Polycyclic Aromatic Compounds最新文献

英文中文

Encapsulating 2-Aminopyridine With Zeolite Imidazole Framework Nanoparticles for Induction of Cell Death via pH-Responsive Delivery in Hepatocellular Carcinoma (HepG2) Cells 用沸石咪唑框架纳米颗粒封装 2-氨基吡啶，通过 pH 响应性递送诱导肝癌 (HepG2) 细胞死亡

IF 2.4 3区化学 Q2 CHEMISTRY, ORGANIC

Polycyclic Aromatic Compounds

Pub Date : 2024-11-25 DOI: 10.1080/10406638.2024.2344764

Azar Zochedh , Kaliraj Chandran , Karthick Arumugam , Mohana Priya , Murugan Anbazhagan , Asath Bahadur Sultan , Sureba Sukumaran , Cibe Chakaravarthy , Karthikeyan Palaniyandi , Thandavarayan Kathiresan

The key objective for establishing a new drug delivery system is to transport therapeutic medications in the body’s circulatory system and deliver them to selected therapeutic spots. In the current study, 2-aminopyridine (2AP), a bioactive molecule, was wrapped around a metal oxide framework known as the Zeolite imidazole framework (ZIF-8) for efficient drug delivery in HepG2 cells. To begin with, an in-silico technique molecular docking to access the binding capability of 2AP with EGFR target, and it exhibited a score of −7.4 kcal/mol. The morphology of the nanoparticles was examined through SEM and TEM analysis, DLS and Zeta potential exhibited the particle size, stability and further elements and functional groups present in ZIF-8 and 2AP@ZIF-8 was examined through EDX, TGA, XRD, and FTIR analysis. The drug loading capacity of ZIF-8 was examined and the drug release efficiency of ZIF-8 for the delivery of 2AP was evaluated in the phosphate-buffered saline under different pH conditions and witnessed the pH-responsive and sustained drug release. The dose-dependent and time-dependent anticancer efficacy of 2AP@ZIF-8 nanoparticles treated HepG2 cells has been investigated through the in-vitro MTT assay method. The IC₅₀ values of 2AP@ZIF-8 nanoparticles for 24, 48, and 72 h were observed to be 54.8, 48.5, and 45.3 μg/mL, respectively. The ZIF-8 and 2AP@ZIF-8 showed nontoxic to HEK293 cells. Overall, our findings showed that ZIF-8 offers a pH-responsive release of 2AP loaded and 2AP@ZIF-8 caused cell death in HepG2 cells, suggesting novel therapeutic approaches against hepatocellular carcinoma.

建立新型药物输送系统的关键目标是在人体循环系统中输送治疗药物，并将其输送到选定的治疗点。在目前的...

{"title":"Encapsulating 2-Aminopyridine With Zeolite Imidazole Framework Nanoparticles for Induction of Cell Death via pH-Responsive Delivery in Hepatocellular Carcinoma (HepG2) Cells","authors":"Azar Zochedh , Kaliraj Chandran , Karthick Arumugam , Mohana Priya , Murugan Anbazhagan , Asath Bahadur Sultan , Sureba Sukumaran , Cibe Chakaravarthy , Karthikeyan Palaniyandi , Thandavarayan Kathiresan","doi":"10.1080/10406638.2024.2344764","DOIUrl":"10.1080/10406638.2024.2344764","url":null,"abstract":"<div><div>The key objective for establishing a new drug delivery system is to transport therapeutic medications in the body’s circulatory system and deliver them to selected therapeutic spots. In the current study, 2-aminopyridine (2AP), a bioactive molecule, was wrapped around a metal oxide framework known as the Zeolite imidazole framework (ZIF-8) for efficient drug delivery in HepG2 cells. To begin with, an <em>in-silico</em> technique molecular docking to access the binding capability of 2AP with EGFR target, and it exhibited a score of −7.4 kcal/mol. The morphology of the nanoparticles was examined through SEM and TEM analysis, DLS and Zeta potential exhibited the particle size, stability and further elements and functional groups present in ZIF-8 and 2AP@ZIF-8 was examined through EDX, TGA, XRD, and FTIR analysis. The drug loading capacity of ZIF-8 was examined and the drug release efficiency of ZIF-8 for the delivery of 2AP was evaluated in the phosphate-buffered saline under different pH conditions and witnessed the pH-responsive and sustained drug release. The dose-dependent and time-dependent anticancer efficacy of 2AP@ZIF-8 nanoparticles treated HepG2 cells has been investigated through the <em>in-vitro</em> MTT assay method. The IC<sub>50</sub> values of 2AP@ZIF-8 nanoparticles for 24, 48, and 72 h were observed to be 54.8, 48.5, and 45.3 μg/mL, respectively. The ZIF-8 and 2AP@ZIF-8 showed nontoxic to HEK293 cells. Overall, our findings showed that ZIF-8 offers a pH-responsive release of 2AP loaded and 2AP@ZIF-8 caused cell death in HepG2 cells, suggesting novel therapeutic approaches against hepatocellular carcinoma.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"44 10","pages":"Pages 7031-7049"},"PeriodicalIF":2.4,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140883945","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Onions, Salt and Palm Oil Marination Reduced Polycyclic Aromatic Hydrocarbon in Cooked Chevon and Beef Meat: A Risk Assessment Study 洋葱、盐和棕榈油腌制可减少烹饪雪旺肉和牛肉中的多环芳烃：风险评估研究

IF 2.4 3区化学 Q2 CHEMISTRY, ORGANIC

Polycyclic Aromatic Compounds

Pub Date : 2024-11-25 DOI: 10.1080/10406638.2024.2366195

Bedford Ikechukwu Oformata , Akwoba Joseph Ogugua , Victor Oluwatoyin Akinseye , Ekene J. Nweze , John Anaelom Nwanta , Reginald Ikechukwu Obidike

The roles of foods in human health can be greatly influenced by processing. The process of singeing deposits polycyclic aromatic hydrocarbons (PAHs) on meat. However, some food additives have shown tendencies to reduce PAHs levels in singed food. This study conducted a risk assessment study on the effect of onions, salt and palm oil marination on Polycyclic aromatic hydrocarbon in cooked chevon and beef meat. The singed meat samples were cooked with specific quantities of additives (onions, salt and palm oil). PAHs levels were analyzed using Gas Chromatography Mass spectrophotometer (GC-MS) and the health risk assessment was conducted as described by USEPA. Our findings revealed that meat samples singed with augmented fire wood accumulated more PAHs than those singed with only firewood; also chevon accumulated more PAHs than beef. PAHs content in all singed meat samples cooked with maximum quantity of additives (15 g) for 30 min had reduction in concentration of about 99%. The estimated daily intake (EDI) showed that PAHs concentration were higher in uncooked meat samples singed with augmented firewood. The least concentration of PAH was seen in cooked chevon singed with only firewood (9.39E-06 mg/kg/day). The hazard quotients (HQs) evaluated showed that cooking the meat samples with additives, notably decreased PAHs concentration (from between 10⁻¹ and 10⁻³ to between 10⁻⁵ and 10⁻⁷). The hazard index (HI) observed showed that PAHs concentration in cooked samples were lower than in uncooked samples. The Carcinogenic potency showed that the uncooked singed meat samples could lead to health complications except for the chevon sample singed with only firewood. However, all cooked samples showed lower health hazards with potency index which were all less than one (<1). The findings suggest that chevon accumulated PAHs more than beef. However, the carcinogenic potency of the PAHs in chevon was less than beef after cooking with additives.

食品对人类健康的作用会受到加工过程的极大影响。腌制过程会在肉类上沉积多环芳烃（PAHs）。然而，一些食品添加剂已显示出...

{"title":"Onions, Salt and Palm Oil Marination Reduced Polycyclic Aromatic Hydrocarbon in Cooked Chevon and Beef Meat: A Risk Assessment Study","authors":"Bedford Ikechukwu Oformata , Akwoba Joseph Ogugua , Victor Oluwatoyin Akinseye , Ekene J. Nweze , John Anaelom Nwanta , Reginald Ikechukwu Obidike","doi":"10.1080/10406638.2024.2366195","DOIUrl":"10.1080/10406638.2024.2366195","url":null,"abstract":"<div><div>The roles of foods in human health can be greatly influenced by processing. The process of singeing deposits polycyclic aromatic hydrocarbons (PAHs) on meat. However, some food additives have shown tendencies to reduce PAHs levels in singed food. This study conducted a risk assessment study on the effect of onions, salt and palm oil marination on Polycyclic aromatic hydrocarbon in cooked chevon and beef meat. The singed meat samples were cooked with specific quantities of additives (onions, salt and palm oil). PAHs levels were analyzed using Gas Chromatography Mass spectrophotometer (GC-MS) and the health risk assessment was conducted as described by USEPA. Our findings revealed that meat samples singed with augmented fire wood accumulated more PAHs than those singed with only firewood; also chevon accumulated more PAHs than beef. PAHs content in all singed meat samples cooked with maximum quantity of additives (15 g) for 30 min had reduction in concentration of about 99%. The estimated daily intake (EDI) showed that PAHs concentration were higher in uncooked meat samples singed with augmented firewood. The least concentration of PAH was seen in cooked chevon singed with only firewood (9.39E-06 mg/kg/day). The hazard quotients (HQs) evaluated showed that cooking the meat samples with additives, notably decreased PAHs concentration (from between 10<sup>−1</sup> and 10<sup>−3</sup> to between 10<sup>−5</sup> and 10<sup>−7</sup>). The hazard index (HI) observed showed that PAHs concentration in cooked samples were lower than in uncooked samples. The Carcinogenic potency showed that the uncooked singed meat samples could lead to health complications except for the chevon sample singed with only firewood. However, all cooked samples showed lower health hazards with potency index which were all less than one (<1). The findings suggest that chevon accumulated PAHs more than beef. However, the carcinogenic potency of the PAHs in chevon was less than beef after cooking with additives.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"44 10","pages":"Pages 7087-7108"},"PeriodicalIF":2.4,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141504062","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Potentially Bioactive Novel Isophthalic Acid Based Azo Molecules: Synthesis, Characterization, Quantum Chemical Calculations, ADMET Properties, Molecular Docking and Molecular Dynamics Simulations 具有潜在生物活性的新型间苯二甲酸偶氮分子：合成、表征、量子化学计算、ADMET 特性、分子对接和分子动力学模拟

IF 2.4 3区化学 Q2 CHEMISTRY, ORGANIC

Polycyclic Aromatic Compounds

Pub Date : 2024-11-25 DOI: 10.1080/10406638.2023.2284797

Mehmet Ulutürk , Çiğdem Karabacak Atay , Bülent Dede , Tahir Tilki

We report here the synthesis of the two novel molecules 5-((5-hexyl-2,4-dihydroxyphenyl)diazenyl)isophthalic acid (3a) and 5-((5-ethyl-2,4-dihydroxyphenyl)diazenyl)isophthalic acid (3b). The structures of the 3a and 3b were confirmed by using ¹H-NMR,¹³C-NMR, FT-IR, UV-vis, and HR-ESI-MS techniques. The optimized molecular geometry, vibrational frequency,¹H- and ¹³C-NMR spectra calculations were performed using the DFT/B3LYP method with a 6-311G(d,p) basis set. The frontier molecular orbitals and electronic transition wavelengths were calculated at the level of TD-DFT/CAM-B3LYP/6-311G(d,p). The experimental data obtained for the synthesized molecules were in good agreement with the theoretical ones. The calculated HOMO-LUMO band gap revealed that 3a has a softer character and may be more reactive in chemical reactions. Important ADMET parameters of the compounds were also calculated, and the obtained physicochemical, pharmacokinetic, drug similarity, and toxicity data were at the desired level for a candidate bioactive compound. In order to examine the potential anticancer or antibacterial properties of newly synthesized azo molecules, molecular docking studies were performed using four different proteins. The best interaction was determined to be between 3a and VEGFR2 (PDB ID: 2XIR) with a binding energy of 9.0 kcal/mol. Moreover, a 50 ns MD simulation study for 3a-2XIR revealed that the complex maintained both its structural integrity and molecular interactions throughout the simulation.

我们在此报告 5-((5-己基-2,4-二羟基苯基)偶氮)间苯二甲酸 (3a) 和 5-((5-乙基-2,4-二羟基苯基)偶氮)间苯二甲酸 (3b) 这两种新型分子的合成。这些结构...

{"title":"Potentially Bioactive Novel Isophthalic Acid Based Azo Molecules: Synthesis, Characterization, Quantum Chemical Calculations, ADMET Properties, Molecular Docking and Molecular Dynamics Simulations","authors":"Mehmet Ulutürk , Çiğdem Karabacak Atay , Bülent Dede , Tahir Tilki","doi":"10.1080/10406638.2023.2284797","DOIUrl":"10.1080/10406638.2023.2284797","url":null,"abstract":"<div><div>We report here the synthesis of the two novel molecules 5-((5-hexyl-2,4-dihydroxyphenyl)diazenyl)isophthalic acid (<strong>3a</strong>) and 5-((5-ethyl-2,4-dihydroxyphenyl)diazenyl)isophthalic acid (<strong>3b</strong>). The structures of the <strong>3a</strong> and <strong>3b</strong> were confirmed by using <sup>1</sup>H-NMR,<sup>13</sup>C-NMR, FT-IR, UV-vis, and HR-ESI-MS techniques. The optimized molecular geometry, vibrational frequency,<sup>1</sup>H- and <sup>13</sup>C-NMR spectra calculations were performed using the DFT/B3LYP method with a 6-311G(d,p) basis set. The frontier molecular orbitals and electronic transition wavelengths were calculated at the level of TD-DFT/CAM-B3LYP/6-311G(d,p). The experimental data obtained for the synthesized molecules were in good agreement with the theoretical ones. The calculated HOMO-LUMO band gap revealed that <strong>3a</strong> has a softer character and may be more reactive in chemical reactions. Important ADMET parameters of the compounds were also calculated, and the obtained physicochemical, pharmacokinetic, drug similarity, and toxicity data were at the desired level for a candidate bioactive compound. In order to examine the potential anticancer or antibacterial properties of newly synthesized azo molecules, molecular docking studies were performed using four different proteins. The best interaction was determined to be between <strong>3a</strong> and VEGFR2 (PDB ID: 2XIR) with a binding energy of 9.0 kcal/mol. Moreover, a 50 ns MD simulation study for <strong>3a</strong>-2XIR revealed that the complex maintained both its structural integrity and molecular interactions throughout the simulation.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"44 10","pages":"Pages 6765-6786"},"PeriodicalIF":2.4,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138568119","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Comprehensive Experimental and Computational Analysis of the Structural and HSA Binding Properties of Newly Synthesized Coumarin-Trimethoxybenzohydrazide Derivative 对新合成的香豆素-三甲氧基苯甲酰肼衍生物的结构和 HSA 结合特性的综合实验和计算分析

IF 2.4 3区化学 Q2 CHEMISTRY, ORGANIC

Polycyclic Aromatic Compounds

Pub Date : 2024-11-25 DOI: 10.1080/10406638.2024.2339846

Marko R. Antonijević , Edina H. Avdović , Dušica Simijonović , Žiko Milanović , Olivera R. Klisurić , Marta Erminia Alberto , Nino Russo , Radiša Vojinović , Zoran S. Marković

Polycyclic aromatic compounds encompass a diverse array of molecules that exhibit remarkable chemical activity and play pivotal roles across various scientific domains. Coumarins represent a diverse class of heterocyclic compounds, which exhibit a wide range of significant biological and pharmacological activities, while containing at least two aromatic rings in their structure. Because chemical, biological, as well as pharmacological properties and activities are highly dependent on the structural characteristics of the molecule, in this paper a detailed structural investigation of the monocrystal structure of newly synthesized (E)-N′-(1-(2,4-dioxochroman-3-ylidene)ethyl)-3,4,5-trimethoxybenzohydrazide was performed. The DFT model that is best suited for describing the structural parameters of coumarin-benzohydrazides was determined. Out of three tested models which were previously proven to be excellent in describing structures of organic compounds, B3LYP-D3BJ was found to be the best in describing the structure of investigated coumarin derivative in regard to the obtained X-ray and spectroscopic data. Determination of the best theoretical model allows for better structural characterization of the coumarin-benzohydrazides for which monocrystals and consequently X-ray structure cannot be obtained. Finally, both experimental and computational analysis indicated (with high mutual correlation) that investigated compound showed excellent binding potential toward the albumin, indicating good distribution through the organism.

多环芳香族化合物包括多种多样的分子，它们具有非凡的化学活性，在各个科学领域发挥着举足轻重的作用。香豆素代表着多种多样的...

{"title":"Comprehensive Experimental and Computational Analysis of the Structural and HSA Binding Properties of Newly Synthesized Coumarin-Trimethoxybenzohydrazide Derivative","authors":"Marko R. Antonijević , Edina H. Avdović , Dušica Simijonović , Žiko Milanović , Olivera R. Klisurić , Marta Erminia Alberto , Nino Russo , Radiša Vojinović , Zoran S. Marković","doi":"10.1080/10406638.2024.2339846","DOIUrl":"10.1080/10406638.2024.2339846","url":null,"abstract":"<div><div>Polycyclic aromatic compounds encompass a diverse array of molecules that exhibit remarkable chemical activity and play pivotal roles across various scientific domains. Coumarins represent a diverse class of heterocyclic compounds, which exhibit a wide range of significant biological and pharmacological activities, while containing at least two aromatic rings in their structure. Because chemical, biological, as well as pharmacological properties and activities are highly dependent on the structural characteristics of the molecule, in this paper a detailed structural investigation of the monocrystal structure of newly synthesized (<em>E</em>)-<em>N′</em>-(1-(2,4-dioxochroman-3-ylidene)ethyl)-3,4,5-trimethoxybenzohydrazide was performed. The DFT model that is best suited for describing the structural parameters of coumarin-benzohydrazides was determined. Out of three tested models which were previously proven to be excellent in describing structures of organic compounds, B3LYP-D3BJ was found to be the best in describing the structure of investigated coumarin derivative in regard to the obtained X-ray and spectroscopic data. Determination of the best theoretical model allows for better structural characterization of the coumarin-benzohydrazides for which monocrystals and consequently X-ray structure cannot be obtained. Finally, both experimental and computational analysis indicated (with high mutual correlation) that investigated compound showed excellent binding potential toward the albumin, indicating good distribution through the organism.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"44 10","pages":"Pages 7006-7030"},"PeriodicalIF":2.4,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140570438","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Investigating Graph Invariants for Predicting Properties of Chemical Structures of Antiviral Drugs 研究预测抗病毒药物化学结构性质的图不变量

IF 2.4 3区化学 Q2 CHEMISTRY, ORGANIC

Polycyclic Aromatic Compounds

Pub Date : 2024-11-25 DOI: 10.1080/10406638.2023.2283625

Zahra Samiei , Fateme Movahedi

In the study of the Quantitative Structure-Activity Relationship (QSAR) model, the topological index of a molecular structure as a molecular descriptor is used to analyze their molecular characteristics. Theoretical evaluation of the drug’s molecular structure helps to accelerate the process of design and discovery of drugs by understanding its mechanism of action. In this paper, we study the molecular structure of antiviral drugs, namely, Ritonavir and Lopinavir using the graph theory and the edge-partition approach. We determine the exact formula of some new Sombor-type topological indices and Sombor-type topological coindices of the molecular graph and line graph of the chemical structures of the antiviral drugs Ritonavir and Lopinavir. In this study, we apply Matlab and Mathematica software to evaluate the results and accuracy of calculations. The linear regression approach in the quantitative structure-property relationships model is used to investigate the relationships between Sombor indices and coindices and physicochemical properties.

在定量构效关系(QSAR)模型的研究中，利用分子结构的拓扑指数作为分子描述符来分析其分子特性。

引用次数: 0

Synthesis and in Vitro Antimicrobial Evaluation of Novel Potent Bioactive Heterocyclic Compounds 新型强效生物活性杂环化合物的合成与体外抗菌评估

IF 2.4 3区化学 Q2 CHEMISTRY, ORGANIC

Polycyclic Aromatic Compounds

Pub Date : 2024-11-25 DOI: 10.1080/10406638.2023.2298863

Ahsen Zeynep Macit , Elvan Hasanoğlu Özkan , Hatice Ogutcu , Dilek Nartop

In the present work, the antibacterial and antifungal properties of six new heterocyclic Schiff bases (HSb₁, HSb₂, HSb₃, HSb₄, HSb₅, HSb₆) were evaluated as potential bioactive compounds against the disease-causing pathogenic microorganisms (S.epidermidis, S.aureus, B.cereus RSKK863, E.aerogenes, P.aeroginosa sp., K. pneumonia, S. type H, P.vulgaris, E. coli and (C.albicans Y-1200-NIH). The well-diffusion-method was used to determine the antimicrobial activity. For this purpose, heterocyclic Schiff bases were synthesized by condensation reaction of aldehyde derivatives and thiosemicarbazide derivatives. Spectral analysis techniques (organic elemental analysis, FT-IR,¹H-NMR, HRMS, SEM-EDX) were used to characterize the synthesized compounds. It was determined that all the newly synthesized heterocyclic Schiff bases exhibited sound, high or moderate inhibitory effects on the growth of selected different standard antibiotics.

本研究评估了六种新杂环席夫碱（HSb1、HSb2、HSb3、HSb4、HSb5、HSb6）的抗菌和抗真菌特性，并将其作为潜在的生物活性化合物来对抗...

引用次数: 0

Wittig Synthesis, Optical Properties and Electrochemical Behaviors of Some Conjugated Derivatives of 4-Pyrones 4-吡咯酮共轭衍生物的合成、光学性质和电化学行为

IF 2.4 3区化学 Q2 CHEMISTRY, ORGANIC

Polycyclic Aromatic Compounds

Pub Date : 2024-11-25 DOI: 10.1080/10406638.2023.2277414

Zarrin Ghasemi , Zahra Fathi , Esmaeel Alipour , Habibeh Shahabi

The novel hetero-stilbene derivatives were synthesized by the Wittig reaction between 2-formyl-4-pyrones and polysubstituted imidazole-based phosphonium salts in the presence of a base. The optical properties of the products were investigated via UV–Vis absorption and fluorescent emission spectroscopy in dilute ethanol solution. Electrochemical properties were also studied by the cyclic voltammetry in CH₂Cl₂ solutions. The phosphorus ylides obtained from α-halocarbonyls were also condensed with 2-formyl-4-pyrone to give two electrochemically inactive and non-emitting products.

摘要以2-甲酰基-4-吡喃酮和多取代咪唑基磷盐为原料，在碱的存在下，采用Wittig反应合成了新型杂二苯乙烯衍生物。用紫外可见吸收光谱和荧光发射光谱研究了产物在稀乙醇溶液中的光学性质。用循环伏安法研究了其在CH2Cl2溶液中的电化学性能。α-卤代羰基得到的磷酰基也与2-甲酰基-4-吡咯酮缩合，得到两种电化学活性不强且不发光的产物。关键词:循环伏安法wittig反应(E)-stilbenes荧光发射多取代咪唑唑-吡咯酮致谢作者感谢大不里士大学研究工作的资助。披露声明作者未报告潜在的利益冲突。

引用次数: 0

Synthesis, Spectroscopic Characterization, DFT, and Molecular Docking Analysis of Some Salicylideneaniline Schiff Base Derivatives as Potential Antioxidant Compounds 一些潜在抗氧化化合物水杨基苯胺希夫碱衍生物的合成、光谱表征、DFT及分子对接分析

IF 2.4 3区化学 Q2 CHEMISTRY, ORGANIC

Polycyclic Aromatic Compounds

Pub Date : 2024-11-25 DOI: 10.1080/10406638.2023.2276252

Marwa Benmabrouk , Saida Seridi , Yassine Aimene , Sana Almi

This study explores the synthesis and characterization of three Schiff base compounds, namely N-(2-hydroxybenzylidene)-m-chloroaniline (1), N-(2-hydroxybenzylidene)-m-nitroaniline (2), and N-(2-hydroxybenzylidene)-m-methoxyaniline (3). Comprehensive spectroscopic analyses involving FT-IR, H1NMR, and UV-Vis were employed to elucidate their molecular structures. Theoretical calculations were conducted using the DFT/B3LYP method with the 6-311 + G (d, p) basis set, elucidating electronic transitions and providing comprehensive vibrational assignments. The study identifies key electronic features of these compounds by analyzing global chemical reactivity descriptors. Density functional theory (DFT) was employed to assess the ability of these compounds to scavenge free radicals, both in the gas phase and solvent environment, focusing on three primary mechanisms: hydrogen atom transfer (HAT), stepwise electron-transfer-proton transfer (ET-PT), and sequential proton-loss-electron transfer (SPLET). Additionally, the research explores drug-likeness properties and conducts molecular docking investigations against the ubiquinol cytochrome c reductase protein (UQCRB) to gain further insights into potential biological activities.

摘要本文研究了3种希夫碱化合物N-(2-羟基苄基)-间氯苯胺(1)、N-(2-羟基苄基)-间硝基苯胺(2)和N-(2-羟基苄基)-间甲氧基苯胺(3)的合成和表征。采用FT-IR、H1NMR和UV-Vis等综合光谱分析方法对其分子结构进行了表征。理论计算采用DFT/B3LYP方法，采用6-311 + G (d, p)基集，阐明了电子跃迁并提供了全面的振动赋值。该研究通过分析全球化学反应描述符确定了这些化合物的关键电子特征。采用密度泛函理论(DFT)评估了这些化合物在气相和溶剂环境下清除自由基的能力，重点研究了三种主要机制:氢原子转移(HAT)、逐步电子转移-质子转移(ET-PT)和顺序质子-损失电子转移(SPLET)。此外，本研究还探索了泛醇细胞色素c还原酶蛋白(UQCRB)的药物相似性，并对其进行了分子对接研究，以进一步了解其潜在的生物活性。关键词:希夫碱基光谱自由基清除活性dft线粒体UQCRB蛋白本研究得到了阿尔及利亚高等教育和科学研究部长PRFU项目的财政支持。[N°B00L01UN240120230002]。披露声明作者未报告潜在的利益冲突。

{"title":"Synthesis, Spectroscopic Characterization, DFT, and Molecular Docking Analysis of Some Salicylideneaniline Schiff Base Derivatives as Potential Antioxidant Compounds","authors":"Marwa Benmabrouk , Saida Seridi , Yassine Aimene , Sana Almi","doi":"10.1080/10406638.2023.2276252","DOIUrl":"10.1080/10406638.2023.2276252","url":null,"abstract":"<div><div>This study explores the synthesis and characterization of three Schiff base compounds, namely N-(2-hydroxybenzylidene)-m-chloroaniline (1), N-(2-hydroxybenzylidene)-m-nitroaniline (2), and N-(2-hydroxybenzylidene)-m-methoxyaniline (3). Comprehensive spectroscopic analyses involving FT-IR, H1NMR, and UV-Vis were employed to elucidate their molecular structures. Theoretical calculations were conducted using the DFT/B3LYP method with the 6-311 + G (d, p) basis set, elucidating electronic transitions and providing comprehensive vibrational assignments. The study identifies key electronic features of these compounds by analyzing global chemical reactivity descriptors. Density functional theory (DFT) was employed to assess the ability of these compounds to scavenge free radicals, both in the gas phase and solvent environment, focusing on three primary mechanisms: hydrogen atom transfer (HAT), stepwise electron-transfer-proton transfer (ET-PT), and sequential proton-loss-electron transfer (SPLET). Additionally, the research explores drug-likeness properties and conducts molecular docking investigations against the ubiquinol cytochrome c reductase protein (UQCRB) to gain further insights into potential biological activities.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"44 10","pages":"Pages 6448-6474"},"PeriodicalIF":2.4,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135480470","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Synthesis, Characterization, Crystal Structure, and Theoretical Calculations of Novel 1,5-Benzodiazepine Derivatives Obtained via 1,3-Dipolar Cycloaddition Reactions 通过 1,3-Dipolar Cycloaddition 反应获得的新型 1,5-苯并二氮杂卓衍生物的合成、表征、晶体结构和理论计算

IF 2.4 3区化学 Q2 CHEMISTRY, ORGANIC

Polycyclic Aromatic Compounds

Pub Date : 2024-11-25 DOI: 10.1080/10406638.2024.2316016

Samir Hmaimou , Mohamed Adardour , Marouane Ait Lahcen , Walid Ettahiri , Sanae Lahmidi , Joel T. Mague , Mustapha Taleb , Mohamed Maatallah , Abdesselam Baouid

A series of triazolo-benzodiazepine derivatives were synthesized by the condensation of 2,2,4-trimethyl-2,3-dihydro-1H-1,5-benzodiazepine (BZD) 1 with nitrilimine analogs (N-aryl-C-ethoxycarbonyl-nitrilimines and diarylnitrilimines). The newly synthesized cycloadducts were well-characterized by various spectroscopic techniques (¹H, ¹³C NMR, and HRMS). The structure of single-crystal was characterized using a single-crystal X-ray technique. A theoretical study of the chemo and regioselectivity has been performed by density functional theory at the B3LYP/6-311G(d,p) level of theory. A comprehensive theoretical study of the reaction mechanism was performed. The geometry of the different reactants and products were analyzed, the transition states were located and the corresponding reaction paths were determined and characterized by the intrinsic reaction coordinate. Computational results show that the reactions were completely chemo and regioselective, the mechanism of reactions was non-concerted and explained the effect of aryl groups on the reaction yield.

通过将 2,2,4-三甲基-2,3-二氢-1H-1,5-苯并二氮杂卓（BZD）1 与氮基亚胺基类似物（N-芳基-C-乙氧羰基-N...

{"title":"Synthesis, Characterization, Crystal Structure, and Theoretical Calculations of Novel 1,5-Benzodiazepine Derivatives Obtained via 1,3-Dipolar Cycloaddition Reactions","authors":"Samir Hmaimou , Mohamed Adardour , Marouane Ait Lahcen , Walid Ettahiri , Sanae Lahmidi , Joel T. Mague , Mustapha Taleb , Mohamed Maatallah , Abdesselam Baouid","doi":"10.1080/10406638.2024.2316016","DOIUrl":"10.1080/10406638.2024.2316016","url":null,"abstract":"<div><div>A series of triazolo-benzodiazepine derivatives were synthesized by the condensation of 2,2,4-trimethyl-2,3-dihydro-1<em>H</em>-1,5-benzodiazepine (BZD) <strong>1</strong> with nitrilimine analogs (N-aryl-C-ethoxycarbonyl-nitrilimines and diarylnitrilimines). The newly synthesized cycloadducts were well-characterized by various spectroscopic techniques (<sup>1</sup>H, <sup>13</sup>C NMR, and HRMS). The structure of single-crystal was characterized using a single-crystal X-ray technique. A theoretical study of the chemo and regioselectivity has been performed by density functional theory at the B3LYP/6-311G(d,p) level of theory. A comprehensive theoretical study of the reaction mechanism was performed. The geometry of the different reactants and products were analyzed, the transition states were located and the corresponding reaction paths were determined and characterized by the intrinsic reaction coordinate. Computational results show that the reactions were completely chemo and regioselective, the mechanism of reactions was non-concerted and explained the effect of aryl groups on the reaction yield.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"44 10","pages":"Pages 6922-6940"},"PeriodicalIF":2.4,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139919934","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Novel Nano-Size Inorganic-Bioorganic Hybrids Based on Graphene Oxide and Arginine-Derived Ionic Liquids (GO@Mono-Arg Malonate and GO@di-Arg Malonate): Versatile Catalysts to Prepare Spiro[Indeno[1,2-d]Pyrimidineindoline]Ones, Spiro[Indoline-Pyrimido[4,5-d]Pyrimidine]Ones, and Dihydro-Spiro[Indoline-Pyrimidine]-Carboxylates under Solvent-Free Conditions 基于氧化石墨烯和精氨酸衍生离子液体(GO@Mono-Arg丙二酸酯和GO@di-Arg丙二酸酯)的新型纳米无机-生物有机杂化物:在无溶剂条件下制备螺旋[1,2-d]吲哚-嘧啶]类、螺旋[吲哚-嘧啶[4,5-d]嘧啶]类和二氢螺旋[吲哚-嘧啶]-羧酸盐的通用催化剂

IF 2.4 3区化学 Q2 CHEMISTRY, ORGANIC

Polycyclic Aromatic Compounds

Pub Date : 2024-11-25 DOI: 10.1080/10406638.2023.2281467

Mitra Rezanezhad , Kobra Nikoofar , Fatemeh Molaei Yielzoleh

In this research, two novel nano-size inorganic-bioorganic hybrids based on graphene oxide were prepared via a two-step process. The ionic liquids obtained through the reaction of arginine and malonic acid, in a 1:1 and 1:2 molar ratio, afford mono-Arg malonate and di-Arg malonate, respectively. These two bio-based ILs characterized via FT-IR, ¹H-NMR, ¹³C-NMR, and GC-MASS techniques. In the second part, they embedded on graphene oxide core to gain the final nano-size inorganic-bioorganic hybrids (GO@mono-Arg malonate and GO@di-Arg malonate), which were identified through, FT-IR, FESEM, EDAX, and TGA/DSC, analysis. The catalytic efficacy of two obtained nanostructures examined in the synthesis a wide range of spiro[indeno[1,2-d]pyrimidineindoline]ones, spiro[indoline-pyrimido[4,5-d]pyrimidine]ones, and dihydro-spiro[indoline-pyrimidine]-carboxylates via the reaction of 1,3-cyclic/linear dicarbonyls (1,3-indanedione, barbituric acid, Meldrum’s acid, ethyl acetoacetate, and 4-hydroxycoumarin), heterocyclic 1,2-dicarbonyls (isatin, 5-chloroisatin, 5-bromoisatin, acenaphthenequinone, and ninhydrin), and urea/thiourea/guanidine under solvent-free conditions at 80 °C. The results affirmed that the GO@di-Arg malonate accelerated the reactions faster than GO@mono-Arg malonate. The recovery and reusability of the GO@di-Arg malonate was examined within two cycles successfully. The recovered GO@di-Arg malonate was determined by FESEM analysis.

本研究采用两步法制备了两种基于氧化石墨烯的新型纳米无机-生物有机杂化物。通过精氨酸和苹果酸反应得到离子液体。

{"title":"Novel Nano-Size Inorganic-Bioorganic Hybrids Based on Graphene Oxide and Arginine-Derived Ionic Liquids (GO@Mono-Arg Malonate and GO@di-Arg Malonate): Versatile Catalysts to Prepare Spiro[Indeno[1,2-d]Pyrimidineindoline]Ones, Spiro[Indoline-Pyrimido[4,5-d]Pyrimidine]Ones, and Dihydro-Spiro[Indoline-Pyrimidine]-Carboxylates under Solvent-Free Conditions","authors":"Mitra Rezanezhad , Kobra Nikoofar , Fatemeh Molaei Yielzoleh","doi":"10.1080/10406638.2023.2281467","DOIUrl":"10.1080/10406638.2023.2281467","url":null,"abstract":"<div><div>In this research, two novel nano-size inorganic-bioorganic hybrids based on graphene oxide were prepared <em>via</em> a two-step process. The ionic liquids obtained through the reaction of arginine and malonic acid, in a 1:1 and 1:2 molar ratio, afford mono-Arg malonate and di-Arg malonate, respectively. These two bio-based ILs characterized <em>via</em> FT-IR, <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, and GC-MASS techniques. In the second part, they embedded on graphene oxide core to gain the final nano-size inorganic-bioorganic hybrids (GO@mono-Arg malonate and GO@di-Arg malonate), which were identified through, FT-IR, FESEM, EDAX, and TGA/DSC, analysis. The catalytic efficacy of two obtained nanostructures examined in the synthesis a wide range of spiro[indeno[1,2-<em>d</em>]pyrimidineindoline]ones, spiro[indoline-pyrimido[4,5-<em>d</em>]pyrimidine]ones, and dihydro-spiro[indoline-pyrimidine]-carboxylates <em>via</em> the reaction of 1,3-cyclic/linear dicarbonyls (1,3-indanedione, barbituric acid, Meldrum’s acid, ethyl acetoacetate, and 4-hydroxycoumarin), heterocyclic 1,2-dicarbonyls (isatin, 5-chloroisatin, 5-bromoisatin, acenaphthenequinone, and ninhydrin), and urea/thiourea/guanidine under solvent-free conditions at 80 °C. The results affirmed that the GO@di-Arg malonate accelerated the reactions faster than GO@mono-Arg malonate. The recovery and reusability of the GO@di-Arg malonate was examined within two cycles successfully. The recovered GO@di-Arg malonate was determined by FESEM analysis.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"44 10","pages":"Pages 6589-6614"},"PeriodicalIF":2.4,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138504148","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

首页上一页

下一页尾页

类型

全部化学•材料生命科学医学物理工程技术环境•农林材料科学地球科学法学管理学化学环境科学与生态学计算机科学教育学经济学农林科学人文科学生物学数学物理与天体物理心理学综合性期刊其他工业工程理学历史学农学文学信息工程

数据库

全部 ACS Publications Elsevier ieeexplore Springer The Royal Society of Chemistry Wiley

期刊

Polycyclic Aromatic Compounds

全部 Acc. Chem. Res. ACS Applied Bio Materials ACS Appl. Electron. Mater. ACS Appl. Energy Mater. ACS Appl. Mater. Interfaces ACS Appl. Nano Mater. ACS Appl. Polym. Mater. ACS BIOMATER-SCI ENG ACS Catal. ACS Cent. Sci. ACS Chem. Biol. ACS Chemical Health & Safety ACS Chem. Neurosci. ACS Comb. Sci. ACS Earth Space Chem. ACS Energy Lett. ACS Infect. Dis. ACS Macro Lett. ACS Mater. Lett. ACS Med. Chem. Lett. ACS Nano ACS Omega ACS Photonics ACS Sens. ACS Sustainable Chem. Eng. ACS Synth. Biol. Anal. Chem. BIOCHEMISTRY-US Bioconjugate Chem. BIOMACROMOLECULES Chem. Res. Toxicol. Chem. Rev. Chem. Mater. CRYST GROWTH DES ENERG FUEL Environ. Sci. Technol. Environ. Sci. Technol. Lett. Eur. J. Inorg. Chem. IND ENG CHEM RES Inorg. Chem. J. Agric. Food. Chem. J. Chem. Eng. Data J. Chem. Educ. J. Chem. Inf. Model. J. Chem. Theory Comput. J. Med. Chem. J. Nat. Prod. J PROTEOME RES J. Am. Chem. Soc. LANGMUIR MACROMOLECULES Mol. Pharmaceutics Nano Lett. Org. Lett. ORG PROCESS RES DEV ORGANOMETALLICS J. Org. Chem. J. Phys. Chem. J. Phys. Chem. A J. Phys. Chem. B J. Phys. Chem. C J. Phys. Chem. Lett. Analyst Anal. Methods Biomater. Sci. Catal. Sci. Technol. Chem. Commun. Chem. Soc. Rev. CHEM EDUC RES PRACT CRYSTENGCOMM Dalton Trans. Energy Environ. Sci. ENVIRON SCI-NANO ENVIRON SCI-PROC IMP ENVIRON SCI-WAT RES Faraday Discuss. Food Funct. Green Chem. Inorg. Chem. Front. Integr. Biol. J. Anal. At. Spectrom. J. Mater. Chem. A J. Mater. Chem. B J. Mater. Chem. C Lab Chip Mater. Chem. Front. Mater. Horiz. MEDCHEMCOMM Metallomics Mol. Biosyst. Mol. Syst. Des. Eng. Nanoscale Nanoscale Horiz. Nat. Prod. Rep. New J. Chem. Org. Biomol. Chem. Org. Chem. Front. PHOTOCH PHOTOBIO SCI PCCP Polym. Chem.

﹀