{"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}
S. A. Tishchenko, A. S. Sokolova, O. I. Yarovaya, V. I. Krasnov, A. A. Shtro, A. V. Galochkina, A. M. Klabukov, D. N. Razgulyaeva, N. F. Salakhutdinov
{"title":"Synthesis of Secondary Amines of Bornylamine and Isobornylamine Containing a Saturated N-Heterocycle and Study of Their Antiviral Activity against Respiratory Syncytial Virus","authors":"S. A. Tishchenko, A. S. Sokolova, O. I. Yarovaya, V. I. Krasnov, A. A. Shtro, A. V. Galochkina, A. M. Klabukov, D. N. Razgulyaeva, N. F. Salakhutdinov","doi":"10.1134/S1070363224613486","DOIUrl":"10.1134/S1070363224613486","url":null,"abstract":"<p>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 <i>endo</i>- and <i>exo</i>-bornylamines as starting materials. It was shown that alkylation of (+)-<i>exo</i>-bornylamine and (+)- or (–)-<i>endo</i>-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 <i>exo</i>-bornylamine derivative containing the 4-methylpiperidine fragment has pronounced antiviral activity against the respiratory syncytial virus.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 1","pages":"79 - 87"},"PeriodicalIF":0.9,"publicationDate":"2025-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143513199","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, Characterization, and In Vitro Anticancer Studies of New 1,8-Naphthyridine Substituted Schiff Base Derivatives and Their Molecular Docking","authors":"K. Md, R. Domala","doi":"10.1134/S1070363224609062","DOIUrl":"10.1134/S1070363224609062","url":null,"abstract":"<p>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, (<i>E</i>)-<i>N</i>-[(1,8-naphthyridin-7-yl)methylene]-4-(trifluoromethoxy)benzenamine exhibited best anticancer activity among the synthesized compounds.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 1","pages":"209 - 219"},"PeriodicalIF":0.9,"publicationDate":"2025-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143513157","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}
P. E. Rogozin, E. V. Suslov, A. Yu. Filippova, A. V. Pavlova, K. P. Volcho, N. F. Salakhutdinov
{"title":"Synthesis and Analgesic Activity of Ureas and Imidazolidine-2,4,5-trione Derivatives Containing Adamantane and Monoterpene Fragments","authors":"P. E. Rogozin, E. V. Suslov, A. Yu. Filippova, A. V. Pavlova, K. P. Volcho, N. F. Salakhutdinov","doi":"10.1134/S1070363224612808","DOIUrl":"10.1134/S1070363224612808","url":null,"abstract":"<p>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.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 1","pages":"23 - 29"},"PeriodicalIF":0.9,"publicationDate":"2025-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143513138","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. Skrylkova, D. M. Egorov, A. V. Egorova, A. A. Manshina
{"title":"Approaches to the Synthesis of 1,2,4-Triazolo[4,3-a]pyrimidines (Mini-Review)","authors":"A. S. Skrylkova, D. M. Egorov, A. V. Egorova, A. A. Manshina","doi":"10.1134/S1070363224613322","DOIUrl":"10.1134/S1070363224613322","url":null,"abstract":"<p>1,2,4-Triazolo[4,3-<i>a</i>]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.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"95 1","pages":"44 - 72"},"PeriodicalIF":0.9,"publicationDate":"2025-02-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143513152","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}