Russian Journal of Bioorganic Chemistry最新文献

{"title":"Synthesis and Biological Assessment of Novel Derivatives of 2-Oxo-tetrahydropyrimidine-5-carboxamides","authors":"S. Bhardwaj,&nbsp;H. Chopra,&nbsp;R. Agrawal,&nbsp;S. N. Mali,&nbsp;M. Akhlaquer Rahman,&nbsp;A. Garg","doi":"10.1134/S1068162024604907","DOIUrl":"10.1134/S1068162024604907","url":null,"abstract":"<p><b>Objective:</b> Pyrimidine derivatives exhibit diverse biological activities, including antifungal, analgesic, antimicrobial, anti-inflammatory, and anticancer properties. This study focuses on the synthesis and evaluation of novel 5-carboxamide-2-oxo-tetrahydropyrimidine derivatives for their antibacterial and antifungal potential. <b>Methods:</b> Various 2-oxo-tetrahydropyrimidine-5-carboxamide derivatives (<b>VIa</b>–<b>VIn</b>) were synthesized via the reaction of <i>N</i>-arylacetoacetamides, urea, and substituted benzaldehydes in ethanol as a solvent, using a catalytic amount of ferric chloride with a trace of HCl. The progress of the reaction was monitored by TLC, and the products were purified by recrystallization. The structures of the synthesized compounds were characterized by IR, ¹H NMR spectroscopy, and mass spectrometry, with further confirmation by elemental analysis. <b>Results and Discussion:</b> The antibacterial and antifungal activities of all synthesized compounds were evaluated against standard microbial strains, including Gram-negative bacteria (<i>Pseudomonas aeruginosa</i>, <i>Escherichia coli</i>), Gram-positive bacteria (<i>Staphylococcus aureus</i>, <i>Bacillus subtilis</i>), and fungi (<i>Aspergillus niger</i>, <i>Candida albicans</i>). Compounds (<b>VIc</b>), (<b>VIe</b>), (<b>VIg</b>), (<b>VII</b>), (<b>VIj</b>), (<b>VIk</b>), and (<b>VIn</b>) exhibited significant antibacterial activity against both Gram-negative and Gram-positive bacteria. Similarly, compounds (<b>VIc</b>), (<b>VId</b>), (<b>VIe</b>), (<b>VII</b>), (<b>VIj</b>), (<b>VIk</b>), and (<b>VIn</b>) demonstrated potent antifungal activity against <i>A. niger</i> and <i>C. albicans</i>. Several of these compounds showed greater potency than standard antibiotics and antifungal drugs. <b>Conclusions:</b> In this study, novel pyrimidine derivatives were synthesized and evaluated for their antibacterial and antifungal properties. The results suggest that these compounds hold promise as potential leads for the development of new antimicrobial agents. Further research is necessary to elucidate their mechanism of action and assess their in vivo efficacy.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"51 2","pages":"574 - 583"},"PeriodicalIF":1.1,"publicationDate":"2025-04-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143786596","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":"Exploration of a Novel Indole/Pyrazole Scaffold as a Promising Dual α-Glucosidase and α-Amylase Inhibitor: an In Vitro, In Vivo and In Silico Approach Toward Antidiabetic Drug Design","authors":"Govinda Anjanayya,&nbsp;Ramesh Gani,&nbsp;Murigendra Hiremath,&nbsp;Apsara Kavital,&nbsp;Shrinivas Joshi,&nbsp;Karabasanagouda Timanagouda,&nbsp;Raifa Abdul Aziz,&nbsp;Shamprasad Varija Raghu,&nbsp;and Basavarajaiah Suliphuldevara Mathada","doi":"10.1134/S1068162024605391","DOIUrl":"10.1134/S1068162024605391","url":null,"abstract":"<p><b>Objective:</b> We aimed to develop a novel heterocyclic compound incorporating both indole and pyrazole moieties to assess its antidiabetic properties, as most existing antidiabetic medications, such as acarbose, voglibose, and miglitol, lack these specific structural features.<b> Methods:</b> The newly synthesized sulfonamide-based indole and pyrazole derivatives were characterized using mass spectrometry, ¹H, ¹³C NMR, IR, and techniques. <i>In vitro</i> and <i>in vivo</i> studies were conducted using <i>Drosophila melanogaster</i> as a model organism to evaluate toxicity and antidiabetic activity. Molecular modeling studies were performed using Sybyl-X, version 2.0.<b> Results and Discussion:</b> The results indicate that compound (<b>C-04</b>) (IC₅₀​ = 83.87 µM for α-amylase and IC₅₀​ = 73.15 µM for α-glucosidase) and compound (<b>IVb</b>) (IC₅₀​ = 63.34 µM for α-amylase and IC₅₀​ = 80.92 µM for α-glucosidase) exhibited significant enzyme inhibitory activities compared to acarbose, the positive control (IC₅₀​ = 35.17 µM). In addition, ADME properties of the synthesized compounds were analyzed using the SwissADME online tool. Further research can be conducted on compounds (<b>IVb</b>) and (<b>C-04</b>) to explore their potential as novel antidiabetic treatments by systematically increasing the dose, which may enhance their therapeutic efficacy.<b> Conclusions:</b> The findings suggest that compounds (<b>C-04</b>) and (<b>IVb</b>) hold promise for further development and could potentially undergo clinical trials in the future.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"51 2","pages":"755 - 771"},"PeriodicalIF":1.1,"publicationDate":"2025-04-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143786362","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":"New Potential Fluorogenic Dyes with an Extended π-System Based on Arylidene-Azolones","authors":"S. A. Krasnova,&nbsp;A. V. Eshtukov-Shcheglov,&nbsp;A. Yu. Smirnov,&nbsp;Yu. A. Bogdanova,&nbsp;M. S. Baranov","doi":"10.1134/S1068162024605433","DOIUrl":"10.1134/S1068162024605433","url":null,"abstract":"<p><b>Objective:</b> A new library of arylidene-imidazolones and arylidene-rhodanines with an extended π-system is presented.<b> Methods:</b> A tandem Wittig-hydrolysis reaction was used for the synthesis of cinnamaldehydes. Arylallylidene-imidazolones were synthesized through formation of imines of the corresponding cinnamaldehydes and subsequent [3+2] cycloaddition reaction. Knoevenagel condensation of the corresponding cinnamaldehydes with rhodanine was used for the synthesis of arylallylidene-rhodanines. The optical properties of all the new compounds were studied. <b>Results and Discussion:</b> We discovered that the new substances are characterized by a noticeable bathochromic shift of the absorption and emission maxima, as well as by a remarkable Stokes shift and a significant FQY variation depending on the properties of the medium. <b>Conclusions:</b> We designed a new series of arylidene-azolones with an extended system of conjugated bonds, that can be potentially applicable as fluorogenic dyes and polarity sensors.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"51 2","pages":"712 - 720"},"PeriodicalIF":1.1,"publicationDate":"2025-04-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143786617","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":"Design, Synthesis, and Antimicrobial Evaluation of Novel 5-Chloropyridine Oxalamide Conjugates as In Vitro and In Silico Inhibitors of E. coli DNA Gyrase and C. albicans Sterol 14α-Demethylase (CYP51)","authors":"Dilip C. Kanjariya,&nbsp;Hem N. Naik,&nbsp;Meet J. Sherashiya,&nbsp;Yogesh T. Naliapara,&nbsp;Dhanji Rajani,&nbsp;Smita Jauhari","doi":"10.1134/S1068162024605585","DOIUrl":"10.1134/S1068162024605585","url":null,"abstract":"<p><b>Objective:</b> A series of novel 5-chloropyridine oxalamide conjugates (<b>IVa–IVl</b>) were designed, synthesized, and evaluated for their <i>in vitro</i> and <i>in silico</i> antimicrobial activity, compared with standard drugs. <b>Methods:</b> The coupling of 2-((5-chloropyridin-2-yl)amino)-2-oxoacetic acid (<b>II</b>) with various ethyl and methyl esters of amino acids (<b>IIIa–IIIi</b>), including glycine, L-histidine, L-alanine, L-phenylalanine, L-valine, and L-tryptophan, was carried out using DIPEA as a base and HATU as a coupling agent to obtain the final targeted 5-chloropyridine oxalamide conjugates (<b>IVa–IVl</b>). Antimicrobial screening was performed using the MTT assay. Further, all hybrids (<b>IVa–IVl</b>) were geometry-optimized using Gaussian09, molecular docking was performed using AutoDock Tool 1.5.7, and <i>in silico</i> ADME analysis was conducted <i>via</i> the online SwissADME server. <b>Results and Discussion:</b> The novel 5-chloropyridine oxalamide conjugates (<b>IVa–IVl</b>) were characterized by IR, ¹H, ¹³C NMR spectroscopy, and mass spectrometry, and screened against two Gram-negative and two Gram-positive bacterial strains, as well as three fungal strains. Compounds methyl (2-((5-chloropyridin-2-yl)amino)-2-oxoacetyl)glycinate (<b>IVb</b>), methyl (2-((5-chloropyridin-2-yl)amino)-2-oxoacetyl)tryptophanate (<b>IVe</b>), and methyl (2-((5-chloropyridin-2-yl)amino)-2-oxoacetyl)phenylalaninate (<b>IVl</b>) exhibited the most potent antibacterial activity against <i>E. coli</i>, with MIC values of 25 μg/mL. Compounds ethyl (2-((5-chloropyridin-2-yl)amino)-2-oxoacetyl)glycinate (<b>IVa</b>), methyl (2-((5-chloropyridin-2-yl)amino)-2-oxoacetyl)histidinate (<b>IVc</b>), and ethyl (2-((5-chloropyridin-2-yl)amino)-2-oxoacetyl)tryptophanate (<b>IVd</b>) exhibited the most potent antifungal activity against <i>C. albicans</i> with MIC values of 250 μg/mL. DFT analysis was performed using the B3LYP/6-311G(d,p) basis set to determine quantum chemical parameters, frontier molecular orbitals (FMO), and molecular electrostatic potential (MEP) of all synthesized compounds (<b>IVa–IVl</b>). Moreover, molecular docking studies revealed that compounds (<b>IVa–IVl</b>) could bind to the active sites of <i>E. coli</i> DNA gyrase (1KZN) and <i>C. albicans</i> sterol 14α-demethylase (CYP51) (5TZ1), forming hydrogen bonds with key active-site amino acid residues. <b>Conclusions:</b> The synthesized hybrids exhibited potent to moderate activity against Gram-positive and Gram-negative bacterial strains, as well as fungal pathogens. This was further supported by molecular docking and ADME analysis, suggesting their potential as promising lead compounds for the development of future antimicrobial drugs.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"51 2","pages":"827 - 849"},"PeriodicalIF":1.1,"publicationDate":"2025-04-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143786359","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":"Antitumor Mechanisms of Olive Fruit Metabolites, Maslinic, and Oleanolic Acids on Lung Cancer Cells","authors":"Canan Afacan,&nbsp;Isik Didem Karagoz,&nbsp;Ahmet Cakir","doi":"10.1134/S1068162025010078","DOIUrl":"10.1134/S1068162025010078","url":null,"abstract":"<p><b>Objective:</b> There is an increasing demand for novel and effective anticancer therapies due to the rapid development of resistance to standard anticancer agents. Nonetheless, it is quite challenging to develop new anticancer agents that can selectively inhibit the proliferation of cancer cells with little or no effect on normal cells. Therefore, studies aimed at developing new chemotherapeutic agents with potential anticancer activity against various types of cancer are still ongoing. <b>Methods:</b> As a component of our ongoing research to discover new natural anticancer agents, in the current study, we explored the cytotoxic, apoptotic, genotoxic, and oxidant potentials of oleanolic acid (<b>I</b>) and maslinic acid (<b>II</b>) isolated from olive (<i>Olea europaea</i> L.) fruits on the A549 and H1299 lung cancer cells. <b>Results and Discussion:</b> Our findings indicate that the metabolites of the olive fruit exhibit cytotoxic and genotoxic activities, but do not have an apoptotic effect related to oxidative stress. <b>Conclusions:</b> Evidence from the current study concludes that olive fruit metabolites, oleanolic acid (<b>I</b>) and maslinic acid (<b>II</b>), possess antitumoral activity on lung cancer cell lines and are candidate molecules for further investigations.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"51 1","pages":"79 - 92"},"PeriodicalIF":1.1,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143396673","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":"Multifunctional Roles and Phytopharmacological Potential of Ursolic Acid: an Invaluable Natural Nutraceutical Agent","authors":"Pranay Wal,&nbsp;Shubhi Kaushal,&nbsp;Jyotsana Dwivedi,&nbsp;Pallavi Patel,&nbsp;Pranjal Sachan,&nbsp;Pooja Srivastava","doi":"10.1134/S1068162025120015","DOIUrl":"10.1134/S1068162025120015","url":null,"abstract":"<p>Ursolic acid (UA) is a pentacyclic triterpenoid that is widely distributed in plants and has recently attracted much attention because of its numerous pharmacological characteristics and medicinal uses. This review presents a detailed synopsis of the pharmacological actions, molecular mechanisms, and therapeutic possibilities of ursolic acid. Ursolic acid exhibits various biological properties, including antioxidant, anti-inflammatory, anticancer, antidiabetic, anti-obesity, antiseptic, liver-protective, neuroprotective, and cardioprotective effects. These effects are mediated through multiple molecular pathways, including the modulation of various signaling pathways, inhibition of enzymes, regulation of gene expression, and interaction with cellular receptors. Notably, the anticancer properties of ursolic acid have been thoroughly investigated, and data indicate that it can effectively prevent cancer cells from proliferating, trigger apoptosis, reduce metastasis, and make cancer cells more vulnerable to radiotherapy. In addition, ursolic acid has demonstrated potential in treating obesity and diabetes, which are examples of metabolic disorders characterized by enhanced insulin sensitivity, reduced body fat, and dyslipidemia. Ursolic acid represents a prospective option for developing innovative therapeutic drugs to prevent and treat many diseases due to its pleiotropic properties. Nevertheless, additional preclinical and clinical research is necessary to clarify its safety profile, optimal dosage, and potential drug interactions. Enhancing bioavailability and targeted delivery may further improve therapeutic efficacy.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"51 1","pages":"1 - 34"},"PeriodicalIF":1.1,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143396451","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":"Design, Synthesis, and Molecular Docking of Novel Benzothiazinone Derivatives as DprE1 Inhibitors with Potential Antitubercular Activities","authors":"M. S. Raghu,&nbsp;Amar Yasser Jassim,&nbsp;K. Yogesh Kumar,&nbsp;Fahd Alharethy,&nbsp;M. K. Prashanth,&nbsp;Byong-Hun Jeon","doi":"10.1134/S1068162025010042","DOIUrl":"10.1134/S1068162025010042","url":null,"abstract":"<p><b>Objective:</b> As a possible antitubercular agent, we disclose in this study the design and synthesis of a novel series of benzothiazinone derivatives (<b>Va–Vi</b>), contributing to the worldwide fight to eradicate TB, one of the deadliest infectious killers in the world. <b>Methods:</b> The newly synthesized benzothiazinone derivatives were characterized using various spectroscopic and elemental analysis techniques. The antituberculosis activity of the synthesized benzothiazinone derivatives was evaluated against drug-sensitive <i>Mtb</i> H37Rv and MDR-TB strains. To explain their inhibitory qualities, potent compounds underwent molecular docking studies. The synthetic molecules’ ability to function as lead-like molecules and the drug-likeness of the compounds were computed using the SwissADME online tool. <b>Results and Discussion:</b> With a MIC of 0.01 and 0.21 µM, respectively, compound (<b>Vi</b>) showed the most promising antitubercular efficacy against drug-sensitive <i>Mtb</i> H37Rv and MDR-TB strains. Four of the nine studied compounds had strong DprE1 inhibitory action, with IC₅₀ values ranging from 0.02 to 0.79 μM. The molecular docking findings indicated that these compounds had a high docking score and a strong binding affinity to the target DprE1 protein’s active pocket. <b>Conclusions:</b> The current study demonstrated the potential significance of novel benzothiazinone derivatives as antitubercular prospects, and further investigation into optimization may lead to the creation of new antitubercular medication candidates.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"51 1","pages":"65 - 78"},"PeriodicalIF":1.1,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143396575","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":"Comparison of Methods for Rapid Determination of Cholesterol Concentration in Human Sperm Membrane in Clinical Laboratory Practice","authors":"A. G. Mironova,&nbsp;S. I. Afanasyeva,&nbsp;A. V. Sybachin,&nbsp;V. V. Spiridonov,&nbsp;M. A. Bolshakov,&nbsp;E. Yu. Simonenko","doi":"10.1134/S1068162025010170","DOIUrl":"10.1134/S1068162025010170","url":null,"abstract":"<p><b>Objective:</b> Cholesterol is an important structural component of the plasma membrane of mammalian cells. Cholesterol, among other important roles, plays a special role in sperm membranes. Change in the lipid composition of the sperm membrane, particularly the outflow of cholesterol, is an integral part of the process of capacitation and subsequent acrosomal reaction necessary for the sperm to fertilize an egg. Deviations in cholesterol concentration in sperm membrane may indicate a decrease in the fertilizing potential of sperm. To determine the optimal method for rapid analysis of the cholesterol content in human sperm membranes in the IVF laboratory, four methods of quantitative determination of cholesterol were compared in terms of practicality and effectiveness of their use to assess the concentration of cholesterol in human sperm membranes: the method of enzymatic colorimetric detection, the Lieberman–Burchard method, infrared spectroscopy and high-performance liquid chromatography. <b>Methods:</b> 101 ejaculates of patients with established normozoospermia (according to WHO criteria) were used in the work. Spermatozoa were separated from the semen by double centrifugation with the addition of DPBS medium. The resulting cellular pellet was used to determine the concentration of cholesterol in a sample by one of four methods: enzymatic colorimetric detection (FCD), HPLC, Lieberman-Burchard method, infrared spectroscopy. <b>Results and Discussion:</b> The following cholesterol concentrations were obtained by enzymatic colorimetric detection, Lieberman–Burchard, infrared spectroscopy and high-performance liquid chromatography: 1.0 ± 0.3, 1.32 ± 0.15, 5.1 ± 1.8 and 1.53 ± 0.18 nmol/10⁶ cells, respectively. The Lieberman–Burchard method, enzymatic colorimetric detection and HPLC showed similar results, the obtained average cholesterol concentrations coincide within the error. The mean cholesterol concentration in sperm membranes obtained using infrared spectroscopy method significantly exceeds the values presented in the literature and the values obtained using other methods. In addition, this method requires an amount of analyzed material that significantly exceeds the volume of one ejaculate. <b>Conclusions:</b> As a result of comparing four methods of quantitative cholesterol analysis, the method of enzymatic colorimetric detection is proposed as a method of rapid analysis of cholesterol in human sperm membranes suitable for routine use in a clinical laboratory. The advantages of this method include the low toxicity of the method, it’s cost-effectiveness and a significant reduction in the time of complete analysis: from sample preparation to obtaining the result.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"51 1","pages":"137 - 144"},"PeriodicalIF":1.1,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143396614","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":"Accessible Synthesis Methods and Physicochemical Properties of Quinoline-Derived Schiff Bases","authors":"L. P. Hambardzumyan,&nbsp;I. L. Aleqsanyan","doi":"10.1134/S1068162025010212","DOIUrl":"10.1134/S1068162025010212","url":null,"abstract":"<p><b>Objective:</b> Quinoline derivatives have extensively been used for both pharmaceutical agents and as fluorescent dyes for bioimaging. However, typical synthesis of quinoline derivatives is generally through expensive methods at high temperatures. <b>Methods:</b> In the present study, an inexpensive and accessible method for the synthesis of Schiff bases based on 6-amino-4-hydroxy-2-methylquinoline was developed by condensing the amino group at the sixth position of quinoline with the aldehyde group of hydroxybenzaldehydes. <b>Results and Discussion:</b> Quinoline-based Schiff bases were found to exhibit significant intramolecular fluorescence with charge transfer with Stokes shifts. <b>Conclusions: </b>Studies of the physicochemical properties of the synthesized compounds have shown that the quinolinebased Schiff bases have luminescent properties of aggregation-induced emission (AIE). They emit short-wave blue-green light like many other water-soluble AIE luminogens.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"51 1","pages":"266 - 272"},"PeriodicalIF":1.1,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143396449","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 Exploring the Antibacterial and Antifungal Potential of 1,4-Dihydropyrimido[1,2-a]benzimidazole Derivatives","authors":"Dharmesh Katariya,&nbsp;Kailash Pancholi,&nbsp;Mahendra Borisagar","doi":"10.1134/S1068162025010273","DOIUrl":"10.1134/S1068162025010273","url":null,"abstract":"<p><b>Objective:</b> This study aims to synthesize and evaluate the antimicrobial efficacy of a series of 1,4-dihydropyrimido[1,2-<i>a</i>]benzimidazole derivatives (<b>IVa–IVo</b>) as potential therapeutic agents against antibiotic-resistant bacteria and fungi. The increasing prevalence of drug-resistant pathogens necessitates the discovery of novel antimicrobial compounds. <b>Methods:</b> The 1,4-dihydropyrimido[1,2-<i>a</i>]benzimidazole derivatives (<b>IVa–IVo</b>) were synthesized and characterized using various spectroscopic techniques. Their antimicrobial activity was assessed through the minimum inhibitory concentration (MIC) method against a spectrum of Gram-positive bacteria (<i>Staphylococcus aureus</i>, <i>Streptococcus pyogenes</i>), Gram-negative bacteria (<i>Escherichia coli</i>, <i>Pseudomonas aeruginosa</i>), and fungal strains (<i>Candida albicans</i>, <i>Aspergillus niger</i>, <i>Aspergillus clavatus</i>). <b>Results and Discussion:</b> Among the synthesized compounds, derivatives (<b>IVj</b>), (<b>IVb</b>), and (<b>IVl</b>) demonstrated significant antimicrobial activity, particularly against <i>Staphylococcus aureus</i>, <i>Streptococcus pyogenes</i>, and <i>Escherichia coli</i>, with MIC values comparable to those of standard antibiotics. While the overall activity of the 1,4-dihydropyrimido[1,2-<i>a</i>]benzimidazole derivatives was lower than that of the standard drugs, these compounds show promise as lead structures for further optimization and development in the quest to combat drug-resistant pathogens. <b>Conclusions:</b> The study successfully synthesized and identified 1,4-dihydropyrimido[1,2-<i>a</i>]benzimidazole derivatives with notable antimicrobial properties, especially against specific bacterial strains. These findings suggest that with further development, these compounds could contribute to the discovery of new antimicrobial agents to address the growing challenge of drug-resistant infections.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"51 1","pages":"330 - 339"},"PeriodicalIF":1.1,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143396644","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}