Journal of the Iranian Chemical Society最新文献

{"title":"Synthesis, spectroscopic characterization, thermodynamic studies, and anticancer, antioxidant evaluation of metal ion complexes derived from azo dye","authors":"Vian Yamin Jirjees,&nbsp;Abbas Ali Salih Al–Hamdani","doi":"10.1007/s13738-026-03356-7","DOIUrl":"10.1007/s13738-026-03356-7","url":null,"abstract":"<div><p>Synthesis of new Fe^+ 3, Co^+ 2, Cu^+ 2, Ru^+ 3, and Rh^+ 3 complexes of azo ligand; [5-((2-(3 H-1 indol-3-yl) ethyl) diazenyl) quinolin-8-ol], of 1:2 (M: L) and characterized through various techniques. The complexes exhibited octahedral geometries. Thermogravimetric (TGA and DSC) analysis is utilized to study the thermal properties of various compounds and reveal the presence of coordinated water molecules in the complexes. The multi-stage thermal decomposition mechanisms, where the thermal breakdown is ended by the formation of metal oxide as the final stable residue. The antioxidant activity of the ligand and its metal complexes was evaluated using the DPPH free radical scavenging assay and Gallic acid as a standard substance. Among the tested compounds, the Ru complex exhibited the strongest activity, whereas the free ligand (HL) showed the weakest. Finally, the anticancer potential of the synthesized complexes was evaluated against selected breast cancer cell lines. Experiments were carried out using five different concentrations, and absorbance was recorded at 570 nm to determine the mean percentage of cell viability. Results indicated that the highest tested concentration (524.70 µg / Ml ) produced the greatest reduction in cancer cell growth. Among the tested compounds, the Ru complex demonstrated the strongest inhibitory effect, showing superior anticancer activity as well as the most pronounced ability to suppress free radical activity.</p><h3>Graphical Abstract</h3><div><figure><div><div><picture><source><img></source></picture></div><div><p>Preparation of azo dye from tryptamine and its metal complexes. Characterization of the ligand and its complexes using various spectroscopic techniques (IR, NMR, UV-Vis, Mass), magnetic susceptibility, and conductivity measurements. The thermal behavior of the ligands and complexes was investigated through TGA and DSC analyses. Assessment of the antioxidant and anticancer activities of the synthesized tryptamine-based azo dye derivatives and their metal complexes</p></div></div></figure></div></div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"23 2","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-02-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147338788","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 antidiabetic activity and in silico molecular docking studies of Cu(II) Schiff base complexes","authors":"Bini Babu Sujatha,&nbsp;Sindhu Yesodharan,&nbsp;Pooja Parvathy Rajan,&nbsp;Praveen Kumar,&nbsp;Surya Philip,&nbsp;Selwin Joseyphus Raphael,&nbsp;Mohanan Kochukittan","doi":"10.1007/s13738-025-03329-2","DOIUrl":"10.1007/s13738-025-03329-2","url":null,"abstract":"<div><p>A series of Cu(II) complexes [CuLCl], [CuLBr], [CuLNO₃], and [CuLOAc], which have different counter anions, has been synthesised using a tridentate Schiff base, namely 2-(thienylideneamino)benzoic acid (L), to study the effects of the anions on fluorescence and α-amylase inhibitory activity. The spectral data indicate that the ligand moiety was coordinated to the Cu(II) ion through carboxylate (O), azomethine (N), and thiophene (S) atoms. The EPR spectral data suggest a significant covalent character for the Cu-L bond. The fluorescence properties of Cu(II) complexes vary depending on the anions present. As a part of the biological evaluation, antibacterial and α-amylase inhibitory activities of the Schiff base ligand and the Cu(II) complexes have been investigated. The complexes [CuLCl] and [CuLNO₃] exhibited notable antibacterial potential with good minimum inhibitory concentration (MIC) values. From the in vitro α-amylase inhibitory activities, the [CuLNO₃] and [CuLOAc] showed IC₅₀ 0.22 ± 0.019 mg/mL and 0.18 ± 0.015 mg/mL, respectively, which are comparable with the standard drug acarbose with an IC₅₀ of 0.11 ± 0.017 mg/mL. Furthermore, investigations involving the binding interactions of Cu(II) complexes with various enzymes’ active sites, including human pancreatic α-amylase (PDB ID: 4W93), maltase-glucoamylase (PDB ID: 3TOP), and lysosomal acid-α-glucosidase (PDB ID: 5NN8) involved in human glucose hydrolysis have been conducted using molecular docking. CDOCKER interaction energy values of the complexes were quite promising compared to acarbose.</p></div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"23 2","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-02-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147338322","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":"Aromaticity and electronic structural properties of selenopehene and disselenophenes","authors":"Mona Salimi,&nbsp;Morteza Rouhani,&nbsp;Shahin Ahmadi","doi":"10.1007/s13738-025-03340-7","DOIUrl":"10.1007/s13738-025-03340-7","url":null,"abstract":"<div><p>The aromaticity and some electronic structural characteristics of selenophene and diselenophenes were theoretically investigated using density functional theory (DFT). The highest occupied molecular orbital (E_HOMO), lowest unoccupied molecular orbital (E_LUMO), difference in HOMO and LUMO energies (E_H−L), dipole moments (<i>µ</i>_D), relative energies differences (∆E), chemical potential (µ), chemical hardness (η), electrophilicity (ω), as well as the bond lengths differences in the ring (∆BL), Shannon aromaticity index (SA), Nucleus Independent Chemical Shift (NICS), along with the π-stacking ability using the Localized Orbital Locator Integrated Pi Over Plane (LOLIPOP) were calculated and assessed for each structure. The aromaticity indices were found in a very good agreement with each other. According to the ∆BL, SA, and NICS aromaticity indices, the <b>1</b> &gt; <b>3 L</b> &gt; <b>4</b> &gt; <b>2</b> &gt; <b>3R</b>, <b>3L</b> &gt; <b>1</b> &gt; <b>4R</b> &gt; <b>4L</b> ≈ <b>2 L</b> &gt; <b>2R</b> &gt; <b>3R</b> and <b>1</b> &gt; <b>3 L</b> &gt;<b>4R</b> &gt; <b>4 L</b> &gt; <b>2 L</b> &gt; <b>2R</b> &gt; <b>3R</b> trends were obtained, respectively showing 1 and 3 L as the most aromatic and 3R as the least aromatic rings in this study.</p></div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"23 2","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-02-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147337240","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":"Recent advances in nanodiamonds: a new perspective for the sample preparation of traces emerging pollutants from environmental, food, and biological samples","authors":"Qamar Salamat,&nbsp;Mahboube Shirani,&nbsp;Mustafa Soylak","doi":"10.1007/s13738-025-03333-6","DOIUrl":"10.1007/s13738-025-03333-6","url":null,"abstract":"<div>\u0000 \u0000 <p>Nanodiamonds (NDs) are a significant family of carbon-based materials distinguished by their high surface area, tunable surface chemistry, biocompatibility, and mechanical stability. These features make them attractive candidates for diverse analytical applications. This review offers a new perspective by focusing on NDs as emerging sorbent materials for analytical sample preparation, particularly for trace and ultra-trace detection of pollutants—such as pharmaceuticals, pesticides, dyes, heavy metals, and endocrine-disrupting compounds—in environmental, food, and biological matrices—rather than their traditional biomedical or catalytic roles. The paper provides a critical comparison of NDs with other carbon-based sorbents such as carbon nanotubes (CNT), graphene, fullerenes, and activated carbon (AC), emphasizing how sp³-hybridized frameworks and dense surface functionalities enhance selective adsorption and chemical robustness. It further summarizes recent progress in ND synthesis, surface functionalization, and composite formation that improve extraction efficiency and selectivity. Finally, the review highlights key future directions, including the development of sustainable and cost-effective ND synthesis routes, in situ surface functionalization strategies, hybrid magnetic and polymer-based composites for easier recovery and reusability, and the integration of ND-based sorbents into automated and miniaturized extraction platforms for high-throughput analytical workflows.</p>\u0000 <span>AbstractSection</span>\u0000 Graphical abstract\u0000 <div><figure><div><div><picture><source><img></source></picture></div></div></figure></div>\u0000 \u0000 </div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"23 2","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-02-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147337280","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":"Furan-based 1H-pyrazole-3,5-diamine: regioselective synthesis of new mono- and bis(pyrazolo[1,5-a]pyrimidines), DFT-based NMR prediction, antibacterial Screening, and SAR study","authors":"Ahmed A. M. Ahmed,&nbsp;Mohamed S. Mohamed Ahmed,&nbsp;Sherif M. H. Sanad,&nbsp;Ahmed E. M. Mekky,&nbsp;Ahmed M. Abdelfattah","doi":"10.1007/s13738-026-03342-z","DOIUrl":"10.1007/s13738-026-03342-z","url":null,"abstract":"<div><p>A new furan-based 1<i>H</i>-pyrazole-3,5-amine was utilized as a useful precursor for the preparation of numerous pyrazolo[1,5-<i>a</i>]pyrimidine hybrids and their related bis-analogues by its reaction with the appropriate 1,3-bielectrophiles. It was reacted with mono- or bis(enaminones) in refluxing acetic acid for 5–8 h to produce the desired products in 83–92% yields. Moreover, a binary mixture of 1<i>H</i>-pyrazole-3,5-amine and the suitable mono- or bis-cinnamonitriles was reacted in refluxing dioxane in the presence of triethylamine for 5–8 h to give the desired pyrimidine-6-carbonitriles in 70–91% yields. Moreover, 1<i>H</i>-pyrazole-3,5-amine was reacted with several β-dicarbonyl-containing reagents in refluxing acetic acid for 4–6 h to give 5,7-disubstituted pyrazolo[1,5-<i>a</i>]pyrimidines and 5-substituted pyrazolo[1,5-<i>a</i>]pyrimidin-7(4<i>H</i>)-ones in 84–90% yields. The structure of the newly prepared pyrimidines was elucidated by considering their experimental NMR data as well as their theoretical data derived from DFT computations. The chemical shifts of ¹H- and ¹³C-NMR in DMSO were determined using the DFT-GIAO approach under the B3LYP and mPW1PW91 functions and a range of basis sets, including 6-31G(d, p), 6–31 + G(d), 6-311G(d), 6-311 + G(d, p), 6-311 + + G-(d, p), and 6-311 + G(2d, p). The new products showed broad antibacterial activity, particularly against <i>S. aureus</i> and <i>E. coli</i>. Overall, we found that the bis(pyrazolopyrimidines) were more potent than their monopodial counterparts. The propane-linked bis(3-(furan-2-ylmethyl)pyrazolo[1,5-<i>a</i>]pyrimidin-2-amine) displayed a comparable potency to ciprofloxacin with an MIC of 3.0 µM. Moreover, the thieno[2,3-<i>b</i>]thiophene-linked bis(2,7-diamino-3-(furan-2-ylmethyl)pyrazolo[1,5-<i>a</i>]pyrimidine-6-carbonitrile) displayed the best potency that exceeds ciprofloxacin with an MIC of 2.7 µM.</p><h3>Graphical abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"23 2","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147336750","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 of high-performance Fe2O3-PAnNTs/CdS-WO3 hybrid nanocomposite for simultaneous degradation of rhodamine b and malachite green under visible light","authors":"Mohammad Javad Jahangiri,&nbsp;Tayebeh Shamspur,&nbsp;Ali Mostafavi","doi":"10.1007/s13738-025-03326-5","DOIUrl":"10.1007/s13738-025-03326-5","url":null,"abstract":"<div><p>Rhodamine B (RB) and Malachite Green (MG) are widely recognized as synthetic dyes used in various industries. However, their extensive use has raised significant concerns due to their toxic and environmental effects. The photocatalytic process has emerged as an effective method for removing organic pollutants from the environment. In this study, a novel photocatalyst with the Fe₂O₃-PAnNTs/CdS-WO (FPCW) structure was synthesized and fully characterized. Techniques such as Fourier-transform infrared spectroscopy (FTIR), X-ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), photoluminescence (PL), and diffuse reflectance spectroscopy (DRS) were employed to analyze the structure, morphology, and optical properties of the photocatalyst. The efficiency of the synthesized photocatalyst in the simultaneous degradation of Rhodamine B and Malachite Green under visible light irradiation was investigated. The influence of various operational parameters, including pH, dye concentration, photocatalyst dosage, and reaction time, was optimized to improve the degradation efficiency. The results indicated that under optimal conditions (pH = 6, photocatalyst dosage of 10 mg, initial dye concentration of 7.5 mg/L, and reaction time of 60 min), the FPCW photocatalyst was capable of removing 95.3% of Malachite Green and 98.9% of Rhodamine B from a 10 mL aqueous solution. Kinetic studies revealed that the photocatalytic degradation of both dyes followed a pseudo-first-order kinetic model, with apparent rate constants of 0.0553 min⁻¹ and 0.0571 min⁻¹ for Rhodamine B and Malachite Green, respectively. The findings of this study suggest that the synthesized photocatalyst has great potential for treating industrial wastewater containing Rhodamine B and Malachite Green dyes.</p><h3>Graphical abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"23 2","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-02-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147336184","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":"DBU/H2O: a tunable organocatalytic medium to control the reaction of isophorone with aldehydes at vinylogous aldol addition stage","authors":"M. Saeed Abaee,&nbsp;Zahra Shaabani,&nbsp;Elaheh Akbarzadeh,&nbsp;Yazdanbakhsh L. Nosood,&nbsp;Mohammad M. Mojtahedi,&nbsp;Abbas Shockravi,&nbsp;Klaus Harms","doi":"10.1007/s13738-026-03353-w","DOIUrl":"10.1007/s13738-026-03353-w","url":null,"abstract":"<div><p>A tunable DBU/H₂O medium was employed to investigate the reaction of isophorone <b>1</b> with a variety of aromatic aldehydes <b>2</b>. One hour mixing of the two components in the medium at room temperature selectively afforded substitution products <b>3</b> through activation of the methyl group γ to the carbonyl functionality of isophorone. When the same mixtures were heated at 60 °C for two hours, vinylogous aldol condensation products <b>4</b> were obtained instead. This temperature-dependent reactivity demonstrates the switchable behavior of the DBU/H₂O system, allowing precise control over the formation of either aldol addition or condensation products. The versatility of this approach was demonstrated by the synthesis of a wide range of derivatives, highlighting the efficiency and selectivity of this organocatalytic method. Structural characterization of the newly formed compounds was achieved by NMR spectroscopy and single-crystal X-ray diffraction, verifying the proposed molecular architectures. Overall, this work presents DBU/H₂O as a simple, green, and tunable medium to control the selectivity of vinylogous aldol-type reactions in the isophorone system.</p></div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"23 2","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-02-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147336182","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, description of nickle oxide nanoparticles and modifying its surface from waste batteries for efficient methyl orange dye removal: kinetic, isotherms and thermodynamic studies","authors":"Heba M. El Refay,&nbsp;Asmaa M. Raslan,&nbsp;Amal G. Mahdy,&nbsp;Amany E. Atia","doi":"10.1007/s13738-025-03338-1","DOIUrl":"10.1007/s13738-025-03338-1","url":null,"abstract":"<div><p>Nickel Oxide Nanoparticle and Modifying its surface by waste batteries are used to remove methyl orange dye from aqueous solution by adsorption process after its preparation and characterization. Hydrothermal technique was used to synthesize NiO nanoparticles and then coupling with granular activated carbon (GAC) from waste batterie. Surface morphology of the final modified nanocomposite was estimated to be using SEM, XRD, FT-IR and TEM. The elemental contents of the prepared nanocomposite were determined using particle-induced X-ray emission EDX. Using X-ray diffractometry (XRD) the product’s size and phase compositions were determined. The average particle size of the (GAC/NiO) NC was discovered to be (40.49) nm, and it has the potential to be used as an adsorbent to remove methyl orange (MO) dye. The behavior adsorption of GAC, and (GAC/NiO) NC were studied using (MO) dye. The maximum removal (87.09, and 99.8%) of MO onto (GAC, and (GAC/NiO) NC respectively were observed at (pH 2.12 and 3.4), adsorbent amount (0.2 and 0.06) g/40 ml and temperature 25 °C. Thence, on evaluating and optimizing condition, the results exhibited that more than 98% dye removal was reached in first 30 min for (GAC/NiO) NC, while more than 85% of the dye was removed by (GAC) in the first 60 min, the adsorption equilibrium, kinetics, and thermodynamics models were additionally looked at. The outcomes demonstrated that adsorption proceeded in a pseudo-second order, and Langmuir models. The feasibility, endothermic, and spontaneous nature of the MO adsorption on GAC and (GAC/NiO) NC were shown by the thermodynamic assessment.</p><h3>Graphical abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"23 2","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-02-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s13738-025-03338-1.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147335984","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Sustainable green nanotechnology: metallic nanoparticles derived from medicinal plants for biomedical and pharmaceutical applications","authors":"Mohammad Arham Siddiqui,&nbsp;J. P. Shabaaz Begum,&nbsp;Prateek Gururani,&nbsp;Mohammad N. Alomary,&nbsp;Mohammad Azam Ansari","doi":"10.1007/s13738-025-03335-4","DOIUrl":"10.1007/s13738-025-03335-4","url":null,"abstract":"<div><p>Sustainable nanotechnology particularly, green synthesis off the metallic nanoparticles from the plant extracts has been gained significant attention due to its ecofriendly and cost-efficient approaches to its biomedical applications. These green methods utilize the bioactive compounds which occurs naturally like flavonoids, alkaloids, and polyphenols to facilitate the reduction and stabilization of the metal ions helps in the formation of metallic nanoparticles. Characterization techniques, including UV–Vis Spectroscopy, X-Ray diffraction (XRD), Transmission Electron Microscopy (TEM) and Dynamic Light Scattering (DLS), are employed to analyze the shape, size, surface charge and stability of the nanoparticles, ensuring their suitability for biomedical applications. Additionally, FTIR and EDX are used to confirm the functional groups and elemental composition further validating the plant mediated synthesis. Along with their optimized properties, risk and difficulties remains a hurdle in the synthesis promising the safety, toxicity concerns, and reproducibility associated with nanoparticles. Future studies must address enhanced methods for green synthesis, optimizing controlled release of pharmaceutical agents and initiating extensive medical trials to examine the efficacy and safety of these nanoparticles. Overall, green metallic nanoparticles which are involved in the biomedical applications shows an effective and sustainable approach for the enhancement of the healthcare sector and also providing potential milestones in the critical care while reducing the ecological footprints.</p></div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"23 2","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-01-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146083005","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 of novel 2-methoxy-6-((3-substituted-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl)iminomethyl)phenyl 4-methylbenzoates and their molecular docking parameters with acetylcholinesterase and butyrylcholinesterase: an in silico mechanism and ADMET investigation","authors":"Ahmet Harmankaya,&nbsp;Murat Beytur,&nbsp;Sevda Manap,&nbsp;Özlem Gürsoy Kol,&nbsp;Önder Albayrak,&nbsp;Haydar Yüksek","doi":"10.1007/s13738-026-03350-z","DOIUrl":"10.1007/s13738-026-03350-z","url":null,"abstract":"<div><p>In this study, firstly, nine 4-amino-5-substitued-2,4-dihydro-3 H-1,2,4-triazol-3-one compounds (3) registered in the literature, which were required for the study, were synthesized. Then, 2-Formyl-6-methoxyphenyl 4-methylbenzoate (4) was synthesized by the reaction of 2-hydroxy-3-methoxybenzaldehyde with 4-methylbenzoyl chloride in the presence of triethylamine. As a result of the reaction of 3-type compounds with 2-Formyl-6-methoxyphenyl 4-methylbenzoate (4), 9 new 2-methoxy-6-((3-methyl-5-oxo-1,5-dihydro-4 H-1,2,4-triazol-4-yl)iminomethyl)phenyl 4-methylbenzoate (5) compounds were obtained. The structures of the 9 new synthesized compounds were elucidated using IR, ¹H-NMR, ¹³C-NMR and Mass Spectroscopic methods. In addition, molecular docking studies were conducted showing the binding mechanism of Schiff base-derived compounds with Acetylcholinesterase (AChE) and Butyrylcholinesterase (BChE) enzymes. As a result of molecular docking studies, compounds 5 g and 5i (-8.251) against AChE and compounds 5d and 5e (-10.173) against BChE showed high affinity in protein-ligand complexes. Finally, the absorption, distribution, metabolism, excretion and toxicity parameters (ADMET) of Schiff base derived compounds were investigated by computer-aided program in order to determine possible drug properties.</p></div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"23 2","pages":""},"PeriodicalIF":2.3,"publicationDate":"2026-01-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146083004","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}