Russian Journal of General Chemistry最新文献

Natural compounds are actively used as promising starting molecules for the development of new antiviral drugs. In this paper, a method was proposed for the synthesis of new derivatives of bicyclic monoterpenoids using endo- and exo-bornylamines as starting materials. It was shown that alkylation of (+)-exo-bornylamine and (+)- or (–)-endo-bornylamine with 2-chloro-1-morpholinoethanone, 2-chloro-1-(piperidin-1-yl)ethanone and 2-chloro-1-(4-methylpiperidin-1-yl)ethanone in the presence of potassium carbonate as a base leads to the corresponding secondary amines. In order to study the effect of the amide group on the antiviral activity, some of the prepared compounds were reduced to amines. It was found that the exo-bornylamine derivative containing the 4-methylpiperidine fragment has pronounced antiviral activity against the respiratory syncytial virus.

The present study explores the potential applications of 1,8-naphthyridine Schiff base derivatives in chemotherapeutic treatment and highlights significant recent progress in the synthesis of 1,8-naphthyridines as antitumor analogues. Through the condensation of 1,8-naphthyridine-2-carboxaldehyde with different substituted primary amines, the synthesis of Schiff bases containing 1,8-naphthyridine moiety was successfully achieved. These 1,8-naphthyridine Schiff base derivatives exhibited the most favorable binding energies on the EGFR tyrosine kinase (PDB ID: 4HJO), and the amino acid residues that were relevant to this demonstrated the greatest contribution to enhancing their effectiveness against this protein. The newly synthesized compounds are exhibited promising docking activity. We screened all the new compounds for their potential as anticancer agents against MCF-7 cancer cell lines using the MTT assay. Notably, (E)-N-[(1,8-naphthyridin-7-yl)methylene]-4-(trifluoromethoxy)benzenamine exhibited best anticancer activity among the synthesized compounds.

A series of ureas and substituted parabanic acids containing monoterpene and adamantane fragments were synthesized. It was found that urea containing a (–)-menthone residue, as well as an imidazolidine-2,4,5-trione derivative with a (+)-campholenaldehyde moiety, exhibit analgesic activity.

1,2,4-Triazolo[4,3-a]pyrimidines have significant application prospects in various fields of science, especially as biologically active compounds. This review focused on synthetic approaches of these annulated heterocyclic systems. The main trends, their development, and achievements in this field of synthesis of these classes of heterocyclic compounds, advantages and limitations of the approaches used for 1958–2024 are presented.

A series of novel isoxazole functionalized quinazolinone derivatives was prepared by hydrolysis of 2-amino-6-(trifluoromethyl)benzonitrile to 2-amino-6-(trifluoromethyl)benzoic acid, followed by the reaction with phenyl isothiocyanate to get 2-mercapto-3-phenyl-5-(trifluoromethyl)quinazolin-4(3H)-one, which was further alkylated with propargyl bromide to obtain propargylated quinazolinone derivatives. Terminal propargyl group was reacted with various substituted benzaldehyde oximes in the presence of strong base to get isoxazole substituted quinazolinone derivatives. All the final compounds evaluated for anticancer activity against four human cancer cell lines such as HeLa, COLO 205, HepG2, MCF7 and promising compounds were revealed.

A series of 5-substituted 1H-tetrazoles were studied as potential developers for thermochromic compositions based on crystal violet lactone. The relationship between the pK_a values of the developers and their effectiveness in inducing color changes in the composition was analyzed. Certain 5-substituted tetrazoles demonstrated high color contrast, making them a promising alternative to bisphenol A, which is widely used as a developer.

Using an immersion method, an organic methyltrimethoxysilane (MTMS) coating was prepared on the surface of aluminum alloys at room temperature. A more corrosion-resistant coating has been successfully developed by optimizing hydrolysis conditions, adding surfactant OP-10 and conducting maturation treatment. To characterize the solution, a conductivity meter, transmission electron microscopy (TEM), Fourier transform infrared spectroscopy (FTIR), and a particle size analyzer were utilized. As for the analysis of the surface properties of the samples, a series of methods such as X-ray photoelectron spectroscopy (XPS), attenuated total reflectance Fourier transform infrared spectroscopy (ATR-FTIR), contact angle measurements, scanning electron microscopy (SEM), electrochemical impedance spectroscopy (EIS), and Tafel polarization analysis were adopted. The results showed that the synergistic effect of OP-10 and maturation treatment can significantly improve the corrosion resistance of the coating.

Methods were developed for the synthesis of a series of new thioethers, interesting for medical chemistry, by reacting 4-fluorothiophenol, 2-mercaptobenzoxazole and 5-methoxy-2-mercaptobenzimidazole with 3-aryl-5-(chloromethyl)-1,2,4-oxadiazoles. The conditions for the oxidation of the obtained thioethers into the corresponding sulfones were selected. Analysis of the results of screening of the prepared derivatives against sensitive strains of Escherichia coli, Pseudomonas fluorescens, Staphylococcus aureus, Bacillus cereus and Candida albicans showed the presence of high and moderate antibacterial activity in a number of compounds in drug concentrations up to 250 μg/mL.

New classes of N-(4-acetylphenyl)-2-cyanoacetamide analogs were designed and synthesized using the Knoevenagel condensation. The synthesized analogs were characterized using IR, ¹H NMR, and ¹³C NMR analytical techniques. The antimicrobial activities for prepared compounds were established, the compound containing thiazole ring was more active than other compounds against P. aeruginosa, K. pneumonia, E. coli, and E. cloacae, respectively. Furthermore, it showed a more sensitive compound against A549 cell lines. The docking and MD simulation were studied and were in matching with the practical study. Same compound was found to have the most negative binding affinity and bound with streptomycin to DNA gyrase B and the wild-type (apo-structure) of DNA gyrase B.

A one-pot method was developed for the synthesis of 2-substituted 5-arylidene-1-alkyl-4-imidazolones using N-trimethylsilylimidazole. Two synthesis approaches were considered: (1) starting from 4-arylidene-5(4H)-oxazolones and (2) starting from N-substituted α,β-dehydroamino acids amides. It was shown that, in general, the one-pot synthesis method leads to higher yields of 2-substituted 5-arylidene-1-alkyl-4-imidazolones than the two-step method with the intermediate preparation of the N-substituted α,β-dehydroamino acid amide and its dehydration. N-Trimethylsilylimidazole was proposed as an effective reagent for the synthesis of 4(H)-imidazol-4-ones from 4-arylidene-5(4H)-oxazolones under one-pot synthesis conditions. Optical, antiradical and cholinesterase inhibitory properties of the synthesized 2-substituted 1-alkyl-4-imidazolones were studied.