Journal of Molecular Structure最新文献

{"title":"Diverse synthetic approaches to 3-arylmethylidene- and bis-3,5-arylmethylidene-N-benzylpiperidin-4-ones with thiophene scaffolds: The comparative experimental study","authors":"Zita Tokárová ,&nbsp;Natália Kabaňová ,&nbsp;Júlia Korcová ,&nbsp;Lenka Gallová ,&nbsp;Kamil Tokár ,&nbsp;Daniel Végh","doi":"10.1016/j.molstruc.2025.142133","DOIUrl":"10.1016/j.molstruc.2025.142133","url":null,"abstract":"<div><div>As one of the most active compounds, the mono-substituted 3-arylmethylidene-<em>N</em>-benzylpiperidin-4-ones were found to possess similar acetylcholinesterase (AChE) inhibitory activity as the drug donepezil. Nevertheless, since their discovery, their investigation in pharmaceutical sciences remains undeveloped, probably because of their synthetic unavailability. On the other hand, their bis-substituted analogues – chalcones/dienones - exhibit structural similarity to curcumin and their preparation represents an easy and well-known process. Accordingly, our research efforts are concerned with investigations of synthetic approaches towards the <em>N</em>-benzylpiperidon-4-one-based monoenoes <strong>4a</strong>-<strong>6a</strong> in comparison with the synthesis of their bis-substituted counterparts <strong>4b</strong>-<strong>6b</strong>. Both, either the synthesis of monosubstituted derivatives or bis-substituted chalcones are with importance in drug design. The substitution pattern of <em>N</em>-benzylpiperidin-4-one was realized through the thiophene- and [2,2´]bithiophene-scaffolds. Since spatial arrangement is crucial for the pharmacological effect, geometry optimizations are included.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1336 ","pages":"Article 142133"},"PeriodicalIF":4.0,"publicationDate":"2025-03-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143685472","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"A novel phthalohydrazide derivative as a multi-targeted fluorescent probe for monitoring trace Co2+ and Cu2+ in water","authors":"Luyue Wang,&nbsp;Yuzhu Chen,&nbsp;Zhengyang Xing,&nbsp;Jie Ma","doi":"10.1016/j.molstruc.2025.142120","DOIUrl":"10.1016/j.molstruc.2025.142120","url":null,"abstract":"<div><div>Real-time monitoring of metal ion species and concentrations in water is a highly active research field. In the paper, a novel fluorescent molecule, (E)-N'-((5-(9-phenyl-9H-carbazol-3-yl) thiophen-2-yl) methylene) terephthalohydrazide (PCTMT), is synthesized via Suzuki reaction and Schiff-base reaction in turn. In the DMF-H₂O (70 % v/v) solvent system, the PCTMT presents a good aggregation-induced enhancement (AIE) fluorescent effect and good selectivity and anti-interference for monitoring Co²⁺ and Cu²⁺ in water with a wide pH range. The probe's detection limit (LOD) reached 28.2 nM and 38.7 nM for Co²⁺ and Cu²⁺, respectively. The binding constants between PCTMT and Co²⁺ and Cu²⁺ are calculated as 1.8 ×10¹⁷ M^-2 and 2.3 ×10¹⁶ M^-2, at a 2:1 mol ratio. In the probe system, Co²⁺ and Cu²⁺can be distinguished by oxalate titration. The detection mechanism is discussed through testing analyses with the theoretical simulation calculation via the density functional theory (DFT) and time-dependent density functional theory (TD-DFT). The probe also indicates good detection capacities in real water samples. This study may promote the development of coordinated-type ion probes and innovation in water quality detection technology.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1336 ","pages":"Article 142120"},"PeriodicalIF":4.0,"publicationDate":"2025-03-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143685468","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"A novel fluorescent sensor based on the reuse of a biological matrix for the visual detection of bilirubin","authors":"Ying Yan ,&nbsp;Chunling Mao ,&nbsp;Hongzhan Xu ,&nbsp;Ning Liang ,&nbsp;Longshan Zhao","doi":"10.1016/j.molstruc.2025.142121","DOIUrl":"10.1016/j.molstruc.2025.142121","url":null,"abstract":"<div><div>Bilirubin (Bil) is crucial for diagnosing jaundice and assessing liver function. Dynamic monitoring of Bil levels helps evaluate disease progression and therapy efficacy. Consequently, developing a method for rapid and accurate detection of bilirubin is essential for clinical diagnosis and therapeutic decision-making. With an emphasis on green and sustainable development, this study employed discarded peels of Dioscorea polystachya (yam) as a carbon source to create green carbon dots (CDs) using a one-step hydrothermal process. The preparation method was uncomplicated and energy-efficient without any specialized treatment. The prepared carbon dots (Dp-CDs) derived from the peel of yam exhibit high water solubility, remarkable photostability, and exceptional biocompatibility. Static quenching, the inner filter effect (IFE) and the aggregation quenching effect among the groups were the main causes of the decrease in fluorescence intensity of Dp-CDs produced by Bil. The fluorescence sensor constructed with the peel of yam presented a favourable response to Bil, with its fluorescence intensity showing a linear relationship with Bil concentration in the range of 0.30 and 200 μM and a detection limit of 0.28 μM. This method effectively identified and detected Bil in serum and urine in clinical practice, achieving recoveries between 95.6 % and 104.5 %. In addition, a paper-based test strip was designed for this experiment, characterized by its portability, economy, and simplicity of visualization. Dp-CDs provide a solid foundation for rapid and accurate Bil detection, which is critical for early diagnosis and illness monitoring.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1336 ","pages":"Article 142121"},"PeriodicalIF":4.0,"publicationDate":"2025-03-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143685478","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Structure and optical properties of lanthanide complexes with scorpionate-like bis-carbacylamidophosphate ligand tetramethyl[pyridine-2,6-diyldi(iminocarbonyl)]diamidophosphate","authors":"N.S. Kariaka ,&nbsp;V.A. Ovchynnikov ,&nbsp;I.P. Olyshevets ,&nbsp;S.S. Smola ,&nbsp;N.V. Rusakova ,&nbsp;V.V. Dyakonenko ,&nbsp;S.V. Shishkina ,&nbsp;V.M. Amirkhanov","doi":"10.1016/j.molstruc.2025.142070","DOIUrl":"10.1016/j.molstruc.2025.142070","url":null,"abstract":"<div><div>The solvent free lanthanide complexes [Ln(HL)₂NO₃] (Ln = Eu, Gd, Tb) with scorpionate type bis-carbacylamidophosphate ligand tetramethyl[pyridine-2,6-diyldi(iminocarbonyl)]diamidophosphate (H₂ L) were synthesized. IR, diffuse reflectance, and luminescence spectroscopy measurements were carried out for their characterization. The crystal structure of the gadolinium complex was solved. It has been established that the ligands are coordinated to the lanthanide ion in a scorpionate way with formation of six-membered and twelve-membered metal cycles. H₂L, [HL]⁻ and NaHL were theoretically studied by DFT calculations. The analysis of the HOMO-LUMO gap has shown that the anion [HL]⁻is less stable than the molecular form of the ligand, however, the sodium cation in NaHL crystal structure stabilizes the deprotonated form of the ligand. The DFT quantum chemical calculations of the vibrational wavenumbers were performed for the H₂L and NaHL. The europium and terbium complexes exhibit sensitized f-f luminescence with decay times at room temperature equal to 1.63 and 1.96 ms, respectively. Based on luminescence excitation spectra, the ligand-to-metal energy transfer in the europium complex was found to be strongly temperature dependent.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1336 ","pages":"Article 142070"},"PeriodicalIF":4.0,"publicationDate":"2025-03-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143685040","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Enhancing a novel Al2O3–Chitosan@activated carbon nanocomposite for indoor air quality: Examination of vapor-phase phenanthrene adsorption efficiency of air cleaner material","authors":"Kaan Isinkaralar ,&nbsp;Aydin Turkyilmaz ,&nbsp;Hüseyin Güran Ünal ,&nbsp;Ahmad Hosseini-Bandegharaei","doi":"10.1016/j.molstruc.2025.142126","DOIUrl":"10.1016/j.molstruc.2025.142126","url":null,"abstract":"<div><div>Herein, we report the chemical activation of <em>Triticum monococcum</em> (einkorn wheat) waste biomass (TRM) with ZnCl₂ to obtain a tailored activated carbon (TAC) and modified TAC (MTAC). Chitosan and aluminum oxide nanoparticles (CS–Al₂O₃@TAC) were incorporated to prepare MTAC. Both TAC and MTAC were exploited for the removal of non-polar phenanthrene (PHE) from the controlled gas steam. The effectiveness of the resulting MTAC was systematically investigated in the gas to solid-phase removal of PHE. Also, the physicochemical properties were evaluated by the Brunauer-Emmett-Teller specific surface area (583 m²g^-1 for TAC and 729 m²g^-1 for MTAC), Fourier transform infrared spectroscopy, scanning electron microscopy, thermogravimetric analysis, and powder X-ray diffraction. The findings revealed that the MTAC composite is a promising adsorbent for developing cost-effective filters to remove polycyclic aromatic hydrocarbons from indoor environments. The PHE adsorption on MTAC (85 mg g^-1) was higher than on TAC (60 mg g^-1) during the first 50 min, attributed to the oxygenated functional groups. The adsorption capacity of MTAC increased sharply at concentration of 300 ng m^-3 and then slowly increased up to 131 mg g^-1 at 500 ng m^-3. The adsorption isotherms at different temperatures were determined by thermodynamic parameters such as free energy (ΔG° = −2.59 kJ mol^-1 to −5.03 kJ mol^-1 for TAC; ΔG° = −5.69 kJ mol^-1 to −8.95 kJ mol^-1 for MTAC), enthalpy (ΔH° = 30.49 kJ mol^-1 for TAC; ΔH° = 36.53 kJ mol^-1 for MTAC), entropy (ΔS° = 0.14 kJ mol^-1 K for TAC; ΔS° = 0.15 kJ mol^-1 K for MTAC) and, overall, PHE adsorption was feasible, spontaneous, and endothermic. This work showed that incorporation of CS–NPs and Al₂O₃–NPs into TAC brings about better adsorption properties , compared to pristine TAC, which can be attributed to the modification of major functional groups. The desorption efficiency of TAC (73 %) and MTAC (86 %) decreased over five cycles of multiple reuse. Moreover, the adsorption capacity of MTAC remained noticeably higher than that of TAC, suggesting that chemical modification can enhance the removal of gas flow PHE.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1336 ","pages":"Article 142126"},"PeriodicalIF":4.0,"publicationDate":"2025-03-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143685474","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Exploring sulfathiourea solvate structures: A combined experimental and computational study on crystal forms, desolvation, and stability","authors":"Leonie I. Reumayr ,&nbsp;Volker Kahlenberg ,&nbsp;Doris E. Braun","doi":"10.1016/j.molstruc.2025.142124","DOIUrl":"10.1016/j.molstruc.2025.142124","url":null,"abstract":"<div><div>Sulfathiourea (STU), a sulfonamide derivative, underwent an extensive solvate screening program, leading to the discovery of the first solvates of this compound. Six solvates were identified, five of which were successfully solved using X-ray powder diffraction data, complemented by electronic structure calculations. Among these, three are monosolvates (with dimethyl sulfoxide, tetrahydrofuran, and dimethyl carbonate). The DMSO solvate exhibits the highest stability of all the solvates, attributed to numerous stabilizing STU···DMSO and DMSO···DMSO interactions. The remaining three solvates are 1,4-dioxane solvates, two of which are polymorphs with hemisolvate stoichiometry. Each of the solvates adopts a unique packing arrangement, with their formation dependent on the starting anhydrate and processing time. Notably, two of the 1,4-dioxane solvates act as intermediates during the formation of the most stable of the three 1,4-dioxane solvates. Pairwise intermolecular energy calculations for all structurally resolved solvates revealed that solvent molecules play a crucial role in stabilizing the lattice energy of these multicomponent solid-state forms. This study, therefore, provides valuable insights into the structural characteristics of STU solvates and their impact on solid-form stability and expands the structural knowledge of sulfonamides.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1336 ","pages":"Article 142124"},"PeriodicalIF":4.0,"publicationDate":"2025-03-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143685477","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"ZnS/MnO2 nanocomposite electrodes: A dual approach for superior supercapacitor and safety open structure lithium-ion battery","authors":"Sreenivasa Kumar Godlaveeti ,&nbsp;Razan A. Alshgari ,&nbsp;Mohammed Mushab ,&nbsp;Li Mingqiang ,&nbsp;He Ying","doi":"10.1016/j.molstruc.2025.142114","DOIUrl":"10.1016/j.molstruc.2025.142114","url":null,"abstract":"<div><div>In this study, we present a simple hydrothermal method for the synthesis of ZnS/MnO₂ nanocomposites (NCs) for advanced hybrid supercapacitor (SC) and safe open-system lithium-ion battery (LIB) applications. The synthesized materials—ZnS, MnO₂, and ZnS/MnO₂ NCs—are comprehensively characterized using various techniques including X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FTIR), scanning electron microscopy (SEM), field emission transmission electron microscopy (FE-TEM), energy-dispersive X-ray analysis (EDAX), and X-ray photoelectron spectroscopy (XPS). The electrochemical behavior of these materials is evaluated through cyclic voltammetry (CV), galvanostatic charge-discharge (GCD) measurements, and electrochemical impedance spectroscopy (EIS). When tested in LIBs, the ZnS and ZnS/MnO₂ electrodes reveal promising performance, with the ZnS/MnO₂ composite showing an impressive specific capacitance (C_sp) of 254.3 F/g and exhibiting low charge transfer resistance. This results in a high energy density of 14.12 Wh/kg and a power density of 1998.4 W/kg. Furthermore, the composite achieves a peak discharge capacity of 181.41 mAh/g at a current density of 0.5 A/g, outperforming the pure ZnS electrode. These encouraging results highlight the potential of ZnS/MnO₂ NCs as a superior electrode material for SCs and safer, open-system LIBs, surpassing the performance of conventional LIBs.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1336 ","pages":"Article 142114"},"PeriodicalIF":4.0,"publicationDate":"2025-03-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143685467","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Zwitterionic manganese(II) MOF based on bisimidazole tetracarboxylic acid ligand exhibiting reversible photochromism, erasable inkless printing and amine-selective sensing","authors":"Xin Chen ,&nbsp;Meng-Qiang Deng ,&nbsp;Xiao-Shuai Ma ,&nbsp;Huan Zhang ,&nbsp;Peng Li ,&nbsp;Wei Gao ,&nbsp;Ji-Yang Li ,&nbsp;Xiu-Mei Zhang","doi":"10.1016/j.molstruc.2025.142118","DOIUrl":"10.1016/j.molstruc.2025.142118","url":null,"abstract":"<div><div>As chromic materials, viologen-based metal-organic frameworks (MOFs) with the electron-deficient bipyridinium have received enormous attentions. The imidazole nitrogen atoms possess the high basicity, which tends to be protonated, leading to the electron-deficient imidazolium that also may induce color changes. Along this line, by using the bisimidazole tetracarboxylic acid, a three-dimensional (3D) zwitterionic Mn-MOF was synthesized under solvothermal conditions, namely [Mn(H₄L)(H₂O)₂]·2H₂O (Mn-MOF<strong>-1</strong>) (H₆L = 4,4′,4″,4‴- (1,4-phenylenebis (1H-imidazole-2,4,5-triyl))tetrabenzoic acid). Mn-MOF<strong>-1</strong> shows reversible color changes with high contrast color from light yellow to green under visible light irradiation, which can be attributed to the generations of radicals through photoinduced intermolecular electron transfer (ET) between carboxylate and imidazolium, which can be confirmed by the electron paramagnetic resonance (EPR) and the density function theory (DFT) calculations. To advance the practical application, we have fabricated [Mn-MOF<strong>-1</strong>]-filter paper and [Mn-MOF-<strong>1</strong>]-PMMA films, which can be used for inkless and erasable printing. Besides, Mn-MOF<strong>-1</strong> can also show color changes for the small primary amines such as ethylamine (EA), <em>n</em>-propylamine (PA) and <em>n</em>-butylamine (BA). This size-selective chromic behaviors can be interpreted with host-guest electron transfer generating radicals in the specific confined space. This work provides a promising strategy to promote the development of stimulus-responsive multifunctional MOF-based materials.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1336 ","pages":"Article 142118"},"PeriodicalIF":4.0,"publicationDate":"2025-03-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143685469","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Investigations on molecular structures and excited state dynamics of 5-cholorouracil","authors":"Jinming Liu ,&nbsp;Xinli Song ,&nbsp;Jinyou Long ,&nbsp;Song Zhang","doi":"10.1016/j.molstruc.2025.142115","DOIUrl":"10.1016/j.molstruc.2025.142115","url":null,"abstract":"<div><div>The excited-state dynamics of photosensitizers dictate their phototoxicity and photostability in photodynamic therapy (PDT), thereby influencing their applicability. The heavy-atom and electron-withdrawing effects of chlorine in 5-chlorouracil (5-ClU) endow its photosensitive potential. However, the excited-state dynamics of 5-ClU remain poorly understood, which hinders its broader applications. To address this gap, accurate electronic structure and rate constant calculations at the XMS-CASPT2 level were performed to elucidate the deactivation mechanisms of 5-ClU in both singlet and triplet manifolds. Upon photoexcitation to the bright ¹ππ* state, rapid relaxation occurs either through internal conversion (IC) to the ¹nπ* state or via the ¹ππ*/S₀ conical intersection back to the ground state (S₀) within several picoseconds. The intersystem crossing processes from the ¹ππ* state to ³nπ* state, and from the ¹nπ* state to ³ππ* occur within tens of picoseconds, indicating that relaxation to the S₀ state predominates. The prolonged lifetime of ¹ππ* state in 5-ClU results from weakened nonadiabatic coupling with the S₀ state due to chlorine-induced π-electron cloud modifications and enhanced geometric relaxation. These findings suggest that 5-ClU possesses a certain degree of phototoxicity and photostability, making it a promising candidate for PDT and a valuable tool for structural biology research.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1336 ","pages":"Article 142115"},"PeriodicalIF":4.0,"publicationDate":"2025-03-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143686096","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Synthesis, biological evaluation and in silico studies of clopidogrel based new 1,2,4-triazole-3-thione derivatives as DNA methyltransferase inhibitors on prostate cancer cells","authors":"Fatih Tok ,&nbsp;Sami Erdem ,&nbsp;Burçin İrem Abas ,&nbsp;Begüm Nurpelin Sağlık Özkan ,&nbsp;Sevgi Karakuş ,&nbsp;Yusuf Özkay ,&nbsp;Zafer Asım Kaplancıklı ,&nbsp;Özge Çevik","doi":"10.1016/j.molstruc.2025.142081","DOIUrl":"10.1016/j.molstruc.2025.142081","url":null,"abstract":"<div><div>New, selective and effective anticancer agents are urgently needed in drug research and development studies. For this purpose, some new 2,4-dihydro-3<em>H</em>-1,2,4-triazole-3-thione derivatives based on clopidogrel were synthesized and characterized using spectral techniques, including IR, ¹H NMR, ¹³C NMR and MS. The anticancer activities of the synthesized compounds were evaluated <em>in vitro</em> against human prostate cancer cells (PC3) and human umbilical vein endothelial cells (HUVEC). Among these compounds, the ethyl chain-bearing compound <strong>3</strong> and the 4-methoxyphenyl-bearing compound <strong>8</strong> exhibited the most selective anticancer activities against PC3 with IC₅₀ values of 6.81±2.14 µM and 4.68±1.76 µM, respectively. Apoptotic cells were investigated with AO/EB staining. Total DNMT enzyme activity and protein expression levels (DNMT1, DNMT3a, and DNMT3b) were also analyzed in compound <strong>3</strong> and compound <strong>8</strong> treated cells. Compounds <strong>3</strong> and <strong>8</strong> showed DNA methyltransferase inhibitory activity of 63.02±1.40% and 54.08±6.35%, respectively. Molecular docking studies were performed to elucidate the interaction of compounds <strong>3</strong> and <strong>8</strong> with the DNMT1 enzyme. As a result, <strong>3</strong> and <strong>8</strong> were reported to be candidates compounds for the development of DNA methyltransferase inhibitors with potent anticancer activity.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1336 ","pages":"Article 142081"},"PeriodicalIF":4.0,"publicationDate":"2025-03-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143686097","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}