E. A. Saverina, N. A. Frolov, A. A. Tyutin, E. A. Lantsova, E. V. Detusheva, E. Son, A. N. Vereshchagin
{"title":"Synthesis and antibacterial activity of new bis-quaternary ammonium compounds based on 2,5-diformylfuran and pentaerythritol","authors":"E. A. Saverina, N. A. Frolov, A. A. Tyutin, E. A. Lantsova, E. V. Detusheva, E. Son, A. N. Vereshchagin","doi":"10.1007/s11172-025-4603-9","DOIUrl":"10.1007/s11172-025-4603-9","url":null,"abstract":"<div><p>Successive condensation of pentaerythritol with 4-formylpyridine and 2,5-diformylfuran yielded a hybrid platform containing two pyridine and two pentaerythritol fragments and one furan fragment. <i>N</i>-Alkylation of this platform with alkyl iodides led to new bis-quaternary ammonium compounds. An assessment of the bacteriostatic and bactericidal potential of the obtained compounds against reference and clinical strains of ESKAPE pathogens, as well as yeast-like fungus <i>Candida albicans</i>, showed their ability to inhibit the growth and destroy mature biofilms of gram-positive and gram-negative bacteria and fungi. When comparing the activity of the synthesized compounds with known antiseptics (octenidine dihydrochloride and cetylpyridinium chloride), it was found that they are effective against various strains of <i>S. aureus</i>, <i>E. coli</i>, <i>K. pneumoniae</i>, <i>P. aeruginosa</i> and <i>C. albicans</i>.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 4","pages":"1099 - 1105"},"PeriodicalIF":1.7,"publicationDate":"2025-05-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144073606","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Electrophilic methylthiolation of 1,3,5-triazido-2,4,6-tribromobenzene","authors":"I. K. Yakushchenko, S. V. Chapyshev","doi":"10.1007/s11172-025-4614-6","DOIUrl":"10.1007/s11172-025-4614-6","url":null,"abstract":"","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 4","pages":"1200 - 1201"},"PeriodicalIF":1.7,"publicationDate":"2025-05-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144073608","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Photophysical characteristics of azomethine iron(iii) complexes with carbazole periphery of different degree of branching","authors":"N. G. Bichan, U. V. Chervonova, M. S. Gruzdev","doi":"10.1007/s11172-025-4587-5","DOIUrl":"10.1007/s11172-025-4587-5","url":null,"abstract":"<div><p>The results of a study of the photophysical properties of biligand iron(<span>iii</span>) complexes [FeL<sup>1</sup><sub>2</sub>]PF<sub>6</sub> and [FeL<sup>2</sup><sub>2</sub>]PF<sub>6</sub> with carbazole periphery of different degree of branching in various solvents including toluene, 1,4-dioxane, tetrahydrofuran (THF), ethyl acetate, dichloromethane (DCM), and <i>N</i>,<i>N</i>-dimethylformamide (DMF) are presented. Experimental data were obtained by UV—Vis spectroscopy, as well as by steady-state and time-resolved fluorescence spectroscopies. It was established that both [FeL<sup>1</sup><sub>2</sub>]PF<sub>6</sub> and [FeL<sup>2</sup><sub>2</sub>]PF<sub>6</sub> exhibit positive solvatochromic behavior. The Stokes shifts increase with solvent polarity to more than 120 nm in DCM and DMF. The degree of branching significantly influences the absolute fluorescence quantum yields, which were higher for [FeL<sup>2</sup><sub>2</sub>]PF<sub>6</sub>. Both compounds demonstrated the ability to generate singlet oxygen (<sup>1</sup>O<sub>2</sub>).</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 4","pages":"924 - 932"},"PeriodicalIF":1.7,"publicationDate":"2025-05-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144073695","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Yu. N. Bubnov, A. A. Prishchenko, M. V. Livantsov, O. P. Novikova, L. I. Livantsova, S. V. Baranin
{"title":"N,N′,N″-Trisubstituted hexahydro-1,3,5-triazine-based synthesis of mono- and diphosphorus-containing amino acids","authors":"Yu. N. Bubnov, A. A. Prishchenko, M. V. Livantsov, O. P. Novikova, L. I. Livantsova, S. V. Baranin","doi":"10.1007/s11172-025-4573-y","DOIUrl":"10.1007/s11172-025-4573-y","url":null,"abstract":"<div><p>Convenient syntheses of mono- and diphosphorus-containing amino acid derivatives based on 1,3,5-[ω-(alkoxycarbonyl)alkyl]hexahydro-1,3,5-triazines have been developed. The reaction of PH acids with readily available hexahydro-1,3,5-triazines and N-substituted bis(alkoxymethyl)amines obtained therefrom gives new mono- and diphosphorus-substituted amino acids containing P(O)CH<sub>2</sub>NH and P(O)CH<sub>2</sub>NCH<sub>2</sub>P(O) units together with glycine, β-alanine and γ-aminobutyric acid residues. The resulting compounds are of interest as promising biologically active substances, effective extractants, and water-soluble polydentate ligands.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 3","pages":"797 - 806"},"PeriodicalIF":1.7,"publicationDate":"2025-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143883640","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
V. B. Luzhkov, O. V. Pokidova, V. O. Novikova, L. M. Mazina, A. V. Kulikov, N. A. Sanina
{"title":"Selective prolongation of NO donor activity of binuclear tetranitrosyl phenylmethanethiolate iron complexes upon binding to serum albumin","authors":"V. B. Luzhkov, O. V. Pokidova, V. O. Novikova, L. M. Mazina, A. V. Kulikov, N. A. Sanina","doi":"10.1007/s11172-025-4561-2","DOIUrl":"10.1007/s11172-025-4561-2","url":null,"abstract":"<div><p>Decomposition of two promising nitrosyl iron complexes [Fe<sub>2</sub>(R)<sub>2</sub>(NO)<sub>4</sub>] (R = 4-methoxyphenylmethanethiolyl (<b>1a</b>), 4-chlorophenylmethanethiolyl (<b>1b</b>)) in the model systems with bovine serum albumin (BSA) was studied. The complexes demonstrate prolonged release of NO in the presence of BSA: the curves reach a plateau after a few minutes in aqueous solutions and after 50–70 h in the protein solutions, depending on the type of substituent in the benzene ring. Binding of the complexes on the protein surface leads to efficient quenching of the intrinsic fluorescence of BSA. The calculated Förster radii are equal to 27.5 (<b>1a</b>) and 25.4 Å (<b>1b</b>), and the Stern—Volmer constants are 2.0 • 10<sup>5</sup> (<b>1a</b>) and 1.8 • 10<sup>5</sup> L mol<sup>−1</sup> (<b>1b</b>). Molecular docking of compounds <b>1a,b</b> and the previously described reference compound [Fe<sub>2</sub>(C<sub>8</sub>H<sub>8</sub>NOS)<sub>2</sub>(NO)<sub>4</sub>] with the protein showed that ligand binding occurs at two pockets at the interface between BSA domains. The free energies of the protein—ligand complexes correlate with the prolongation time of NO generation.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 3","pages":"673 - 680"},"PeriodicalIF":1.7,"publicationDate":"2025-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143883702","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
A. V. Petrova, Ya. L. Esaulkova, M. G. Mikhalsky, V. V. Zarubaev, O. B. Kazakova
{"title":"Antiviral activity of Mannich bases linked to A-secotriterpenoids at the C(28) position","authors":"A. V. Petrova, Ya. L. Esaulkova, M. G. Mikhalsky, V. V. Zarubaev, O. B. Kazakova","doi":"10.1007/s11172-025-4575-9","DOIUrl":"10.1007/s11172-025-4575-9","url":null,"abstract":"<div><p>Novel derivatives of A-secooleanolic and A-secobetulinic acids containing a propargylamine substituent at the C(28) position were synthesized <i>via</i> the Cu-catalyzed Mannich reaction. Antiviral properties of the compounds were evaluated on MDCK cell culture against influenza A/Puerto Rico/8/34 (H1N1) virus. It was demonstrated that among the Mannich bases of A-secooleanolic acid, the derivative containing the piperazine moiety exhibited the highest activity (IC<sub>50</sub> = 5 µmol L<sup>−1</sup> and SI >100). In the case of A-secobetulinic acid, a positive effect was caused by the introduction of <i>N</i>-methylpiperazine (IC<sub>50</sub> = 1 µmol L<sup>−1</sup> and SI >25) and morpholine (IC<sub>50</sub> = 3 µmol L<sup>−1</sup> and SI = 42) moieties.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 3","pages":"818 - 823"},"PeriodicalIF":1.7,"publicationDate":"2025-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143883559","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
A. V. Zhurenok, A. Yu. Kurenkova, A. E. Zazulya, D. B. Vasilchenko, D. D. Mishchenko, V. A. Lomakina, E. Yu. Gerasimov, D. V. Markovskaya, E. A. Kozlova
{"title":"Heterostructures based on reduced graphene oxide and graphitic carbon nitride for visible light-induced photocatalytic production of H2","authors":"A. V. Zhurenok, A. Yu. Kurenkova, A. E. Zazulya, D. B. Vasilchenko, D. D. Mishchenko, V. A. Lomakina, E. Yu. Gerasimov, D. V. Markovskaya, E. A. Kozlova","doi":"10.1007/s11172-025-4566-x","DOIUrl":"10.1007/s11172-025-4566-x","url":null,"abstract":"<div><p>Composite photocatalysts based on carbon materials, namely, reduced graphene oxide (rGO) and graphitic carbon nitride (g-C<sub>3</sub>N<sub>4</sub>), were synthesized and studied. The proposed photocatalysts were used for the evolution of H<sub>2</sub> from an aqueous solution of triethanolamine under visible light irradiation. The structural, optical, textural, and photoelectrochemical characteristics of the photocatalysts, as well as their relation to the photocatalytic activity of the samples, were determined. The composite photocatalyst 10 wt.% rGO/g-C<sub>3</sub>N<sub>4</sub> was shown to have a H<sub>2</sub> evolution rate in the range of 4.3–4.6 µmol h<sup>−1</sup> g<sup>−1</sup>, which is more than 4 times higher than the activity of unmodified g-C<sub>3</sub>N<sub>4</sub>.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 3","pages":"733 - 741"},"PeriodicalIF":1.7,"publicationDate":"2025-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143883730","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
R. R. Khairullina, E. S. Meshcheryakova, T. V. Tyumkina
{"title":"Synthesis and structural features of N-{[(alkylsulfanyl)methyl]amino}benzamides","authors":"R. R. Khairullina, E. S. Meshcheryakova, T. V. Tyumkina","doi":"10.1007/s11172-025-4572-z","DOIUrl":"10.1007/s11172-025-4572-z","url":null,"abstract":"<div><p>An approach was developed for the preparation of <i>N</i>-<b><i>s[(alkylthio)methyl]amino</i></b>-benzamides and <i>N</i>-{[(alkylthio)methyl]amino}benzamides, involving the preliminary <i>in situ</i> formation of new reagents, 2-, 3-, or 4-[(alkoxymethyl)amino]benzamides and 3- or 4-[bis(alkoxymethyl)amino]benzamides followed by their reaction with alkylthiols in the presence of rare-earth metal salts. A comparative analysis of the molecular and crystal structures and the stereoelectronic effects in single crystals of 2-{[(<i>tert</i>-butylthio)methyl]-amino}benzamide and 4-{[(pentylthio)methyl]amino}benzamide was performed.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 3","pages":"783 - 796"},"PeriodicalIF":1.7,"publicationDate":"2025-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143883560","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Palladium complexes with cinnamyl and ionizable N-heterocyclic carbene ligands in the catalysis of the Suzuki—Miyaura reaction at room temperature","authors":"A. Yu. Chernenko, M. E. Minyaev, V. M. Chernyshev","doi":"10.1007/s11172-025-4563-0","DOIUrl":"10.1007/s11172-025-4563-0","url":null,"abstract":"<div><p>The complexes [Pd(NHC)(cin)Cl] containing nitron-type N-heterocyclic carbene (NHC) ligands were synthesized. These ligands can acquire an anionic character due to the deprotonation of the NH-acidic arylamino group. The catalytic activity of the new complexes in the Suzuki—Miyaura reaction was evaluated. The η<sup>3</sup>-coordinated cinnamyl (cin) ligand, which is present in the complexes and acts as a reducing agent of Pd(<span>ii</span>) to Pd(0) in the presence of bases, promotes the rapid activation of the catalytic system. The complex with the 2,4-bis[2,6-diisopropylphenyl]-5-{[2,6-diisopropylphenyl]amino}-2,4-dihydro-3<i>H</i>-1,2,4-triazol-3-ylidene ligand showed a high efficiency in the catalysis of the cross-coupling of arylboronic acids with deactivated aryl chlorides and benzyl chlorides at 25 °C.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 3","pages":"696 - 706"},"PeriodicalIF":1.7,"publicationDate":"2025-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143883642","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Synthesis and thermal stability of adducts of GaX3 (X3 = Cl3, MeCl2, Me3) with bulky aniline 2,6-(CHPh2)2-4-CH3-C6H2NH2","authors":"O. A. Kushnerova, N. V. Somov, V. A. Dodonov","doi":"10.1007/s11172-025-4570-1","DOIUrl":"10.1007/s11172-025-4570-1","url":null,"abstract":"<div><p>The reaction of aniline ArNH<sub>2</sub> (ArNH<sub>2</sub> = 2,6-(CHPh<sub>2</sub>)<sub>2</sub>-4-CH<sub>3</sub>-C<sub>6</sub>H<sub>2</sub>NH<sub>2</sub>) with Lewis acids GaX<sub>3</sub> (X<sub>3</sub> = Cl<sub>3</sub>, MeCl<sub>2</sub>, Me<sub>3</sub>) leads to the formation of the adducts [ArNH<sub>2</sub>GaCl<sub>3</sub>] (<b>1</b>), [ArNH<sub>2</sub>GaMeCl<sub>2</sub>] (<b>2</b>), and [ArNH<sub>2</sub>GaMe<sub>3</sub>] (<b>3</b>) in high yields. The thermal decomposition of <b>3</b> affords amide [ArNHGaMe<sub>2</sub>]<sub><i>n</i></sub> (<i>n</i> = 1, 2), which further decomposes to form an amorphous compound containing predominantly carbon (89.4% C and 10.6% Ga). The newly synthesized compounds were characterized by X-ray diffraction analysis, NMR and IR spectroscopy, and elemental analysis. Their electronic structures and the proposed reaction pathways were probed in terms of the density functional theory. The thermal stability of products <b>1–3</b> was studied by thermogravimetric analysis. The surface composition of the thermal decomposition product was determined by energy-dispersive X-ray spectroscopy.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 3","pages":"765 - 775"},"PeriodicalIF":1.7,"publicationDate":"2025-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143883646","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}