Russian Journal of Bioorganic Chemistry最新文献

{"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":"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":"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}

{"title":"Characterization of Combined Effects of Reactive Oxygen Metabolites, Complement System, and Antimicrobial Peptides In Vitro","authors":"I. A. Krenev,&nbsp;E. V. Egorova,&nbsp;N. P. Gorbunov,&nbsp;V. A. Kostevich,&nbsp;A. V. Sokolov,&nbsp;A. S. Komlev,&nbsp;Y. A. Zabrodskaya,&nbsp;O. V. Shamova,&nbsp;M. N. Berlov","doi":"10.1134/S1068162025010996","DOIUrl":"10.1134/S1068162025010996","url":null,"abstract":"&lt;p&gt;&lt;b&gt;Objective:&lt;/b&gt; Phagocytes activation results in the production of reactive oxygen metabolites exerting antimicrobial and host-damaging activity. Although the main pool of papers shows their potentiating action on a key humoral nexus of innate immunity, complement system, the data are controversial. Combined action of reac­tive oxygen metabolites with antimicrobial peptides of phagocytes also remains poorly characterized. &lt;b&gt;Methods:&lt;/b&gt; We have investigated the influence of oxidative burst products on complement activation in various &lt;i&gt;in vitro&lt;/i&gt; models and assessed the combined bactericidal action of hypochlorous acid with antimicrobial peptides. &lt;b&gt;Results and Discussion:&lt;/b&gt; Hydrogen peroxide, including that in medium with Fe-EDTA did not affect parameters of complement activity in human blood serum. HOCl in millimolar concentrations stimulated production of C3a and C5a anaphylatoxins in 80% serum, the effect was inhibited by EDTA. We have identified bivalent ions-independent C5 cleavage in the presence of 16 mM HOCl. At the same time, HOCl served as an inhibitor of the alternative complement pathway in the model of membrane-associated activation in 5% serum in the presence of Mg-EGTA and rabbit erythrocytes. It inhibited production of C3a (IC&lt;sub&gt;50&lt;/sub&gt; ~4 mM) and C5a as well as serum hemolytic activity (IC&lt;sub&gt;50&lt;/sub&gt; ~0.2 mM). The inhibition of C5a generation was less pro­nounced in the presence of relatively high HOCl concentration (4–16 mM). Decrease in anaphylatoxins generation was also observed in the system with zymosan in 5% serum with Mg-EGTA. Under similar conditions but without activating surfaces, moderate HOCl concentrations enhanced C3a accumulation and C5a accumulation; EDTA inhibited this effect completely (C3a) or partially (C5a). Finally, in 70% serum, 16 mM HOCl enhanced the anaphylatoxins accumulation in the absence of zymosan but it inhibited this process almost completely under the conditions of the zymosan-triggered amplification loop. According to our hypothesis, HOCl can attack the thioester bond in C3 protein to form C3(HOCl) adduct which is capable of fluid-phase C3 and C5 convertases formation; however, the attack of the same group in C3b can prevent its covalent fixation on membranes and blocks the complement amplification loop. In addition, the transformation of C3 to C3(HOCl) which is not able to serve as a substrate of C3 convertases may also be responsible for complement inhibition. Besides, we have demonstrated the additive character of the combined action of HOCl with antimicrobial peptides (LL-37 cathelici­din and α-defensins HNPs) against &lt;i&gt;Listeria monocytogenes&lt;/i&gt; and &lt;i&gt;Escherichia coli&lt;/i&gt;. &lt;b&gt;Conclusions:&lt;/b&gt; According to our results, hydrogen peroxide and hydroxyl radical do not participate in complement modulation. HOCl is an activator of fluid-phase and an inhibitor of surface complement activation. HOCl may also induce complement-independent C5 cleavage in serum. HOCl and antimicrobi","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"51 1","pages":"235 - 250"},"PeriodicalIF":1.1,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143396446","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":"Exploring the Anticancer Properties of β-Sitosterol","authors":"Sainath Bhavsar,&nbsp;Sunita Pachori,&nbsp;Jitendra Patil","doi":"10.1134/S106816202501008X","DOIUrl":"10.1134/S106816202501008X","url":null,"abstract":"<p>Cancer is considered one of the most feared and dreaded diseases. According to the World Health Organization, it is the second leading cause of death worldwide. The uncontrollable division of cells is the main reason for cancer. Research is still ways to cure this hreatening disease, but very few significant results have been obtained to date. β-Sitosterol resembles the cholesterol moiety and belongs to the class of phytosterols. It is a white, waxy powdered sterol. It has been found that this compound inhibits the growth of cancerous cells. This review is devoted to the anticancer properties of the compound β-sitosterol on cancerous cells.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"51 1","pages":"171 - 176"},"PeriodicalIF":1.1,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143396447","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":"Spectral-Luminescent Properties of Products of Interaction of Polyfluorinated Pyrazoline-Containing Pyrylium Dyes with Bovine Serum Albumin and Amino Acids","authors":"V. V. Shelkovnikov,&nbsp;D. D. Doroshenko,&nbsp;I. Yu. Kargapolova,&nbsp;P. A. Kozlakov,&nbsp;N. A. Shestakov,&nbsp;Yu. S. Sotnikova","doi":"10.1134/S1068162025010200","DOIUrl":"10.1134/S1068162025010200","url":null,"abstract":"<p><b>Objective:</b> Studies of the reaction ability of fluorescent dyes to produce labelled proteins and amino acids are important for bioengineering and biomedicine, particularly for cell visualization by bioimaging and the study of the structure of labelled proteins by biophysical methods. Pyrylium dyes can interact with the amino groups of proteins to form luminescent products, which allows them to be used in the field of proteomics. It is interesting to study the pyrylium conjugates that contain both a polyfluorinated fragment responsible for increased lipophilicity of the protein conjugates and a pyrazoline fragment responsible for anticancer activity. <b>Methods:</b> The pyrylium dyes that contain the pyrazoline fragment and dialkylamino substituents (piperidino-, dibutylamino-, and 4-hydroxypiperidino-) in the donor part of the polyfluorinated aromatic ring have been synthesized by the Knoevenagel condensation reaction. The reaction of pyrylium dyes with compounds containing the primary amino group has been performed to obtain the pyridinium dyes by the ANRORC (Addition of Nucleophiles, Ring Opening and Ring Closure) Mechanism.<b> Results and Discussion:</b> The ability of the pyrуlium dyes to react with bovine serum albumin (BSA) and amino acids, such as Lys, Arg, Cys, and Phe to form pyridinium luminophore has been demonstrated. The spectral-luminescent properties of the resulting luminophores have been investigated. The product of the reaction of the pyrуlium dye (<i>Е</i>)-2,6-dimethyl-4-(4-{3-phenyl-5-[2,3,5,6-tetrafluorо-4-(piperidine-1-yl)phenyl]-4,5-dihydro-1<i>Н</i>-pуrazol-1-yl}-styryl)pyrylium tetrafluoroborate with Lys has been isolated, and its structure has been confirmed by NMR spectroscopy. The binding site of the pyrylium dyes with BSA, i.e., the ε-amino group of Lys, has been determined. Together with the pyridinium luminophores, hydrolysis products are formed in aqueous solutions, which are not bound to the protein and absorb in the short wavelength region. The amount of the pyrylium dye bound to BSA has been calculated to be 2 : 1.The synthesized pyrylium dyes react with BSA in the phosphate buffer-methanol mixture (pH 7.4) 3–4 orders of magnitude faster than the well-known julolidine dye Py-1. The relative reaction rates of (<i>Е</i>)-2,6-dimethyl-4-(4-{3-phenyl-5-[2,3,5,6-tetrafluorо-4-(4-hydroxypiperidine-1-yl)phenyl]-4,5-dihydro-1<i>Н</i>-pуrazol-1-yl}styryl) pyrуlium tetrafluoroborate with amino acids have been evaluated to be as follows: Lys &gt; Cys &gt;&gt; Phe ≥ Arg. <b>Conclusions:</b> The synthesized polyfluoro pyrylium-pyrazoline dyes have the application perspective in the field of bioimaging, proteomics, and biomedicine due to the high conjugation rate and efficiency with BSA and amino acids.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"51 1","pages":"216 - 228"},"PeriodicalIF":1.1,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143396578","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":"Visualization of H3K9me3 in Embryoid Bodies Using Genetically Encoded Fluorescent Sensor MPP8-Green","authors":"A. I. Stepanov,&nbsp;E. B. Zhigmitova,&nbsp;E. B. Dashinimaev,&nbsp;A. A. Galiakberova,&nbsp;L. V. Putlyaeva,&nbsp;K. A. Lukyanov,&nbsp;N. G. Gurskaya","doi":"10.1134/S1068162025010236","DOIUrl":"10.1134/S1068162025010236","url":null,"abstract":"<p><b>Objective:</b> Histone modifications play a crucial role in shaping the epigenetic landscape of chromatin, influencing its structure and function. These histone modifications change throughout the cell cycle and during processes such as morphogenesis, differentiation, stress adaptation, and aging. Among these, histone H3 Lys9 trimethylation (H3K9me3) plays a critical role in gene silencing and cellular identity. Despite the importance of histone modifications in regulating gene expression, the dynamic visualization of these modifications in live cells remains a significant challenge. Here, we aim to develop a method to track H3K9me3 changes of induced pluripotent stem cells (iPSCs) during spontaneous differentiation into embryoid bodies (EBs) with the genetically encoded fluorescent sensor. <b>Methods:</b> We created a stable iPSC line, KUIFMSi004-A-1, expressing the MPP8-Green fluorescent sensor, which binds H3K9me3. This sensor combines two copies of the natural M-phase phosphoprotein 8 (MPP8) reader domain with the green fluorescent protein mNeonGreen. The iPSC line was induced to form EBs, and the distribution of H3K9me3 was monitored using live-cell fluorescence microscopy. <b>Results and Discussion:</b> The expression of the MPP8-Green sensor allowed real-time visualization of H3K9me3 modifications during spontaneous differentiation of iPSCs into EBs. We observed two distinct groups of cells with different patterns of H3K9me3 distribution: one with characteristic chromatin “dots” and another with diffuse sensor distribution. The sensor enabled tracking of epigenetic landscape changes during differentiation, providing insights into the dynamics of H3K9me3 during early embryoid body formation. <b>Conclusions:</b> Our study demonstrates the potential of using the MPP8-Green sensor to monitor the dynamic changes of H3K9me3 during iPSC differentiation. This method offers a novel approach for studying the temporal and spatial regulation of histone modifications in live cells, advancing our understanding of epigenetic regulation during development.</p>","PeriodicalId":758,"journal":{"name":"Russian Journal of Bioorganic Chemistry","volume":"51 1","pages":"229 - 234"},"PeriodicalIF":1.1,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143396581","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}