivatives (including the condensed series) were synthesized and identified, in the structure of which there are aza- and carbocyclic fragments of various nature.


