D. V. Lipin, N. A. Pulina, V. V. Novikova, R. R. Makhmudov, N. V. Zhekina, V. M. Shadrin
{"title":"Synthesis and Study of Antimicrobial Activity of Reaction Products of Substituted 3-Thienylimino-3H-furan-2-ones with Substituted Hydrazines and Hydrazides","authors":"D. V. Lipin, N. A. Pulina, V. V. Novikova, R. R. Makhmudov, N. V. Zhekina, V. M. Shadrin","doi":"10.1134/S1070363224607816","DOIUrl":"10.1134/S1070363224607816","url":null,"abstract":"<p>A method was proposed for the synthesis of new biologically active compounds based on substituted 3-thienylimino-3<i>H</i>-furan-2-ones with various hydrazines and hydrazides. Synthesis in the presence of one equivalent of hydrazine or hydrazide or their excess was considered. The obtained compounds were found to possess pronounced antimicrobial activity against strains of <i>Candida albicans</i> NCTC 885-653, <i>Staphylococcus aureus</i> ATCC 6538-P, and <i>Escherichia coli</i> ATCC 25922. The acute toxicity (LD<sub>50</sub>) of the obtained compounds is >1500 mg/kg and they belong to practically nontoxic compounds.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 2","pages":"291 - 300"},"PeriodicalIF":0.9,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143707043","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":"A Reaction of Perfluoroalkylbenzenes with Carbon Monoxide in Antimony Pentafluoride Medium","authors":"Ya. V. Zonov, V. M. Karpov, and T. V. Mezhenkova","doi":"10.1134/S1070363225600286","DOIUrl":"10.1134/S1070363225600286","url":null,"abstract":"<p>4-X-Perfluoroisopropylbenzenes (X = F, Cl, H, CH<sub>3</sub>) undergo carbonylation under the action of CO/SbF<sub>5</sub> at room temperature and atmospheric pressure, forming 2-(4-X-tetrafluorophenyl)perfluoro-2-methylpropanoyl fluorides. Upon treatment with NH<sub>3</sub>/CH<sub>2</sub>Cl<sub>2</sub>, the latter are converted into amides of the corresponding carboxylic acids and their further transformation products under the action of ammonia—4-X-2,3,5,6-tetrafluoro-1-(1,1,1,3,3,3-hexafluoropropan-2-yl)benzenes. Perfluorinated <i>p</i>-cymene (X = CF<sub>3</sub>), <i>p</i>- and <i>m</i>-xylenes, as well as ethyl- and propylbenzenes, do not undergo carbonylation under the action of CO/SbF<sub>5</sub>.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 2","pages":"374 - 382"},"PeriodicalIF":0.9,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143707062","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}
E. I. Basanova, T. Yu. Koldaeva, V. P. Perevalov, P. A. Nikitina
{"title":"Investigation of Prototropic Tautomerism of Ethyl 2-Aryl-1-hydroxy-4-methyl-1H-imidazole-5-carboxylates","authors":"E. I. Basanova, T. Yu. Koldaeva, V. P. Perevalov, P. A. Nikitina","doi":"10.1134/S1070363224613152","DOIUrl":"10.1134/S1070363224613152","url":null,"abstract":"<p>The predominant tautomer form of 5-ethoxycarbonyl-substituted 1-hydroxyimidazoles (exhibiting antiviral activity towards orthopoxviruses) in a solution of aprotic DMSO-<i>d</i><sub>6</sub> has been elucidated from the data of <sup>1</sup>Н and <sup>13</sup>С NMR spectroscopy in comparison with model structures. The IR spectra (KBr pellets) have been considered. It has been shown that 1-hydroxyimidazoles <b>3а</b>, <b>3b</b> predominantly exist as <i>N</i>-hydroxy tautomers in the solution, forming crystal hydrates in the solid state, in which water favors the shift of the tautomeric equilibrium towards the <i>N</i>-oxide.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 2","pages":"313 - 320"},"PeriodicalIF":0.9,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143707041","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":"Fermi Hole Behavior in O–H···O and N–H···S Hydrogen Bonds: Equilibrium Points in the Electrostatic and Total Static Force Fields and the Electron Density Gradient as Reference Positions for the Probe Electron","authors":"A. P. Fedonin, S. V. Kartashov, R. R. Fayzullin","doi":"10.1134/S107036322560136X","DOIUrl":"10.1134/S107036322560136X","url":null,"abstract":"<p>In this study, the distributions of the Fermi exchange hole density, associated with the three-center interactions O–H···O in the picolinic acid <i>N</i>-oxide molecule and N–H···S in the methimazole supramolecular dimer, were investigated. As reference points for the location of the probe electron, it was proposed to utilize the saddle and sink equilibrium points, which are defined within the vector fields of the per-electronic electrostatic force density, the per-electronic total static force density, and the electron density gradient. The reassignment of the probe electron from the covalent bond region to the hydrogen bond domain causes a sudden transformation of the Fermi exchange hole. Initially confined within the covalent bond, the exchange hole subsequently expands, encompassing both the hydrogen bond acceptor atom and the pair of hydrogen bond donor atoms. This phenomenon underscores the intrinsic three-center character of classical hydrogen bonding. Furthermore, along the bond line of each hydrogen bond, the distribution of the exchange hole density undergoes a smooth yet steady change as the probe electron transitions from one saddle-type equilibrium point to another, following the aforementioned sequence.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 3","pages":"525 - 531"},"PeriodicalIF":0.9,"publicationDate":"2025-03-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143716778","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":"Ecofriendly Synthesis, Biological Evaluation, and Molecular Docking Studies of a Novel N-[3-(Benzo[d][1,3]dioxol-5-yl]-1,8-naphthyridine Benzamide Derivatives and Phenyl-triazolo-[1,8]naphthyridine Scaffolds","authors":"Sontireddy Surender Reddy, Kavati Shireesha, Kumara Swamy Jella","doi":"10.1134/S1070363224611451","DOIUrl":"10.1134/S1070363224611451","url":null,"abstract":"<p>An efficient and rapid synthetic method was developed for the construction of <i>N</i>-(1,8-naphthyridin-2-yl)benzamides and 9-aryl-[1,2,4]triazolo[4,3-<i>a</i>][1,8]naphthyridine derivatives <i>via</i> microwave irradiation, obtained in excellent yields. This approach offers significant advantages, including reduced reaction time, enhanced yields, improved product purity, minimal by-product formation, and low energy consumption. The synthesized compounds were evaluated for their in vitro antimicrobial activity against pathogenic strains, revealing remarkable activity for certain derivatives compared to standard clinical drugs. Among them 6-(benzo[<i>d</i>][1,3]dioxol-5-yl)-9-(4-fluorophenyl)-[1,2,4]triazolo[4,3-<i>a</i>][1,8]naphthyridine exhibited the highest antimicrobial activity among the series. In addition, molecular docking studies further supported the experimental findings, demonstrating strong binding affinities of the active compounds to the target protein via hydrogen bonding interactions. These interactions suggest the synthesized compounds exhibit a stable and effective binding mode, correlating with their observed antimicrobial properties.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 1","pages":"173 - 183"},"PeriodicalIF":0.9,"publicationDate":"2025-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143513153","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}
L. G. Bakina, N. V. Mayachkina, A. G. Pilip, Yu. M. Polyak, A. O. Gerasimov, A. V. Egorova, I. E. Kolesnikov, A. A. Manshina, E. A. Gorbunova
{"title":"Study of (N,O)-Functionalized Phosphonates by Biotesting Methods","authors":"L. G. Bakina, N. V. Mayachkina, A. G. Pilip, Yu. M. Polyak, A. O. Gerasimov, A. V. Egorova, I. E. Kolesnikov, A. A. Manshina, E. A. Gorbunova","doi":"10.1134/S1070363224613310","DOIUrl":"10.1134/S1070363224613310","url":null,"abstract":"<p>Photopharmacology is one of the most promising and rapidly developing branches of modern medicine, based on the control of the biological activity of compounds by the light effect. An urgent issue in the development of “smart drugs” (compounds with light-controlled biological activity) is the toxicological assessment of new synthesized substances, determining their safety for humans and animals. This study is related to investigation of toxic properties of vinyl phosphonates, diene compounds with ethyl and isopropyl substituents at the phosphonate group. To determine the toxicity, test organisms from various systematic groups have been used, such as daphnia, ciliates, and green unicellular algae, which makes it possible to obtain the most objective assessment of the considered substances. The performed study of the phosphonates has revealed the differences in the degree of their toxicity for the test organisms. Daphnia have turned out to be the most sensitive to the action of functionalized phosphonates, whereas the unicellular green algae have exhibited slightly lower sensitivity, and the ciliates have shown the least sensitivity to the synthesized agents. Based on experiments on daphnia, considered as the most sensitive test organisms, median lethal dose and and safe concentration of the phosphonates have been determined.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 1","pages":"114 - 124"},"PeriodicalIF":0.9,"publicationDate":"2025-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143513204","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":"Preparation of Sodalite at Room Temperature for Enhanced Zn2+ Removal from Aqueous Solution","authors":"X. Zhang, Q. Li, J. Niu, B. Yang","doi":"10.1134/S1070363224611761","DOIUrl":"10.1134/S1070363224611761","url":null,"abstract":"<p>Sodalite products were synthesized with varying hydrogel Al<sub>2</sub>O<sub>3</sub>/SiO<sub>2</sub> ratio by a hydrothermal route. The results revealed that spherical particles consisted of small crystallites were obtained after 10 h of room-temperature crystallization; while with the same hydrogel composition, the sample synthesized at 90°C for 10 h was large lepispherical particles. In compare with sample obtained at elevated temperature, sodalite crystals synthesized under room temperature exhibited better Zn<sup>2+</sup> ions adsorption performance, and the maximum adsorption capacities were measured to be 51.2, 54.3, 57.1, and 61.6 mg/g for the sodalite synthesized with hydrogel Al<sub>2</sub>O<sub>3</sub>/SiO<sub>2</sub> ratios of 0.43, 0.55, 0.68 and 0.84, respectively. The reasons would be attributed to its larger surface area, specific pore structure, along with more available active sites of adsorbent. Moreover, the adsorption isotherms and kinetics analysis displayed that Langmuir model and pseudo-second order model matched well with the adsorption processes. Sodalite products obtained under room temperature are potential adsorbents for the removal of Zn<sup>2+</sup> as low-cost materials used for treating sewage in the future.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 1","pages":"229 - 238"},"PeriodicalIF":0.9,"publicationDate":"2025-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143513321","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. S. Igonin, E. I. Isaeva, R. I. Baichurin, S. V. Makarenko
{"title":"Synthesis, Structure, and Catalytic Properties of Palladium(II) Complexes with Acetophenone Semicarbazone and Its Derivatives","authors":"A. S. Igonin, E. I. Isaeva, R. I. Baichurin, S. V. Makarenko","doi":"10.1134/S1070363224612687","DOIUrl":"10.1134/S1070363224612687","url":null,"abstract":"<p>Ligands, (2<i>E</i>)-2-(1-phenylethylidene)hydrazine-1-carboxamide (L<sup>1</sup>) and (2<i>E</i>)-<i>N</i>-phenyl-2-(1-phenylethylidene)hydrazine-1-carboxamide (L<sup>2</sup>), were synthesized, as well as cyclometallic palladium(II) complexes [(PdL<sup>1</sup>)<sub>2</sub>Cl]Cl and [(PdL<sup>2</sup>)<sub>2</sub>Cl]Cl with them. Their composition and structure were proven by <sup>1</sup>H, <sup>13</sup>C, <sup>1</sup>H–<sup>13</sup>C HMQC, <sup>1</sup>H–<sup>13</sup>C HMBC, <sup>1</sup>Н–<sup>1</sup>Н dqf–COSY and <sup>1</sup>H–<sup>1</sup>H NOESY NMR spectroscopy, mass spectrometry, IR and electron spectroscopy. Catalytic activity of the obtained complexes in the Suzuki–Miyaura C–C cross-coupling reactions was demonstrated.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 1","pages":"88 - 95"},"PeriodicalIF":0.9,"publicationDate":"2025-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143513118","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":"Thermodynamics, Kinetics, and Mechanism of Luteolin Adsorption on Nickel-Doped Amino-Modified Silica","authors":"X. Niu, D. Han, B. Zhang, X. He, Y. Zhang, Z. Yan","doi":"10.1134/S1070363224611797","DOIUrl":"10.1134/S1070363224611797","url":null,"abstract":"<p><i>N</i>-[3-(Trimethoxysilyl)propyl]ethylenediamine, tetraethyl silicate, nickel acetate, and sodium hydroxide solution were reacted through using anhydrous ethanol as the solvent and heated in a water bath to synthesize nickel-doped amino-modified silica adsorbent material (NDAMS). The structure of NDAMS was characterized by utilizing XRD, BET, FTIR, and XPS. The thermodynamics, kinetics and mechanism of luteolin adsorption on NDAMS were examined. The results exhibit that NDAMS achieves a 94.69% adsorption efficiency for luteolin at 298 K, demonstrating excellent adsorption performance. As the temperature increases, the adsorption amount rises, which conforms to the Langmuir model. The adsorption process aligns with the pseudo-second-order kinetic model, with an enthalpy (Δ<i>H</i>) of 30.68 kJ/mol, entropy (Δ<i>S</i>) of 198.70 J/(mol K), and Gibbs free energy (Δ<i>G</i>) of –28.44 kJ/mol at 298 K. NDAMS may adsorb luteolin through a spontaneous, endothermic and monolayer chemisorption process, in which a bond is formed between the doped nickel atoms and the oxygen atoms in the luteolin’s phenolic hydroxyl group.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 1","pages":"239 - 252"},"PeriodicalIF":0.9,"publicationDate":"2025-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143513274","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}
M. Ferazoddin, Arshiya Banu Syeda, Asra Banu Syeda, G. Dasari, S. Bandari
{"title":"Design, Synthesis, In Vitro Anticancer and ADMET Studies of Piperazine-Pyrazolo-Quinoxalin-2(1H)-one Conjugate as EGFR Targeting Agents","authors":"M. Ferazoddin, Arshiya Banu Syeda, Asra Banu Syeda, G. Dasari, S. Bandari","doi":"10.1134/S1070363224610366","DOIUrl":"10.1134/S1070363224610366","url":null,"abstract":"<p>A series of piperazine-pyrazolo-quinoxalin-2(1<i>H</i>)-one conjugate was synthesized and evaluated for their anticancer activity against two human breast cancer cell lines, such as MCF-7 and MDA-MB231 using erlotinib as a reference drug. The activity results showed that 1-{[3-(4-methoxyphenyl)-1<i>H</i>-pyrazol-5-yl]methyl}-3-(4-methylpiperazin-1-yl)quinoxalin-2(1<i>H</i>)-one, 1-{[3-(3,5-dimethoxyphenyl)-1<i>H</i>-pyrazol-5-yl]methyl}-3-(4-methylpiperazin-1-yl)quinoxalin-2(1<i>H</i>)-one and 1-{[3-(3-methoxyphenyl)-1<i>H</i>-pyrazol-5-yl]methyl}-3-(4-methylpiperazin-1-yl)quinoxalin-2(1<i>H</i>)-one exhibited higher activity as compared to standard drug. The tyrosine kinase EGFR inhibitory activity showed that 1-{[3-(4-methoxyphenyl)-1<i>H</i>-pyrazol-5-yl]methyl}-3-(4-methylpiperazin-1-yl)quinoxalin-2(1<i>H</i>)-one and 1-{[3-(3,5-dimethoxyphenyl)-1<i>H</i>-pyrazol-5-yl]methyl}-3-(4-methylpiperazin-1-yl)quinoxalin-2(1<i>H</i>)-one have higher inhibitory activity as compared to the standard drug erlotinib. Additionally, we performed in silico ADMET for the potent compounds. All the three compounds followed four filters (Lipinski rule, Ghose rule, Veber rule, Egan rule, and Muegge rule) that matched all four of the above-mentioned conditions, except Ghose rule.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 1","pages":"184 - 195"},"PeriodicalIF":0.9,"publicationDate":"2025-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143513136","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}