Journal of Molecular Structure最新文献

{"title":"Mixed ligand Cu(II)-curcumin complexes of diimine co-ligands: Hydrophobicity of 5,6-dmp demonstrates enhanced cytotoxicity with colon cancer cells","authors":"Abdul Salam Shajahan ,&nbsp;Tamilarasan Ajaykamal ,&nbsp;Manikandan Varadhan ,&nbsp;Venugopal Rajendiran ,&nbsp;Raihana Maqbool ,&nbsp;Mallayan Palaniandavar","doi":"10.1016/j.molstruc.2026.145573","DOIUrl":"10.1016/j.molstruc.2026.145573","url":null,"abstract":"<div><div>Four new copper(II)-diimine complexes of the type [Cu(curc)(diimine)](NO₃) <strong>1</strong>–<strong>4</strong>, where H(curc) is 1,7-bis(4‑hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5‑dione and diimine is 2,2′-bipyridine (bpy, <strong>1</strong>), 1,10-phenanthroline (phen, <strong>2</strong>), 5,6-dimethyl-1,10-phenanthroline (5,6-dmp, <strong>3</strong>), 3,4,7,8-tetramethyl-1,10-phenanthroline (tmp, <strong>4</strong>) have been synthesised and well-characterised by absorption and EPR spectral and electrochemical measurements. All the complexes form adducts with plasmid DNA in the electrophoretic gel, and their ability to form adducts varies as <strong>1</strong> &gt; <strong>2</strong> &gt; <strong>3</strong> &lt; <strong>4</strong> with the bpy complex <strong>1</strong> showing the highest ability. All the complexes associate non-covalently with the minor groove of the duplex DNA via a network of van der Waals forces, hydrogen bonds, and hydrophobic interactions, which contribute to the strong DNA binding affinity. Upon incorporating methyl groups on the coordinated phen ring, the DNA binding affinity decreases. The protein Bovine Serum Albumin (BSA) integrity experiments reveal that all the complexes fail to degrade the protein, but degrade it in the presence of hydrogen peroxide with the 5,6-dmp complex <strong>3</strong> showing the highest protease activity. The 5,6-dmp (<strong>3</strong>) and tmp (<strong>4</strong>) complexes show protein binding affinity higher than the bpy (<strong>1</strong>) and phen (<strong>2</strong>) complexes due to the presence of a higher number of hydrophobic interactions involving the methyl substituents. The complexes <strong>1</strong>–<strong>4</strong> display cytotoxicity towards human colorectal (HCT-116) cancer cell lines, and the cytotoxicity decreases in the order, <strong>3</strong> (2) &gt; <strong>2</strong> (5) &gt; <strong>4</strong> (10) &gt; <strong>1</strong> (30 μM) with the highest cytotoxicity of <strong>3</strong> originating from the highest hydrophobicity and lipophilicity of the 5,6-dmp co-ligand. They induce concentration dependent apoptotic cell death in cancer cells.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1360 ","pages":"Article 145573"},"PeriodicalIF":4.7,"publicationDate":"2026-02-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146192705","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 simple colorimetric receptor for high-affinity aqueous anion recognition through hydrogen bonding","authors":"Yongsheng Guo ,&nbsp;Qi Liu ,&nbsp;Jiaxin Xu ,&nbsp;Meipin Liu ,&nbsp;Lin Sun ,&nbsp;Xinyu Song ,&nbsp;Lei Zhang","doi":"10.1016/j.molstruc.2026.145574","DOIUrl":"10.1016/j.molstruc.2026.145574","url":null,"abstract":"<div><div>Achieving selective anion recognition in water remains a significant challenge in supramolecular chemistry, primarily due to strong solvation effects and the poor aqueous solubility of many synthetic receptors. To address this, we designed two novel, water-soluble colorimetric receptors by strategically integrating a phenolphthalein scaffold with guanidinium binding motifs: an imine-phenolphthalein-guanidinium derivative (<strong>IPG</strong>) and a phenolphthalein-guanidinium derivative (<strong>PG</strong>). Both receptors demonstrated superior anion affinity and high selectivity in pure water relative to previously reported systems. UV–Vis and ¹H NMR titration studies indicate that both <strong>IPG</strong> and <strong>PG</strong> bind acetate and sulfate anions in a 1:2 host-guest stoichiometry; <strong>IPG</strong> additionally exhibits 1:2 binding with fluoride. The measured overall binding affinities (log <em>β</em>) were 7.13 M^-² (SO₄^2-), 3.38 M^-2 (AcO^-), and 3.24 M^-2 (F^-) for <strong>IPG</strong>, and 3.66 M^-2 (AcO^-) and 3.66 M^-2 (SO₄^2-) for <strong>PG</strong>. The corresponding limits of detection (LOD) fell in the micromolar range: for <strong>IPG</strong>, 19.8 μM (SO₄^2-), 598 μM (AcO^-), and 79 μM (F^-); for <strong>PG</strong>, 23.1 μM (AcO^-) and 35 μM (SO₄^2-). Mechanistic investigations using 2D NOESY NMR and FT-IR spectroscopy confirmed that anion recognition is driven by cooperative hydrogen-bonding interactions involving both the guanidinium and phenolic donor groups. The higher binding affinity of <strong>IPG</strong> is attributed to its rigid, preorganized <em>endo</em> conformation, whereas <strong>PG</strong> adopts a more flexible <em>exo</em> conformation. This work presents a rational design strategy for developing efficient, water-soluble anion receptors based on hydrogen-bonding motifs.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1360 ","pages":"Article 145574"},"PeriodicalIF":4.7,"publicationDate":"2026-02-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146191420","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 and anticorrosion efficiency of a benzo[d]oxazole derivative for E24 steel: Insights from DFT and molecular dynamics simulations","authors":"Bendaoud Ahmed ,&nbsp;Jebbari Said ,&nbsp;Yassine Riadi ,&nbsp;Hassan Haddouchy ,&nbsp;Salah Eddine El Qouatli ,&nbsp;Abdulaziz Alanazi ,&nbsp;Mohammed H. Geesi ,&nbsp;Ali Altharawi ,&nbsp;Abdulmalik A.S. Altamimi ,&nbsp;Taibah Aldakhil ,&nbsp;Salah Mohammed ,&nbsp;Zeroual Abdellah","doi":"10.1016/j.molstruc.2026.145578","DOIUrl":"10.1016/j.molstruc.2026.145578","url":null,"abstract":"<div><div>The synthesized organic compound, namely 6-methylbenzo[d]oxazole (MBO) was tested as an efficient inhibitor for the corrosion of mild steel in acidic medium (1 M HCl), utilizing combined experimental and theoretical approach. Maximum inhibition efficiency of 85.7% was obtained at concentration of 1 × 10⁻³ M, and corresponding to the sixfold increase in charge transfer resistance which rises from 47.8 to 302.7 Ω·cm² indicating the formation of protective adsorbed film on steel surface. Adsorption investigations also revealed that the inhibition process followed the Langmuir isotherm with adsorption free energy (ΔG°_ads) of −36.6 kJ•mol⁻¹ confirming mixed type physisorption and chemisorption. Density Functional Theory (DFT) calculations revealed high electronic reactivity of MBO, characterized by a high HOMO energy, a small HOMO–LUMO energy gap, and pronounced electron density localization around heteroatoms, supported by ESP, ELF, and Fukui index analyses. Monte Carlo and MD simulations provide evidence for the high thermodynamic stability of adsorption on the Fe(110) surface, with very attractive interactions, and on the protective film temperature independent.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1360 ","pages":"Article 145578"},"PeriodicalIF":4.7,"publicationDate":"2026-02-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146191434","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":"Zinc complexes as synthetic nucleases triggering apoptosis and necrosis against lung cancer cells","authors":"Sowmiya Ganesan,&nbsp;Angappan Sheela","doi":"10.1016/j.molstruc.2026.145552","DOIUrl":"10.1016/j.molstruc.2026.145552","url":null,"abstract":"<div><div>This study focuses on the synthesis of five Zinc (II) complexes based on thiosemicarbazone ligands obtained from thiosemicarbazide with different aldehydes such as 2-aminonicotinaldehyde, 5-nitro-2-furaldehyde, 3-ethoxysalicylaldehyde, 3,5-dibromosalicylaldehyde, and 3,5-dichlorosalicylaldehyde. The azomethine ligands (L1-L5) and the corresponding complexes (ZnL1-ZnL5) are characterized by NMR, FTIR, UV–Visible, and mass spectral techniques. The complexes are evaluated for their DNA binding efficacy, cytotoxic potential, and apoptosis, specifically targeting lung cancer cells (A549). The structure and electron density characteristics of the complexes have been investigated through computational studies, including Density Functional Theory (DFT) and Time-Dependent Density Functional Theory (TDDFT). Additionally, the binding energies are calculated based on the docking efficiency of the metal complexes with DNA, as determined through a molecular docking study. Further, UV–Visible and Fluorescence techniques are used to assess the interaction ability of the metal complexes with CT-DNA. The quenching constant (K_SV) of ZnL3 (36.06 × 10⁴ M⁻¹) indicates a greater number of binding sites than the others. The complexes exhibit hypochromic shifts, suggesting an intercalative mode of binding, as confirmed by UV absorption titration and their binding constant are determined. ZnL5 complex shows relatively higher binding constant (K_b=16.23 × 10⁴ M⁻¹) and shows hypochromic shift. In the ethidium bromide displacement assay, the incremental addition of complexes decreased the fluorescence intensity of CT-DNA in a dose-dependent manner. The cleaving ability of the ligands and complexes against the pBR322 plasmid is monitored through the gel electrophoretic technique. Additionally, the anticancer efficacy and the induction of apoptosis in cancer cells are studied. In the apoptosis studies, mitochondrial localization was observed using Mito Tracker red and green dyes. High Pearson's correlation values (0.71–0.77) are observed due to improved cellular colocalizations. From the results, it has been observed that ZnL5 exhibits the lowest IC₅₀ value (IC₅₀ = 24.39 µg/mL), indicating greater anticancer efficacy against A549 cancer cells compared to other complexes.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1360 ","pages":"Article 145552"},"PeriodicalIF":4.7,"publicationDate":"2026-02-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146191433","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":"Kojibiose as a sustainable bioactive molecule: Experimental and DFT insights into antibacterial activity and electronic properties","authors":"Jeffrin JA Laura ,&nbsp;P. Rajesh ,&nbsp;S. Kayashrini ,&nbsp;S Bala Abirami","doi":"10.1016/j.molstruc.2026.145576","DOIUrl":"10.1016/j.molstruc.2026.145576","url":null,"abstract":"<div><div>In this work, the structural, electronic, vibrational, and biological properties of Kojibiose (KB), a naturally occurring disaccharide, were assessed using a combination of experimental and computational methods. The molecular geometry was optimized by means of Density Functional Theory (DFT) calculations at the B3LYP/6-311++G(d,p) level, which yielded comprehensive information on bond lengths, bond angles, dihedral angles, and intramolecular hydrogen bonding interactions that stabilize the pyranose ring structure. Whereas NBO and HOMO-LUMO analyses demonstrated notable intramolecular charge delocalization and electronic stability, vibrational analyses, backed by FT-IR spectra and Potential Energy Distribution (PED), validated distinctive functional group frequencies. Significant nonlinear optical response was suggested by topological descriptors and NLO property calculations, including dipole moment, polarizability, and first-order hyperpolarizability, while UV-Visible spectral analysis revealed prominent electronic transitions, suggesting possible photophysical activity. Gram-positive Staphylococcus aureus and Gram-negative Escherichia coli were both effectively inhibited by antibacterial activity assessed using the agar well diffusion method, with inhibition zones that were comparable to those of common antibiotics. The combination of measurable bioactivity, stability, and strong electronic properties suggests that KB has promising multifunctional qualities appropriate for optoelectronic and pharmaceutical applications.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1360 ","pages":"Article 145576"},"PeriodicalIF":4.7,"publicationDate":"2026-02-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146192403","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":"Benzimidazole-derived VEGFR-2 inhibitors: Docking, ADMET, anticancer evaluations, design and synthesis","authors":"Ibrahim Mohammed Hepishy ,&nbsp;Helmy Sakr ,&nbsp;Fathallah Khedr ,&nbsp;Khaled El‐Adl ,&nbsp;Mo’men Salem","doi":"10.1016/j.molstruc.2026.145575","DOIUrl":"10.1016/j.molstruc.2026.145575","url":null,"abstract":"<div><div>Novel benzimidazole derivatives were designed synthesized and evaluated against HepG2, HCT-116, A549, and MCF-7 cell lines as VEGFR-2 inhibitors. The molecular modeling was performed to investigate the binding modes of the new compounds with VEGFR-2 active site. The data obtained from biological testing highly correlated with that obtained from molecular modeling studies. Compounds <strong>8o, 8l</strong> and <strong>8g</strong> were found to be the most potent derivatives over all the tested compounds against the tested cancer cell lines. Compounds <strong>8g, 8i, 8j, 8k, 8l, 8n, 8o</strong> and <strong>8q</strong> displayed excellent cytotoxicity against A549 with IC₅₀ ranging from 4.95 to 6.78 µM, while compounds <strong>8g, 8j, 8k, 8l, 8m, 8n, 8o and 8q</strong> exhibited excellent cytotoxicity against HCT116 with IC₅₀ ranging from 5.35 to 6.88 µM. Moreover, compounds <strong>8d, 8g, 8i, 8j, 8k, 8l, 8m, 8n, 8o</strong> and <strong>8q</strong> exhibited excellent against MCF-7cytotoxicity with IC₅₀ ranging from 3.94 to 6.53 µM, while compounds <strong>8d, 8g, 8i, 8j, 8k, 8l, 8m, 8n, 8o</strong> and <strong>8q</strong> displayed excellent cytotoxicity against HepG2 with IC₅₀ ranging from 3.70 to 6.80 µM. Furthermore, compounds <strong>8d, 8g, 8h, 8i, 8j, 8l, 8m, 8o, 8p</strong> and <strong>8q</strong> showed decreased cytotoxicity on VERO cells and great selectivity on cancer cells with IC₅₀ = 42.20 - 47.26 μM. All derivatives <strong>8a-8q</strong> were evaluated for their inhibitory activities against VEGFR-2. The tested compounds displayed high to low inhibitory activity with IC₅₀ values ranging from 0.80 to 2.80 µM. Among them, compounds <strong>8o</strong> and <strong>8l</strong> were found to be the most potent derivatives that inhibited VEGFR-2 at IC₅₀ value of 0.80 and 0.90 µM respectively. Compounds <strong>8g, 8j</strong> and <strong>8k</strong> exhibited excellent activity with IC₅₀ values of 0.95, 0.98 and 1.00 µM respectively. Moreover, compounds <strong>8n, 8q, 8i, 8m</strong> and <strong>8d</strong> possessed very good VEGFR-2 inhibition with IC₅₀ = 1.05, 1.08, 1.15, 1.26 and 1.50 µM respectively. Sorafenib was used as a reference drug in this study. Moreover, our derivatives <strong>8g, 8l</strong> and <strong>8o</strong> showed very good <em>in silico</em> calculated ADMET profile in comparing to sorafenib.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1360 ","pages":"Article 145575"},"PeriodicalIF":4.7,"publicationDate":"2026-02-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146192441","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":"Elucidating the temperature-dependent structural and optoelectronic properties of Ag4V2O7 microhexagons","authors":"A.W. Miranda ,&nbsp;F.F. Sousa ,&nbsp;Thiago M.B.F. Oliveira ,&nbsp;M.L. Vega ,&nbsp;C. Luz-Lima ,&nbsp;J.S. Silva ,&nbsp;J.V.B. Moura ,&nbsp;A.S. de Menezes ,&nbsp;P.T.C. Freire ,&nbsp;G.S. Pinheiro","doi":"10.1016/j.molstruc.2026.145579","DOIUrl":"10.1016/j.molstruc.2026.145579","url":null,"abstract":"<div><div>Silver pyrovanadate (Ag₄V₂O₇) microhexagons were synthesized by coprecipitation and characterized to investigate their temperature-dependent structural and optoelectronic properties. The information framework was obtained by powder X-ray diffraction, differential scanning calorimetry, scanning electron microscopy, UV–visible spectroscopy, Raman spectroscopy, and Fourier-transform infrared spectroscopy, and is discussed in detail throughout this article. In summary, the data indicated that the orthorhombic phase (<em>Pbca</em> space group) of Ag₄V₂O₇ with microhexagonal morphology and 2.15 eV band-gap was produced, maintaining the synthesis conditions at 298 K. The Ag₄V₂O₇ phase undergoes a complete and irreversible phase transition to the monoclinic <em>β</em>-AgVO₃ phase when exposed to laser excitation power ≥ 6.16 <em>m</em>W. Additionally, two exothermic events were identified at 543 and 658 K, corresponding to the parallel formation of vanadium oxide and the subsequent melting of this material, respectively. In contrast, the material demonstrated good structural stability at low temperatures (135 - 300 K). Upon cooling back to room temperature (298 K), the sample recrystallized as a mixture of Ag₄V₂O₇ and vanadium oxide. Furthermore, the structural robustness and thermal responsiveness exhibited by Ag₄V₂O₇ microhexagons complement the database on this ceramic material with innovative insights, in addition to making it a strong candidate for advanced optoelectronic devices.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1360 ","pages":"Article 145579"},"PeriodicalIF":4.7,"publicationDate":"2026-02-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146192447","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 NLO active 4-bromoanilinium hydrogen malonate single crystal: Experimental and theoretical analysis of structural, spectral, topological and Z-scan properties","authors":"D. Beryl Jacksy ,&nbsp;D. Arul Dhas ,&nbsp;I. Hubert Joe ,&nbsp;G. Vinitha","doi":"10.1016/j.molstruc.2026.145564","DOIUrl":"10.1016/j.molstruc.2026.145564","url":null,"abstract":"<div><div>The novel organic single crystal 4-Bromoaniline hydrogen malonate (4-BRMAL) was grown using methanol with slow evaporation method. The crystal was analysed using UV–Vis, FT-IR, FT-Raman spectra and single-crystal diffraction. Theoretical calculations were performed using density functional theory (DFT) with the B3LYP/6–31G(d, p) basis set. These studies were aimed to investigate the molecular structure and vibrational frequencies of 4-BRMAL. Natural bond orbital (NBO) and natural charge analysis (NCA) have provided a detailed evaluation of the compound’s stability by confirming the presence of both intra and intermolecular interactions. UV–visible spectroscopy revealed electronic transitions with a lower cut-off wavelength of 263 nm, while fluorescence spectroscopy demonstrated yellow and an orange emission spectra at 591 nm, indicating its potential for NLO applications. TG/DTA showed thermal stability up to 149.80 °C with significant weight loss of 4-BRMAL. Hirshfeld surface analysis and two-dimensional fingerprint plots identified key atomic interactions in the crystal packing. The frontier molecular analysis showed a 4.78 eV energy gap indicating significant charge transfer characteristics. Electron-hole distribution, interatomic interaction (IRI) and atoms in molecule (AIM) analysis revealed strong hydrogen bonding and electron delocalization confirming the compound's favorable electronic structure. Density of states (DOS) analysis further highlighted the potential for non-linear optical (NLO) applications. Theoretical NLO calculations indicated a second-order hyperpolarizability of 561.33 <span><math><mo>×</mo></math></span> 10⁻³⁰ e.s.u, demonstrating 4-BRMAL’s suitability for optoelectronic device applications. Z-scan analysis confirmed that 4-BRMAL is a promising potential candidate for NLO activity with a third-order hyperpolarizability of 6.05 × 10⁻⁶ e.s.u. These analyses suggest that the title compound 4-BRMAL is a promising candidate for optoelectronics and NLO devices.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1360 ","pages":"Article 145564"},"PeriodicalIF":4.7,"publicationDate":"2026-02-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146192494","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":"Flavones with bulky pyrrole substituents: Synthesis, physicochemical characteristics and potential applications in medicine","authors":"Stepan Sysak ,&nbsp;Barbara Wicher ,&nbsp;Malgorzata Kucinska ,&nbsp;Pawel Bakun ,&nbsp;Joanna Kuzminska ,&nbsp;Philippe Grellier ,&nbsp;Roman Lesyk ,&nbsp;Anna Jelinska ,&nbsp;Ewa Tykarska ,&nbsp;Marek Murias ,&nbsp;Tomasz Goslinski ,&nbsp;Wojciech Szczolko","doi":"10.1016/j.molstruc.2026.145577","DOIUrl":"10.1016/j.molstruc.2026.145577","url":null,"abstract":"<div><div>This study presents the synthesis, physicochemical characterisation, and biological evaluation of a series of novel pyrrole-substituted flavone derivatives with potential therapeutic applications. Phenylated and halogenated pyrrole derivatives of flavones were obtained via Paal–Knorr condensation of 6- and 7-aminoflavones with various 1,4-diketones and their subsequent halogenation. The physicochemical properties and chemical structures of the novel compounds were confirmed using UV–VIS and NMR spectroscopy, mass spectrometry, X-ray diffraction and thermal analyses. Crystallographic studies revealed distinct packing motifs, with halogenated derivatives demonstrating recurring structural patterns and isostructurality, suggesting a crucial role of halogen bonding in crystal organisation. A combination of X-ray powder diffraction and thermal analyses confirmed the purity and stability of the compounds. Biological screening against <em>Plasmodium falciparum</em> identified 2-phenyl-7-(2,3,5-triphenylpyrrol-1-yl)chromen-4-one as the most potent antiplasmodial agent with the IC₅₀ value of 1.37 µg/ml, whereas moderate activity was noted for 2-phenyl-6-(2,3,5-triphenylpyrrol-1-yl)chromen-4-one and other analogues. Preliminary cytotoxicity assays on the human bladder cancer 5637 cell line revealed that halogen substitution at position 6 of the flavone scaffold, particularly in 6-(3,4-diiodo-2,5-dimethyl-pyrrol-1-yl)-2-phenyl-chromen-4-one, significantly increased cytotoxic potential (IC₅₀ &lt; 5 µM), albeit with limited selectivity toward non-cancerous cells. Overall, these findings highlight the importance of structural modifications in influencing biological activity and suggest that selected pyrrole-flavone derivatives, especially 2-phenyl-7-(2,3,5-triphenylpyrrol-1-yl)chromen-4-one and 6-(3,4-diiodo-2,5-dimethyl-pyrrol-1-yl)-2-phenyl-chromen-4-one, may serve as promising scaffolds for further optimisation as antiparasitic and anticancer agents.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1360 ","pages":"Article 145577"},"PeriodicalIF":4.7,"publicationDate":"2026-02-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146192491","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":"Green synthesis of biocompatible sodium alginate-coated bismuth oxide nanoparticles using Bougainvillea glabra flower extract with enhanced activity against pathogenic microorganisms and HT-29 colorectal cancer cells","authors":"Lakshmi Pradeep ,&nbsp;Srinivas Tadepalli ,&nbsp;Indumathi Thangavelu ,&nbsp;Rajat Swaminathan Sarma ,&nbsp;Thalakulam Shanmugam Boopathi ,&nbsp;Abdelrahman G. Gadallah","doi":"10.1016/j.molstruc.2026.145565","DOIUrl":"10.1016/j.molstruc.2026.145565","url":null,"abstract":"<div><div>Colorectal cancer is a leading cause of cancer-related deaths, highlighting the urgent need for effective treatments. Similarly, rising antibiotic resistance emphasizes the demand for new antimicrobial drugs. In response, the present study uses <em>Bougainvillea glabra (B. glabra)</em> as a capping agent to synthesis sodium alginate-doped bismuth oxide (SABO) and environmentally friendly bismuth oxide (BO). SABO exhibited smaller particle size (25 nm) and higher crystallinity compared to BO (42 nm). SEM analysis revealed rock-stone-like morphology with average particle sizes of 42 nm for BO and 25 nm for SABO, indicating smaller and better-dispersed particles in SABO. UV–Vis DRS analysis showed a red shift in absorbance from 387 nm (BO) to 397 nm (SABO) and a band gap decrease from 2.7 eV to 2.3 eV, suggesting enhanced electronic conductivity and increased reactive oxygen species (ROS) generation. Gram-positive bacteria (<em>S. aureus</em> and <em>S. pneumoniae</em>), Gram-negative bacteria (<em>E. coli</em> and <em>K. pneumoniae</em>), and fungi (<em>C. albicans</em>) were all tested for antibacterial activity using BO and SABO. With minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) values of 800 and 1000 µg/mL, respectively, SABO showed more activity in the zone of inhibition than the other nanoparticles. Furthermore, the anticancer activity of BO and SABO against HT-29 colorectal cancer cells showed greater efficacy for SABO, with a lower IC50 concentration of 8.1 μg/mL. These findings suggest that SABO could serve as a multifunctional antimicrobial and anticancer agent in the biomedical field.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1360 ","pages":"Article 145565"},"PeriodicalIF":4.7,"publicationDate":"2026-02-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146192400","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}