{"title":"Crystal Structure Analysis and Anticancer Potential of a Naphthalene-Based Schiff Base Against Breast Cancer.","authors":"Tolga Göktürk, Turan Demircan, Tuncer Hökelek, Mervenur Yavuz, Ramazan Güp, Cansu Topkaya","doi":"10.17344/acsi.2025.9191","DOIUrl":"10.17344/acsi.2025.9191","url":null,"abstract":"<p><p>The crystal structure of the Schiff base compound 4-hydroxy-N-[(1Z)-1-(naphthalen-2-yl)ethylidene]benzohydrazide was determined using X-ray diffraction analysis, confirming the molecular structure previously inferred from spectroscopic data. The molecule exhibits nearly planar rings with specific dihedral angles. The crystal structure features intermolecular O-H···O and N-H···O hydrogen bonds that form a two-dimensional network, significantly stabilizing the structure. Hirshfeld surface analysis identified key intermolecular interactions, with notable contributions from H···C/C···H and H···H contacts. Energy calculations highlighted the dominant role of electrostatic interactions in the overall stability of the crystal. In vitro studies identified significant anticancer effects, with IC50 values of 38 µM for MCF7 cells and 57 µM for MDA-MB-231 cells, demonstrating dose-dependent inhibition of cell viability, migration, and clonogenic growth. In silico analyses revealed a strong binding affinity to ERRγ and predicted favorable oral bioavailability. KEGG pathway enrichment analysis of the predicted targets indicated their significant involvement in cancer-related pathways. The combined structural, in vitro, and in silico analyses provide a comprehensive understanding of the compound's properties, laying a strong foundation for future preclinical and clinical studies.</p>","PeriodicalId":7122,"journal":{"name":"Acta Chimica Slovenica","volume":"72 2","pages":"329-338"},"PeriodicalIF":1.2,"publicationDate":"2025-05-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144332319","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":"N,N'-Bis(4-Bromo-2-hydroxybenzylidene)ethylenediamine and Its Copper(II), Zinc(II) and Cobalt(III) Complexes: Synthesis, Crystal Structures and Urease Inhibition.","authors":"Rundong Lu, Jinkai Lei, Jiacheng Liu, Chi Liu, Liuxiu Chen, Wu Chen","doi":"10.17344/acsi.2025.9224","DOIUrl":"10.17344/acsi.2025.9224","url":null,"abstract":"<p><p>A new Schiff base compound N,N'-bis(4-bromo-2-hydroxybenzylidene)ethylenediamine (H2L) was prepared by reaction of 4-bromosalicylaldehyde with ethane-1,2-diamine in methanol. Reaction of H2L with copper acetate and zinc acetate in methanol, respectively, afforded two mononuclear complexes [CuL] (1) and [ZnL(OH2)] (2). Reaction of H2L with cobalt nitrate in the presence of ammonium thiocyanate in a mixture of methanol and DMF afforded a mononuclear cobalt(III) complex [CoL(NCS)(OH2)]·DMF (3). The free Schiff base and the complexes were characterized by elemental analysis and infrared spectra, as well as single crystal X-ray determination. 1H NMR spectrum was also performed for H2L. The deprotonated form of the Schiff base coordinates to the metal atoms through all the phenolate oxygen and imino nitrogen atoms. The Cu(II) atom in complex 1 is in square planar coordination. The Zn(II) atom in complex 2 is in square pyramidal coordination. The Co(III) atom in complex 3 is in octahedral coordination. The urease inhibitory assay reveals that the copper(II) complex has the most effective activity.</p>","PeriodicalId":7122,"journal":{"name":"Acta Chimica Slovenica","volume":"72 2","pages":"321-328"},"PeriodicalIF":1.2,"publicationDate":"2025-05-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144332326","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, DFT investigation and in silico anti-eczema evaluation of a novel thiazolidinone derivative.","authors":"Amine Ould Rabah, Abdelmadjid Benmohammed, Abdelkader Chouaih, Meriem Goudjil, Rachida Rahmani, Nour El Houda Belkafouf, Mohammed Hadj Mortada Belhachemi, Fatima Zohra Boudjenane, Ayada Djafri, Nourdine Boukabcha","doi":"10.17344/acsi.2024.9111","DOIUrl":"10.17344/acsi.2024.9111","url":null,"abstract":"<p><p>A new thiazolidinone derivative, (Z)-ethyl 2-((E)-2-((E)-(4-(methylthio) benzylidene) hydrazono)-4-oxo-3-phenylthiazolidin-5-ylidene) acetate (EMBTh), was synthesized via condensation method. This study employs a multidisciplinary approach, including compound characterization, molecular properties evaluation, and biological activity analysis. Single-crystal X-ray diffraction (SC-XRD) revealed that the compound crystallizes in the monoclinic crystal system with the P21/c space group. A theoretical model of EMBTh has been developed and substantiated by comparing SC-XRD results with theoretical calculations using density functional theory (DFT), employing the B3LYP function at a 6-311++G(d,p) level of theory. The study also explores the electronic behavior of the molecule and its molecular interactions, especially highlighting van der Waals forces via analysis of the molecular frontier orbitals and Hirshfeld surface. The results underscore the stability of the molecule and the significant contribution of hydrogen bonds to the crystal packing. Moreover, we conducted a molecular docking study to evaluate the anti-eczema activity of the EMBTh compound. The results revealed a good affinity in inhibiting the receptor (IL-4Rα), pinpointing the therapeutic potential of EMBT against the target protein of atopic eczema.</p>","PeriodicalId":7122,"journal":{"name":"Acta Chimica Slovenica","volume":"72 2","pages":"277-290"},"PeriodicalIF":1.2,"publicationDate":"2025-05-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144332331","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":"Appliance Features of 4-Amino-1,2,4-triazole-3-thiols in the Synthesis of 3,6-Disubstituted [1,2,4]Triazolo[3,4-b][1,3,4]thiadiazoles: A Review.","authors":"Maryan Lelyukh, Ivan Krukovskiy, Zoryana Komarenska, Nataliia Yelahina, Taras Chaban, Ihor Chaban","doi":"10.17344/acsi.2025.9169","DOIUrl":"10.17344/acsi.2025.9169","url":null,"abstract":"<p><p>4-Amino-5-substituted-4H-1,2,4-triazole-3-thiols are versatile synthons for constructing of various biologically active heterocycles. This is provided by the close proximity of the amino and mercapto groups, which serve as readily accessible nucleophilic centers for the preparation of N-bridged heterosystems. One of the possible and convenient directions of using 4-amino-4H-1,2,4-triazole-3-thiols in heterocyclic synthesis based on their utilization in reaction with various carboxylic acids in the presence of dehydrating reagents, most often phosphorus oxochloride. Synthesized as follows [1,2,4]triazolo[3,4-b][3,4-b]thiadiazole derivatives may differ by various substituents in positions 3 and 6 such as alkyl-, aryl-, aryl(oxy)alkyl-, heteryl- etc. In this review, we presented the synthetic strategies and subsequent chemical transformations of the resulting triazolo[3,4-b]thiadiazoles, providing certain important class of functionalized compounds.</p>","PeriodicalId":7122,"journal":{"name":"Acta Chimica Slovenica","volume":"72 2","pages":"238-259"},"PeriodicalIF":1.2,"publicationDate":"2025-05-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144332305","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 biological activity evaluation of 4,6-dihydropyrano[3,2-c]isochromene-3-carbonitrile as anticancer agents.","authors":"Salehe Sabouri, Fatemeh Haghani, Mehdi Abaszadeh","doi":"10.17344/acsi.2024.9050","DOIUrl":"10.17344/acsi.2024.9050","url":null,"abstract":"<p><p>Herein, a series of new 2-amino-4,6-dihydropyrano[3,2-c]isochromene-3-carbonitrile derivatives (4a-o) have been synthesized by one-pot three component reaction of 4-hydroxyisocoumarin, various aromatic aldehydes, and malononitrile in the presence of triethylamine in EtOH at reflux conditions. All the newly synthesized compounds were characterized using standard spectroscopic techniques (FT-IR, 1H and 13C NMR) and elemental analysis. The cytotoxicity of the synthesized compounds was determined by MTT assay on one normal (3T3) and two cancer cell lines (A549 and MCF-7). It was revealed that some of these compounds (4b, 4f, and 4j) are toxic especially for MCF-7 cell line and can be considered as lead compounds for further investigation. Howevere, the other compounds had low cytotoxicity and can be suitable candidates for other pharmacological effects such as antibacterial, antifungal, antiviral, etc.</p>","PeriodicalId":7122,"journal":{"name":"Acta Chimica Slovenica","volume":"72 2","pages":"269-276"},"PeriodicalIF":1.2,"publicationDate":"2025-05-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144332330","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}
Djahida Haffar, Saida Mouzali, Linda Toukal, Youcef Bellal, Khadidja Boukerche, Abd El-Aziz S Fouda
{"title":"Investigation of the Corrosion Inhibition of Carbon Steel in Acidic Solutions by One Schiff Base: Experimental and Theoretical Studies.","authors":"Djahida Haffar, Saida Mouzali, Linda Toukal, Youcef Bellal, Khadidja Boukerche, Abd El-Aziz S Fouda","doi":"10.17344/acsi.2025.9151","DOIUrl":"10.17344/acsi.2025.9151","url":null,"abstract":"<p><p>A new heterocyclic Schiff base, 4-(1-(4-(dimethylamino)benzyl)-5-methyl-1H-benzo[d]imidazol-2-yl)-N, N-dimethylaniline (L), has been synthesized and characterized. The molecular structure of compound L was confirmed by 1H NMR, FT-IR, UV-Vis and elemental analysis. The performance and inhibition mechanism of compound L against the corrosion of carbon steel in 1 M HCl and 0.5 M H2SO4 were studied by weight loss method, Tafel polarisation and electrochemical impedance spectroscopy (EIS). The compound behaves as a mixed-type inhibitor and obeys the Langmuir adsorption isotherm. The morphological appearance of compound L on the carbon steel surface by scanning electron microscopy (SEM) and atomic force microscopy (AFM) confirmed that compound L was adsorbed on the carbon steel to form a film. The thermodynamic parameters were calculated and discussed. Quantum chemical parameters were also determined. This study confirms the agreement between the experimental and theoretical results.</p>","PeriodicalId":7122,"journal":{"name":"Acta Chimica Slovenica","volume":"72 2","pages":"291-312"},"PeriodicalIF":1.2,"publicationDate":"2025-05-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144332325","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":"Structural diversity of different aminomethylpyridinium hexafluoridosilicates.","authors":"Andrej Pevec","doi":"10.17344/acsi.2025.9194","DOIUrl":"10.17344/acsi.2025.9194","url":null,"abstract":"<p><p>A series of new aminomethylpyridinium hexafluoridosilicate salts with the formula (RH)2[SiF6] (where R = 2-amino-3-methylpyridine (1), 2-amino-4-methylpyridine (2), 2-amino-5-methylpyridine (3) and 2-amino-6-methylpyridine (4)) were prepared by the reaction of various methyl-substituted 2-aminopyridines with hydrogen fluoride solution of silica. The crystal packing of these ionic salts is compared with respect to the position of the methyl group on the aromatic ring. The crystal structures are dominated by the non-covalent interactions: the N-H···F hydrogen bonds and π-π interactions between aromatic rings. The potential of the corresponding ionic salts to enable supramolecular associations was investigated. Compounds 1-4 were also characterized by 1H, 19F NMR and IR spectroscopy.</p>","PeriodicalId":7122,"journal":{"name":"Acta Chimica Slovenica","volume":"72 2","pages":"313-320"},"PeriodicalIF":1.2,"publicationDate":"2025-05-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144332328","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}
Sofia Slavova, Nina Stoyanova, Sonya Harizanova, Ivayla Dincheva, Mila Rusanova, Sofiya Ivanovska, Venelin Enchev
{"title":"Hydrothermal scenario for amino acids and sulfur-containing amino acids formation.","authors":"Sofia Slavova, Nina Stoyanova, Sonya Harizanova, Ivayla Dincheva, Mila Rusanova, Sofiya Ivanovska, Venelin Enchev","doi":"10.17344/acsi.2024.9098","DOIUrl":"10.17344/acsi.2024.9098","url":null,"abstract":"<p><p>The chemical evolution of amino acids, especially sulfur-containing ones, requires appropriate conditions and natural sources to provide starting prebiotic compounds. In the present study hydrothermal vents, volcanoes and oceans were chosen as a plausible environment, where prebiotic reactions take place. The suggested reaction network starts only with three compounds - water, hydrogen cyanide/formamide and hydrogen sulfide. The present study suggests one-pot hydrothermal experiment in laboratory conditions to demonstrate some vital prebiotic precursors formation. The reaction pathways from starting molecules to amino acids were modelled at SCS-MP2/cc-pVDZ/SMD level of the theory. The calculated energetic characteristics facilitate the determination of the plausible reaction pathways for amino acids - glycine, serine and alanine, along with sulfur-containing ones - cysteine and homocysteine under hydrothermal scenario.</p>","PeriodicalId":7122,"journal":{"name":"Acta Chimica Slovenica","volume":"72 1","pages":"205-216"},"PeriodicalIF":1.2,"publicationDate":"2025-03-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143662091","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}
Omar J Portillo-Castillo, Paola Cobos-Cervantes, Norma C Cavazos-Rocha, Rocío Álvarez-Román, Luis Alejandro Pérez-López, Cecilia Delgado-Montemayor, Graciela Granados-Guzmán
{"title":"Analytical validation and greenness assessment of HPLC-DAD method for methylxanthines analysis.","authors":"Omar J Portillo-Castillo, Paola Cobos-Cervantes, Norma C Cavazos-Rocha, Rocío Álvarez-Román, Luis Alejandro Pérez-López, Cecilia Delgado-Montemayor, Graciela Granados-Guzmán","doi":"10.17344/acsi.2024.8971","DOIUrl":"10.17344/acsi.2024.8971","url":null,"abstract":"<p><p>In this study, a simple, and eco-friendly high-performance liquid chromatography-diode array detection (HPLC-DAD) method was developed and validated for analyzing methylxanthines, including theobromine (TB), theophylline (TF), and caffeine (CF). This method demonstrated excellent performance using a mobile phase of water and ethanol in a core-shell Kinetex® C18 column. The method was linear (1-100 µg mL-1), exhibiting high precision and accuracy with relative standard deviations below 2.67% and recoveries ranging from 98.17% to 108.23%. The detection and quantification limits ranged from 0.19-0.26 µg mL-1 and 0.64-0.87 µg mL-1, respectively. We applied this method to analyze powdered lemon-flavored beverages enriched with black or green tea extracts. CF was detected exceeding 1.62 g kg-1. The proposed method showed excellent greenness, evidenced by the Analytical Eco-Scale, Analytical GREEnness metric (AGREE) calculator, and ComplexGAPI.</p>","PeriodicalId":7122,"journal":{"name":"Acta Chimica Slovenica","volume":"72 1","pages":"180-194"},"PeriodicalIF":1.2,"publicationDate":"2025-03-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143662015","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}
Gordana Bogoeva-Gaceva, Meri Sokolovska, Viktor Stefov, Metodija Najdoski, Sebastijan Kovačič
{"title":"Upcycling of plastic waste into multi-walled carbon nanotubes as efficient organic dye adsorbent.","authors":"Gordana Bogoeva-Gaceva, Meri Sokolovska, Viktor Stefov, Metodija Najdoski, Sebastijan Kovačič","doi":"10.17344/acsi.2025.9145","DOIUrl":"https://doi.org/10.17344/acsi.2025.9145","url":null,"abstract":"<p><p>Multi-walled CNTs with an average diameter of about 80 nm, a length of several micrometers and surface area (SBET) of 100 m2 g-1 were obtained by pyrolysis of low-density polyethylene waste. The potential of the resulting MWCNTs material to purify water containing organic dyes was tested with Bezaktiv Blau HE-RM (BB) and Bezaktiv Rot S-3B (BR) reactive dyes. 200 mg L-1 MWCNT material was used to follow the adsorption of 30 mg L-1, 40 mg L-1, 50 mg L-1 and 60 mg L-1 BB and BR at pH 3 and a temperature of ~25 oC. The results have shown that this material has a high potential as a sorbent, and its adsorption capacity of 257 mg g-1 (for Bezaktiv Blau HE-RM) and 213 mg g-1 (for Bezaktiv Rot) is close to some commercial MWCNTs and functionalized MWCNT-based adsorbents. The adsorption process was very fast, reaching 80-90 % of the dye removal in 10-15 minutes, and the equilibrium time was reached in 40-60 minutes. The adsorption isotherm showed that the Langmuir model was more suitable than the Freundlich model for describing the adsorption properties of the pollutants.</p>","PeriodicalId":7122,"journal":{"name":"Acta Chimica Slovenica","volume":"72 1","pages":"154-163"},"PeriodicalIF":1.2,"publicationDate":"2025-03-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143661848","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}