ChemistryOpen最新文献_第5页

Comprehensive Investigation of Benzimidazolium Derivatives Through Synthesis, Characterization, Cytotoxicity Activity, Immunocytochemistry, and ADME and Toxicity Analyses 苯并咪唑衍生物的合成、表征、细胞毒性活性、免疫细胞化学、ADME和毒性分析的综合研究

IF 3 4区化学

ChemistryOpen Pub Date : 2026-08-17 DOI: 10.1002/open.70284

Gulay Dilek, Senem Akkoc

{"title":"Comprehensive Investigation of Benzimidazolium Derivatives Through Synthesis, Characterization, Cytotoxicity Activity, Immunocytochemistry, and ADME and Toxicity Analyses","authors":"Gulay Dilek, Senem Akkoc","doi":"10.1002/open.70284","DOIUrl":"https://doi.org/10.1002/open.70284","url":null,"abstract":"In this study, three novel benzimidazolium derivatives (2a–c) bearing 4-fluoro, 3-chloro, and 3-methoxy substituents were synthesized. Their structures were confirmed by 1H NMR, 13C NMR, and IR spectroscopy. The cytotoxic activities of 2a–c were evaluated against human breast, lung, and liver cancer cell lines, as well as mouse fibroblast (L929) cells. All compounds exhibited cytotoxic activity in MDA-MB-231, A549, and HepG2 cells, with 2b showing the strongest antiproliferative effect, particularly against MDA-MB-231 cells. All compounds demonstrated higher IC50 values in L929 cells, indicating a degree of selectivity toward cancer cells. Compound 2b was further evaluated by immunocytochemical staining in MDA-MB-231 cells, demonstrating cleaved caspase-3 expression and PARP1 cleavage. Furthermore, the physicochemical, pharmacokinetic, and toxicity profiles of compounds were evaluated using in silico methods. The results indicated that the compounds possess high lipophilicity but show limited bioavailability due to low solubility. The boiled-egg model revealed that compound 2c has a particularly high potential for gastrointestinal absorption. In addition, none of the compounds were predicted to cross the blood–brain barrier, which limits their potential for direct effects on the central nervous system.","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":"15 9","pages":""},"PeriodicalIF":3.0,"publicationDate":"2026-08-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/open.70284","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148754226","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}

引用次数: 0

Transition Metal Chalcogenides: Perspectives on Their Applications for Nitrate Reduction 过渡金属硫族化合物在硝酸还原中的应用展望

IF 3 4区化学

ChemistryOpen Pub Date : 2026-08-17 DOI: 10.1002/open.70270

Martins O. Omorogie

{"title":"Transition Metal Chalcogenides: Perspectives on Their Applications for Nitrate Reduction","authors":"Martins O. Omorogie","doi":"10.1002/open.70270","DOIUrl":"https://doi.org/10.1002/open.70270","url":null,"abstract":"This review paper highlights the research on thrives for nitrate reduction by transition metal chalcogenides (TMCs) to produce ammonia. The exposure of humans to nitrate in the environment via public drinking water supplies is on the increase due to the elevated usage of inorganic fertilizers and animal manure in agricultural lands in various regions of the world. Many regions of the world has already set a permissible limit for nitrate in drinking water so as to prevent methemoglobinemia in children, birth defects, thyroid dysfunction and disease, various cancers, and cyanosis that culminates into asphyxia. Also, serious health disorders may occur due to ingestion of excess nitrate, such as cardiovascular disorder, genetic mutation, and diabetes. Recently, TMCs have attracted the keen interest of the scientists/researchers due to their unique tunable properties such as heterojunction formation with noble metals, morphological engineering through various synthesis techniques, elemental doping, and tunable edge active site and surface defects that induce active sites transformation at the basal planes. Irrespective of these unique surface properties, TMCs have the shortcomings of increasing surface hydrogen binding energy and Gibbs free energy change, which enhances charge-carrier separation and hydrogen evolution reaction (HER). Future research outlook should focus on the surface engineering of TMCs in terms of minimizing the formation of heterojunction, which will limit proton/electron-transfer kinetics, shifting the chemical equilibrium of HER through catalyst engineering that will mitigate the adsorption of hydrogen species, regulating the crystal phase, blocking the HER active sites, and introducing strain effects that will suppress HER and boost nitrogen reduction reaction (NRR). These strategies will suppress HER and increase the efficiency of NRR.","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":"15 9","pages":""},"PeriodicalIF":3.0,"publicationDate":"2026-08-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/open.70270","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148754228","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}

引用次数: 0

Comprehensive Chemical and Biological Assessment of Orobanche racemosa Extracts Using Chromatographic, In Vitro, In Silico, and Cell-Based Techniques 利用色谱、体外、硅和细胞技术对总状花序提取物进行综合化学和生物学评价

IF 3 4区化学

ChemistryOpen Pub Date : 2026-08-17 DOI: 10.1002/open.70283

Nilofar Nilofar, Enver Saka, Mehmet Veysi Cetiz, Maria J. Rodrigues, Eliana Fernandes, Luisa Custodio, Evren Yildiztugay, Ismail Yapıcı, Ilhami Gulcin, Esraa A. Elhawary, Omayma A. Eldahshan, Abdel Nasser B. Singab, Carlos L. Cespedes-Acuna, Gokhan Zengin

{"title":"Comprehensive Chemical and Biological Assessment of Orobanche racemosa Extracts Using Chromatographic, In Vitro, In Silico, and Cell-Based Techniques","authors":"Nilofar Nilofar, Enver Saka, Mehmet Veysi Cetiz, Maria J. Rodrigues, Eliana Fernandes, Luisa Custodio, Evren Yildiztugay, Ismail Yapıcı, Ilhami Gulcin, Esraa A. Elhawary, Omayma A. Eldahshan, Abdel Nasser B. Singab, Carlos L. Cespedes-Acuna, Gokhan Zengin","doi":"10.1002/open.70283","DOIUrl":"https://doi.org/10.1002/open.70283","url":null,"abstract":"The growing interest in natural product research as a safer and sustainable alternative to synthetic drugs has triggered this study, which evaluates the chemical profile and biological activity of Orobanche racemosa extracts. In the current study, extraction was performed from O. racemosa using the maceration method with several extraction solvents. The extracts were examined for their antioxidant and enzyme-inhibitory activities and their effects on cell viability. In high-performance liquid chromatography–MS/MS analysis, a total of 31 compounds was detected across all studied extracts. The EtOH and EtOH/water extracts consistently exhibited the highest antioxidant capacities in almost all tested assays. Similarly, EtOH and EtOH/water extracts showed vigorous anti-AChE activity, measuring 2.88 and 2.35 mg/GALAE, respectively. In the cell viability assay, both EA and EtOH extracts of O. racemosa demonstrated potent cytotoxicity, significantly reducing viability in normal (HEK293) and cancer cell lines (HepG2, SH-SY5Y), indicating high toxicity without selectivity. Molecular docking screened 384 theoretical compound–target combinations and retained 251 unique complexes with docking scores of −7.0 kcal/mol or lower after duplicated entries were removed. Subsequent single-trajectory molecular dynamics analysis of seven representative high-scoring complexes generated hypotheses regarding structural persistence under the simulated conditions; however, these computational predictions require experimental validation.","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":"15 9","pages":""},"PeriodicalIF":3.0,"publicationDate":"2026-08-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/open.70283","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148754227","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}

引用次数: 0

Azide-PEG-Folate Functionalized Gadolinium Nanoparticles: A Preliminary Click-Chemistry Platform for Magnetic Resonance Imaging Contrast 叠氮化物-聚乙二醇-叶酸功能化钆纳米颗粒：磁共振成像对比的初步点击化学平台

IF 3 4区化学

ChemistryOpen Pub Date : 2026-08-17 DOI: 10.1002/open.70276

Retna Putri Fauzia, Azmi Aulia Rahmani, Zahra Afriani, Theresia Cicilia Magdalena, Cindy Florencia Sutanto, Galuh Yuliani, Angga Cipta Narsa, Safri Ishmayana, Ratna Dini Haryuni, Huanhuan Liu, Santhy Wyantuti

{"title":"Azide-PEG-Folate Functionalized Gadolinium Nanoparticles: A Preliminary Click-Chemistry Platform for Magnetic Resonance Imaging Contrast","authors":"Retna Putri Fauzia, Azmi Aulia Rahmani, Zahra Afriani, Theresia Cicilia Magdalena, Cindy Florencia Sutanto, Galuh Yuliani, Angga Cipta Narsa, Safri Ishmayana, Ratna Dini Haryuni, Huanhuan Liu, Santhy Wyantuti","doi":"10.1002/open.70276","DOIUrl":"https://doi.org/10.1002/open.70276","url":null,"abstract":"Gadolinium nanoparticles (GdNPs) have been studied extensively due to their lower toxicity and better magnetic resonance imaging (MRI) detection capabilities than Gd-chelates. Their surfaces are conveniently modified with several molecules to enhance their accumulation in the cancer of interest, thereby enabling more accurate diagnosis and treatment. In this study, hydrothermal GdNPs were functionalized with folic acid (FA) (for active targeting), polyethylene glycol (to improve biocompatibility), and azide molecules (for subsequent click reaction) via a silane ligand exchange conjugation method. Results showed a hydrodynamic diameter of 7.90 nm and a zeta potential of −6.80 mV for Azide-PEG-Folate-modified GdNPs. UV spectra confirmed the presence of FA in NPs at UV absorption of 284 and 353 nm. Typical FTIR spectra also appeared at wavenumbers of 2950 and 2150 cm−1, confirming the presence of PEG and azide molecules on modified NPs, respectively. Additionally, modified NPs maintained good stability for up to 3 weeks at 25 and 4 °C. A preliminary click in vitro investigation also showed the NPs’ good viability even after incubation at 132 µg/mL, followed by the click reaction with 300 µg/mL of Holmium(III)-complexed-DOTA-BCN on HeLa cancer cells. This first click-combination finding serves as a promising candidate for Gd/Ho-MRI agents, thereby enabling a more accurate diagnosis due to their simultaneous T1/T2 contrast enhancement.","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":"15 9","pages":""},"PeriodicalIF":3.0,"publicationDate":"2026-08-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/open.70276","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148754229","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}

引用次数: 0

Exploring the Wound-Healing Properties of Anchusa azurea: A Nanoliposome-Based Approach 基于纳米脂质体的蓝齿莲创面愈合特性研究

IF 3 4区化学

ChemistryOpen Pub Date : 2026-08-13 DOI: 10.1002/open.70254

Sevim Feyza Erdoğmuş, Hasan Hüseyin Demirel, Özlem Erdal Altıntaş, İffet İrem Tatlı Çankaya, Nurullah Okumuş

{"title":"Exploring the Wound-Healing Properties of Anchusa azurea: A Nanoliposome-Based Approach","authors":"Sevim Feyza Erdoğmuş, Hasan Hüseyin Demirel, Özlem Erdal Altıntaş, İffet İrem Tatlı Çankaya, Nurullah Okumuş","doi":"10.1002/open.70254","DOIUrl":"https://doi.org/10.1002/open.70254","url":null,"abstract":"Anchusa azurea has attracted increasing interest as a medicinal plant due to its phenolic and flavonoid compounds, which may contribute to its antioxidant and wound-healing activities. In this study, aqueous (AW) and aqueous ethanolic (AE) extracts obtained from the aerial parts of Anchusa azurea by ultrasonic extraction were evaluated for their phytochemical composition, antioxidant activity, cytotoxicity, and wound-healing efficacy using in vitro and in vivo models. The AE extract exhibited higher total phenolic and flavonoid contents and stronger antioxidant activity than the AW extract. Cytotoxicity was assessed on human skin fibroblasts, adult (HDFa) cells, using the MTT assay. Both extracts showed no significant cytotoxic effects. AW-loaded nanoliposomes (AWNP) and AE-loaded nanoliposomes (AENP) were successfully prepared, and scanning electron microscopy, transmission electron microscopy, and dynamic light scattering analyses confirmed nanoscale vesicles with negative zeta potential values. In vitro release studies demonstrated biphasic release profiles, with AENP exhibiting greater cumulative release than AWNP. In a rat excisional wound model, nanoliposomal formulations significantly enhanced wound contraction compared with crude extracts and controls. Histopathological evaluation demonstrated increased collagen deposition, neovascularization, and re-epithelialization, particularly in the AE and AENP groups. These findings suggest that the phenolic-rich aqueous ethanolic extract and its nanoliposomal formulation are promising candidates for wound-healing applications.","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":"15 8","pages":""},"PeriodicalIF":3.0,"publicationDate":"2026-08-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/open.70254","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148753803","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}

引用次数: 0

Metabolite-Driven Biological Activity of Mandragora autumnalis and Spartium junceum: A Comparative LC-MS/MS Study on Antioxidant, Cholinesterase, and Carbonic Anhydrase Inhibition 秋曼陀罗和结米草代谢物驱动的生物活性：抗氧化、胆碱酯酶和碳酸酐酶抑制的LC-MS/MS比较研究

IF 3 4区化学

ChemistryOpen Pub Date : 2026-08-13 DOI: 10.1002/open.70269

Kubra Aslan, Esra Elbir, Yusuf Bicakci, Silanur Ozdogan, Mustafa Abdullah Yilmaz, Ilhami Gulcin

{"title":"Metabolite-Driven Biological Activity of Mandragora autumnalis and Spartium junceum: A Comparative LC-MS/MS Study on Antioxidant, Cholinesterase, and Carbonic Anhydrase Inhibition","authors":"Kubra Aslan, Esra Elbir, Yusuf Bicakci, Silanur Ozdogan, Mustafa Abdullah Yilmaz, Ilhami Gulcin","doi":"10.1002/open.70269","DOIUrl":"10.1002/open.70269","url":null,"abstract":"In this study, the targeted phytochemical profiles and multi-target biological activities of Mandragora autumnalis L. and Spartium junceum L. were evaluated using liquid chromatography–tandem mass spectrometry (LC-MS/MS), antioxidant, enzyme inhibition, and antimicrobial assays. LC-MS/MS analysis showed that M. autumnalis predominantly contained low-molecular-weight phenolic acids, particularly protocatechuic acid (0.6850 µg/mg), whereas S. junceum was richer in flavonoids and isoflavonoids, especially genistein (1.8280 µg/mg) and cynaroside (1.5240 µg/mg). M. autumnalis showed stronger antioxidant activity, with a DPPH IC50 value of 60.16 µg/mL and a FRAP absorbance of 2.098 ± 0.042 at 45 µg/mL, whereas S. junceum showed weak DPPH radical scavenging activity (IC50: 813.50 µg/mL). M. autumnalis also exhibited stronger acetylcholinesterase and carbonic anhydrase inhibition, on the other hand S. junceum displayed a butyrylcholinesterase-oriented inhibitory profile. Preliminary antimicrobial screening revealed inhibition zones of 11–13 mm against selected bacterial strains. Overall, the findings suggest that low-molecular-weight phenolic acids may contribute to the biological activity of M. autumnalis, whereas flavonoids and isoflavonoids may support the characteristic inhibitory profile of S. junceum, highlighting the importance of qualitative metabolite composition in shaping extract bioactivity.","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":"15 8","pages":""},"PeriodicalIF":3.0,"publicationDate":"2026-08-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/open.70269","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148727682","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}

引用次数: 0

A Self-Powered Hydrogel-Based Wearable Sensor for Sports Motion Monitoring and Activity Recognition 一种用于运动监测和活动识别的自供电水凝胶可穿戴传感器。

IF 3 4区化学

ChemistryOpen Pub Date : 2026-08-12 DOI: 10.1002/open.70279

Changqing Miao, Heng Zhao, Xiaojun Wang, Haoxuan Liu

{"title":"A Self-Powered Hydrogel-Based Wearable Sensor for Sports Motion Monitoring and Activity Recognition","authors":"Changqing Miao, Heng Zhao, Xiaojun Wang, Haoxuan Liu","doi":"10.1002/open.70279","DOIUrl":"10.1002/open.70279","url":null,"abstract":"Wearable sensors have shown great potential in sports motion monitoring, exercise evaluation, and intelligent training owing to their ability to provide continuous and real-time biomechanical information. Here, a multinetwork PD hydrogel-based triboelectric nanogenerator (PD-TENG) is developed as a self-powered wearable sensing platform for national fitness motion monitoring and intelligent evaluation. The device adopts a contact–separation configuration with pPTFE and nylon as the triboelectric pair and PD hydrogel as the flexible conductive electrode. Benefiting from the synergistic coupling of polymer chains, ionic species, and dynamic intermolecular interactions, the hydrogel exhibits favorable flexibility, mechanical compliance, and interfacial adaptability. The optimized PD-TENG delivers an open-circuit voltage (VOC) of 876 V, a short-circuit current (ISC) of 40 μA, a transferred charge (QSC) of 260 nC, and a maximum output power of 598 μW. It also maintains stable electrical performance under varying frequencies, separation distances, temperature, humidity, and external force. As a wearable sensor, it enables joint-angle monitoring and distinguishes walking, running, and jumping, demonstrating promising potential for intelligent motion recognition and scoring.","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":"15 8","pages":""},"PeriodicalIF":3.0,"publicationDate":"2026-08-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/open.70279","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148720129","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}

引用次数: 0

Efficient One-Pot Synthesis of Dibenzoxanthenes Using a Vinylimidazolium-Based Brønsted Acidic Ionic Liquid [VSBIM][Cl]: In Silico Evaluation of Drug-Likeness, ADMET Properties, PASS Analysis, Antiviral Activity Prediction, and Molecular Docking Studies 基于乙烯基咪唑的Brønsted酸性离子液体一锅高效合成二苯并杂蒽[Cl]：药物相似性评价、ADMET特性、PASS分析、抗病毒活性预测和分子对接研究。

IF 3 4区化学

ChemistryOpen Pub Date : 2026-08-11 DOI: 10.1002/open.70253

Talamarlla Deepthi, Barnali Maiti

{"title":"Efficient One-Pot Synthesis of Dibenzoxanthenes Using a Vinylimidazolium-Based Brønsted Acidic Ionic Liquid [VSBIM][Cl]: In Silico Evaluation of Drug-Likeness, ADMET Properties, PASS Analysis, Antiviral Activity Prediction, and Molecular Docking Studies","authors":"Talamarlla Deepthi, Barnali Maiti","doi":"10.1002/open.70253","DOIUrl":"10.1002/open.70253","url":null,"abstract":"Dibenzoxanthene derivatives have produced considerable interest due to their pharmacological, photophysical, and organic optoelectronic properties. Herein, a facile one-pot methodology was developed for the synthesis of 14-(aryl)-14H-dibenzo[a,j]xanthene derivatives employing 5 mol% of the Brønsted acidic ionic liquid 1-vinyl-3-(4-sulfobutyl) imidazolium chloride [VSBIM][Cl] as an efficient and recyclable catalyst under solvent-free conditions. This protocol enables the condensation of β-naphthol with varied aryl or heteroaryl aldehydes to afford dibenzoxanthenes under neat conditions at 110°C. Nineteen 14-(aryl)-14H-dibenzo[a,j]xanthene derivatives were prepared in good to high yields. The synthesized dibenzoxanthenes were characterized by 1H and 13C NMR along with FT-IR spectroscopy. Furthermore, photophysical properties, drug-likeness (SwissADME), ADMET, PASS antiviral prediction, and molecular docking against Human Cyclooxygenase-2 (PDB: 5IKQ) were performed as preliminary in silico studies.","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":"15 8","pages":""},"PeriodicalIF":3.0,"publicationDate":"2026-08-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/open.70253","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148705628","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}

引用次数: 0

Thiol–Michael Addition to a Quinolin-2-One–Isoxazole Dye in Cationic CTABr Micellar Media: Insights From Experiments and Theory 在阳离子CTABr胶束介质中加入喹啉-2- 1 -异恶唑染料：来自实验和理论的见解。

IF 3 4区化学

ChemistryOpen Pub Date : 2026-08-09 DOI: 10.1002/open.70275

Guillermo E. Quintero, Kevin Droguett, Costantino Zazza, Margarita E. Aliaga

{"title":"Thiol–Michael Addition to a Quinolin-2-One–Isoxazole Dye in Cationic CTABr Micellar Media: Insights From Experiments and Theory","authors":"Guillermo E. Quintero, Kevin Droguett, Costantino Zazza, Margarita E. Aliaga","doi":"10.1002/open.70275","DOIUrl":"10.1002/open.70275","url":null,"abstract":"Herein we report an experimental and theoretical study of the reactivity of the dye (E)-7-(diethylamino)-1-methyl-3-(2-(3-methyl-4-nitroisoxazol-5-yl)vinyl)quinolin-2-one (DQI) toward bisulfite (HSO3−) in the presence of an aqueous micellar solution of the cationic surfactant cetyltrimethylammonium bromide (CTABr), which was used as the reaction medium. We observe that aqueous DQI exhibits very weak emission, accompanied by a low fluorescence quantum yield. Interestingly, upon addition of CTABr, a pronounced enhancement of the fluorescence intensity is observed, together with a hypsochromic shift in the emission. Additionally, the cationic surfactant acts as an efficient reaction promoter by enhancing the solubility of the proposed hydrophobic DQI dye and increasing its local concentration within the Stern layer, where bisulfite ions are also accumulated, thereby favoring a nucleophilic attack. The formation of thiol adducts is investigated via photophysical (absorption and fluorescence) and nuclear magnetic resonance measurements and the derived data are further supported by density functional theory-correlated wavefunctions to identify the most favorable sites for electrophilic and nucleophilic attack in the DQI probe. The overall evidence clearly indicates a distinctive reactivity, supporting the formation of a DQI•SO3H Michael adduct in the proposed CTABr micellar medium.","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":"15 8","pages":""},"PeriodicalIF":3.0,"publicationDate":"2026-08-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13453944/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148700443","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}

引用次数: 0

Straightforward Synthesis, Spectroscopic Characterizations, Molecular Docking, Molecular Dynamics Simulations, and Comprehensive DFT Calculations of Novel Tetrazole 1,5 and 2,5-Disubstituted Tetrazole Scaffolds 新型1,5和2,5-二取代四氮唑支架的直接合成、光谱表征、分子对接、分子动力学模拟和综合DFT计算。

IF 3 4区化学

ChemistryOpen Pub Date : 2026-08-05 DOI: 10.1002/open.70268

Riham Sghyar, Ahmed Chelouan, Brahim El Ibrahimi, Olivier Blacque, Basavarajaiah Suliphuldevara Mathada, Prashantha Karunakar, Oussama Moussaoui, Mouad Lahyaoui, Joel T. Mague, Ali Aghmiz, Manal El-Gendy, Mohamed Hefnawy, Nada Kheira Sebbar

{"title":"Straightforward Synthesis, Spectroscopic Characterizations, Molecular Docking, Molecular Dynamics Simulations, and Comprehensive DFT Calculations of Novel Tetrazole 1,5 and 2,5-Disubstituted Tetrazole Scaffolds","authors":"Riham Sghyar, Ahmed Chelouan, Brahim El Ibrahimi, Olivier Blacque, Basavarajaiah Suliphuldevara Mathada, Prashantha Karunakar, Oussama Moussaoui, Mouad Lahyaoui, Joel T. Mague, Ali Aghmiz, Manal El-Gendy, Mohamed Hefnawy, Nada Kheira Sebbar","doi":"10.1002/open.70268","DOIUrl":"10.1002/open.70268","url":null,"abstract":"New 1,5- and 2,5-disubstituted tetrazole derivatives were successfully synthesized under phase-transfer catalysis conditions in good to excellent yields (21%–97%). The structures of the obtained compounds were confirmed by 1H and 13C NMR spectroscopy, as well as single-crystal X-ray diffraction analysis. Density functional theory calculations performed at the B3LYP/DNP 3.5 level showed that compound F possesses the smallest HOMO–LUMO energy gap (3.390 eV), suggesting enhanced chemical reactivity. Monte Carlo/SAA simulations demonstrated strong adsorption tendencies on metallic surfaces, particularly for compound 1j on the Fe(110) surface, with an adsorption energy of −229.944 kcal mol−1. Molecular docking investigations against Abl kinase targets demonstrated favorable binding affinities, with docking scores reaching −11.7 and −8.3 kcal mol−1 for the most active derivatives. In addition, 100 ns molecular dynamics simulations confirmed the stability of the 2HZI–3d and 4TWP–2j complexes throughout the simulation period. These findings highlight the potential of the synthesized tetrazole derivatives as promising candidates for further biological and corrosion-related applications.","PeriodicalId":9831,"journal":{"name":"ChemistryOpen","volume":"15 8","pages":""},"PeriodicalIF":3.0,"publicationDate":"2026-08-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13439986/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148673115","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}

引用次数: 0