Journal of Sulfur Chemistry最新文献

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Self-catalyzed, reaction of benzyl halides, Na2S2O3, and amines: a one-pot, simple, and efficient route to thiobenzamides 苯基卤化物、Na2S2O3和胺的自催化反应:一锅制硫苯酰胺的简单有效途径
IF 2.1 3区 化学
Journal of Sulfur Chemistry Pub Date : 2025-05-04 DOI: 10.1080/17415993.2025.2473737
Nasser Zarinderakht , Mohammad Abbasi , Najmeh Nowrouzi
{"title":"Self-catalyzed, reaction of benzyl halides, Na2S2O3, and amines: a one-pot, simple, and efficient route to thiobenzamides","authors":"Nasser Zarinderakht ,&nbsp;Mohammad Abbasi ,&nbsp;Najmeh Nowrouzi","doi":"10.1080/17415993.2025.2473737","DOIUrl":"10.1080/17415993.2025.2473737","url":null,"abstract":"<div><div>A new efficient, one-pot method to get thiobenzamide compounds from benzyl halides, amines, and Na<sub>2</sub>S<sub>2</sub>O<sub>3</sub> is reported. A benzylic halide is treated with Na<sub>2</sub>S<sub>2</sub>O<sub>3</sub> in DMSO until the halide is completely consumed. Next, the reaction is continued by adding a primary or secondary amine to the reaction mixture to synthesize thiobenzamides simply. This procedure does not require a special catalyst or any additive to afford thiobenzamides in good to excellent yields.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 3","pages":"Pages 393-400"},"PeriodicalIF":2.1,"publicationDate":"2025-05-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144105786","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
Small molecule heterocycles: design and synthesis of novel fluorescent Benzothiazoles for early detection of Alzheimer’s disease 小分子杂环:用于阿尔茨海默病早期检测的新型荧光苯并噻唑的设计和合成
IF 2.1 3区 化学
Journal of Sulfur Chemistry Pub Date : 2025-05-04 DOI: 10.1080/17415993.2025.2459181
G.S.M. Sundaram , Vijay Sharma
{"title":"Small molecule heterocycles: design and synthesis of novel fluorescent Benzothiazoles for early detection of Alzheimer’s disease","authors":"G.S.M. Sundaram ,&nbsp;Vijay Sharma","doi":"10.1080/17415993.2025.2459181","DOIUrl":"10.1080/17415993.2025.2459181","url":null,"abstract":"<div><div>Diagnostic agents capable of imaging β-amyloid (Aβ) plaques at prodromal stages could provide noninvasive tools to assess plaque burden and assist in determining efficacy of disease-modifying therapeutic interventions in vivo. To accomplish this goal, FDA approved <sup>18</sup>F-incorporated tracers, such as Florbetapir, Flutemetamol, and Florbetaben may allow quantitative analysis of therapeutic efficacy of disease-modifying treatments that attenuate Aβ pathophysiology <em>in vivo</em>. Although promising, these tracers show high off-target binding. Importantly, current anti-amyloid therapy also targets diffuse amyloid plaques (included in revised NIAAA criteria for detecting AD) and other forms of amyloid plaques. Therefore, molecules capable of detecting both diffuse and fibrillar plaque pathology can potentially offer better quantitative tools for interrogating efficacy of anti-amyloid therapy. To achieve this goal, herein, we report synthesis and characterization of new small organic molecules: ((<em>Z,E</em>)-4-(2-(6-(2-Fluoroethoxy)benzo[d]thiazol-2-yl)vinyl)-<em>N,N</em>-dimethylaniline) <strong>4</strong>, ((<em>Z</em>)-4-(2-(6-(2-(2-(3-Fluoropropoxy)ethoxy)ethoxy)benzo[d]thiazol-2-yl)vinyl)-<em>N,N</em>-dimethylaniline) <strong>5a</strong> and ((<em>E</em>)-4-(2-(6-(2-(2-(3-Fluoropropoxy)ethoxy)ethoxy)benzo[d]thiazol-2-yl)vinyl)-<em>N,N</em>-dimethylaniline) <strong>5b.</strong> We also report preliminary investigations on binding affinity in vitro. While <strong>4</strong> demonstrated a relatively higher affinity, both <strong>5a</strong> and <strong>5b</strong> showed moderate affinity for Aβ<sub>1-42</sub> aggregates <em>in vitro</em>. Furthermore, all 3 agents showed ability to detect Aβ fibrillar and diffuse plaque pathology in brain sections of APP/PS1 transgenic mice and post-mortem confirmed AD human brain tissue sections.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 3","pages":"Pages 505-512"},"PeriodicalIF":2.1,"publicationDate":"2025-05-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144105793","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
Sulfonic group functionalized task specific ionic liquid as catalyst for Biginelli reaction in water and Co2+/Ni2+ separation from their aqueous mixture 磺酸基功能化任务特异性离子液体作为催化剂,用于水中Biginelli反应和Co2+/Ni2+水溶液的分离
IF 2.1 3区 化学
Journal of Sulfur Chemistry Pub Date : 2025-03-04 DOI: 10.1080/17415993.2024.2440046
Maheen Riaz , Muhammad Taha Qureshi , Firdous Imran Ali , Shoaib Muhammad , Ahmed Bari , William Henderson , Imran Ali Hashmi
{"title":"Sulfonic group functionalized task specific ionic liquid as catalyst for Biginelli reaction in water and Co2+/Ni2+ separation from their aqueous mixture","authors":"Maheen Riaz ,&nbsp;Muhammad Taha Qureshi ,&nbsp;Firdous Imran Ali ,&nbsp;Shoaib Muhammad ,&nbsp;Ahmed Bari ,&nbsp;William Henderson ,&nbsp;Imran Ali Hashmi","doi":"10.1080/17415993.2024.2440046","DOIUrl":"10.1080/17415993.2024.2440046","url":null,"abstract":"<div><div>A new hydrophobic ionic liquid 1,3-dihexylimidazolium-5-sulfosalicylate [DHIm] <sup>+ </sup>[5-SSA]<sup>−</sup> was synthesized and characterized. The sulfonic-functionalized IL was effectively employed in the Biginelli reaction under ultrasound irradiation. The [DHIm] <sup>+ </sup>[5-SSA]<sup>−</sup> demonstrated efficient catalytic performance yielding up to 83% product. Additionally, the application of [DHIm] <sup>+ </sup>[5-SSA]<sup>−</sup> in selective extraction of Co<sup>2+</sup> and Ni<sup>2+</sup> from their aqueous mixture has been successfully carried out. High extraction efficiency was observed for Co<sup>2+</sup>.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 2","pages":"Pages 272-290"},"PeriodicalIF":2.1,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143577456","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
DFT, TD-DFT, QTAIM and NBO investigations of the interaction between sulfur mustard and metal porphyrins induced in carbon nanocone (M-PCNC, M = Fe2+ and Mg2+) 碳纳米锥(M- pcnc, M = Fe2+和Mg2+)中硫芥与金属卟啉相互作用的DFT、TD-DFT、QTAIM和NBO研究
IF 2.1 3区 化学
Journal of Sulfur Chemistry Pub Date : 2025-03-04 DOI: 10.1080/17415993.2025.2457347
Esmail Vessally , Bayan Azizi , Qusay Husam Aziz , Karrar R. Al-Shami , Hayder Tariq , Farnaz Behmagham , Azadeh Khanmohammadi
{"title":"DFT, TD-DFT, QTAIM and NBO investigations of the interaction between sulfur mustard and metal porphyrins induced in carbon nanocone (M-PCNC, M = Fe2+ and Mg2+)","authors":"Esmail Vessally ,&nbsp;Bayan Azizi ,&nbsp;Qusay Husam Aziz ,&nbsp;Karrar R. Al-Shami ,&nbsp;Hayder Tariq ,&nbsp;Farnaz Behmagham ,&nbsp;Azadeh Khanmohammadi","doi":"10.1080/17415993.2025.2457347","DOIUrl":"10.1080/17415993.2025.2457347","url":null,"abstract":"<div><div>In this study, the adsorption behavior of sulfur mustard on metal porphyrins replaced in carbon nanocone (M-PCNC, M = Fe<sup>2+</sup> and Mg<sup>2+</sup>) is explored using density functional theory (DFT) calculations. Energetics, physical parameters, and electronic properties are determined utilizing the M06-2X approach and the 6-31G(d) basis set. Based on the obtained results, the sulfur mustard exhibits strong adsorption onto the M-PCNCs, which denotes a chemisorption process between species. Furthermore, the findings suggest that the M-PCNCs are effective adsorbents in eliminating undesired sulfur mustard molecules from the surroundings. The data also show that the energy gap (or work function) of the M-PCNC structures is not affected by the adsorption of sulfur mustard, suggesting that they are unsuitable for use as sensors for the sulfur mustard in terms of electronic conductivity or work function. The UV-visible spectra of bare Fe-PCNC are also compared to its corresponding complexes, which reveals the adsorption of sulfur mustard does not alter the spectra of the Fe-PCNC and cannot act as a UV-based sensitive material for detecting sulfur mustard.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 2","pages":"Pages 291-311"},"PeriodicalIF":2.1,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143576752","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 and characterization of two asymmetrical 2-cyclohexylsulfenyl-5-alkylsulfenyl[1,3,4]thiadiazoles and study the impact of substituents on the structural features, thermal behavior, and anti-bacterial activity 两个不对称2-环己基亚砜基-5-烷基亚砜基[1,3,4]噻二唑的合成与表征,并研究取代基对其结构特征、热行为和抗菌活性的影响
IF 2.1 3区 化学
Journal of Sulfur Chemistry Pub Date : 2025-03-04 DOI: 10.1080/17415993.2024.2420090
Nurul Fatimah Abdul Basir , Mahta Ghafarikhaligh , Mohd Rafie Johan , Nader Ghaffari Khaligh
{"title":"Synthesis and characterization of two asymmetrical 2-cyclohexylsulfenyl-5-alkylsulfenyl[1,3,4]thiadiazoles and study the impact of substituents on the structural features, thermal behavior, and anti-bacterial activity","authors":"Nurul Fatimah Abdul Basir ,&nbsp;Mahta Ghafarikhaligh ,&nbsp;Mohd Rafie Johan ,&nbsp;Nader Ghaffari Khaligh","doi":"10.1080/17415993.2024.2420090","DOIUrl":"10.1080/17415993.2024.2420090","url":null,"abstract":"<div><div>Regarding the importance of 1,3,4-thiadiazoles due to versatile biological activity and for investigation of the symmetry impact on thermal behavior and antibacterial activity of 2,5-bisalkylsulfenyl[1,3,4]thiadiazole, two new derivatives viz. 2-cyclohexylsulfenyl-5-cyclopentylsulfenyl[1,3,4]thiadiazole and 2-cyclohexylsulfenyl-5-dodecylsulfenyl[1,3,4]thiadiazole, were synthesized through the nucleophilic substitution reaction appropriate alkyl halide with 5-cyclohexyl-3<em>H</em>-[1,3,4]thiadiazole-2-thione in ethanol under reflux conditions. The chemical structure of the products was elucidated by the physical and spectroscopic techniques. After tedious work, the suitable snow-like crystals of 2-cyclohexylsulfenyl-5-dodecylsulfenyl[1,3,4]thiadiazole for single-crystal X-ray diffraction analysis could be isolated from a mixed solvent, namely ethanol and water in volume ratio of 9:1. Then, the influence of symmetry and cyclic or non-cyclic aliphatic substituents on the important structure parameters of the 2,5-bisalkylsulfenyl[1,3,4]thiadiazole derivatives were negligible, however, those structure characteristics were different for 5–cyclohexylsulfenyl–3<em>H</em>–[1,3,4]thiadiazole–2–thione, due to its thione structure. TGA/DTA study demonstrated the effect of the symmetry and van der Waals interaction on thermal stability, and the robust influence of the pseudo hydrogen bonding NH with C = S on the melting and crystallization phase transitions was revealed by DSC analysis. The pharmacokinetics, drug-likeness, medicinal chemistry friendliness, and toxicology of three derivatives of bis-alkylsulfenyl[1,3,4]thiadiazole were evaluated by two prediction tools of SwissADME and T.E.S.T tools predicted good pharmacokinetics, drug-likeness, and anti-toxicant properties in developmental toxicity for the bis-alkylsulfenyl[1,3,4]thiadiazoles and 5–cyclohexylsulfenyl–3<em>H</em>–[1,3,4]thiadiazole–2–thione. Finally, the <em>in vitro</em> antibacterial activity of two new 2-cyclohexylsulfenyl-5-cyclopentylsulfenyl[1,3,4]thiadiazole and 2-cyclohexylsulfenyl-5-dodecylsulfenyl[1,3,4]thiadiazole against <em>S. aureus</em> and <em>E. coli</em>, confirmed them as promising anti-bacterial agent. All obtained results proved that the physicochemical, thermal, pharmacokinetic, and biological properties of 2,5-bisalkylsulfenyl[1,3,4]thiadiazoles can be tuned by selecting appropriate substituents.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 2","pages":"Pages 191-211"},"PeriodicalIF":2.1,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143577460","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
Cleaner approach and antimicrobial screening of 2-selenoacetanilides: emergence of potential agents against co-infection 2-硒代乙酰苯胺的清洁方法和抗菌筛选:抗合并感染的潜在药物的出现
IF 2.1 3区 化学
Journal of Sulfur Chemistry Pub Date : 2025-03-04 DOI: 10.1080/17415993.2024.2449383
Francinara Alves , Rafael Oliveira , Helivaldo Souza , Priscila Lima , Fellipe Farias , Bruna Marzari , Helena Coelho , José Luis , Petrônio Athayde-Filho , Gabriela Fiss
{"title":"Cleaner approach and antimicrobial screening of 2-selenoacetanilides: emergence of potential agents against co-infection","authors":"Francinara Alves ,&nbsp;Rafael Oliveira ,&nbsp;Helivaldo Souza ,&nbsp;Priscila Lima ,&nbsp;Fellipe Farias ,&nbsp;Bruna Marzari ,&nbsp;Helena Coelho ,&nbsp;José Luis ,&nbsp;Petrônio Athayde-Filho ,&nbsp;Gabriela Fiss","doi":"10.1080/17415993.2024.2449383","DOIUrl":"10.1080/17415993.2024.2449383","url":null,"abstract":"<div><div>Motivated to expand the investigation of the antimicrobial profile of 2-selenocetanilides and ebselen analogue, four compounds were prepared using a cleaner method in water as a solvent. Thus, 2-selenoacetanilides were obtained by the alkylation reaction of 2-chloroacetanilides with benzoyl (or phthalylglycyl) selenoate generated <em>in situ</em> under mild conditions. New compound <strong>3a</strong> was submitted to single crystal X-ray diffraction, where only the <em>Z</em>-conformer was observed. <em>In silico</em> ADMET test was required to predicate the drug-like character of 2-selenoacetanilides, where, with exception of substituted 2-selenocetanilides that are probably mutagenic, all compounds predicted positive characteristics of lipophilicity, absorption, solubility and toxicity. Antimicrobial search for 2-selenoacetanilides was expanded, showing activity against 10 of 15 microorganisms tested, with MICs ≤ 80 µg.mL<sup>−1</sup>, including a medium pathogen (<em>Cryptococcus gattii</em>), high pathogens (<em>Candida glabrata</em> and <em>C. tropicalis</em>), a critical pathogen (<em>Aspergillus fumigatus</em>), in addition to <em>Klebsiella pneumoniae</em>, known as a superbug. The results indicate the emergence of compound <strong>3a</strong> as a potential fungicidal against <em>C. gattii</em>, with MIC/MFC of 2.5 µg.mL<sup>−1</sup>, in comparison to the standard drug fluconazole, as well as compound <strong>4c</strong> as a potential antimicrobial against <em>K. pneumoniae</em> and <em>C. gattii</em>, with MIC/MBC/MFC of 10 µg.mL<sup>−1</sup>, <em>i.e.</em> a new candidate to combat co-infection.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 2","pages":"Pages 212-225"},"PeriodicalIF":2.1,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143577458","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
The first type of binuclear copper complex with terminal sulfide: synthesis, structural characterization, and cytotoxicity evaluation 第一类末端硫化物双核铜配合物:合成、结构表征及细胞毒性评价
IF 2.1 3区 化学
Journal of Sulfur Chemistry Pub Date : 2025-03-04 DOI: 10.1080/17415993.2024.2416237
Alaa A. Al-Yaseen , Mouayed A. Hussein
{"title":"The first type of binuclear copper complex with terminal sulfide: synthesis, structural characterization, and cytotoxicity evaluation","authors":"Alaa A. Al-Yaseen ,&nbsp;Mouayed A. Hussein","doi":"10.1080/17415993.2024.2416237","DOIUrl":"10.1080/17415993.2024.2416237","url":null,"abstract":"<div><div>A novel copper complex of [Cu<sup>II</sup> (μ<sub>2</sub>–S)(terminal-S)(2-acetylpyrdine oxime)<sub>2</sub> (<strong>1</strong>) is synthesized and characterized by X-ray single-crystal diffraction. The free ligand of 2-acetylpyrdine oxime is an unexpected product obtained from a condensation reaction of p-aminobenzene sulfonamide and 2-acetylpyridine and is characterized by IR, <sup>1</sup>HNMR, and <sup>13</sup>CNMR spectroscopic methods. X-ray crystallography showed strictly planar bridged μ<sub>2</sub>- Cu<sub>2</sub>(S)<sub>2</sub> core, and each copper(II) center exhibits distorted square pyramidal coordination geometry. The cytotoxicity of the complex was tested in vitro against esophageal cancer (SKGT-4) cell lines by metabolic tests, using 3-(4, 5-dimethylthiazol-2-yl)-2,5-diphenyl-tetrazolium bromide as a reagent. Complex <strong>1</strong> showed a remarkable inhibition response in SKGT-4 cell lines.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 2","pages":"Pages 345-357"},"PeriodicalIF":2.1,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143576753","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
Thiolaryl substituted β-lactams as important capping agents for hafnia nanoparticles 硫代芳基取代β-内酰胺作为半氟纳米粒子的重要封盖剂
IF 2.1 3区 化学
Journal of Sulfur Chemistry Pub Date : 2025-03-04 DOI: 10.1080/17415993.2024.2437392
Aarti Thakur , Mehar Singh , Preeti Garg , Renu Thapar
{"title":"Thiolaryl substituted β-lactams as important capping agents for hafnia nanoparticles","authors":"Aarti Thakur ,&nbsp;Mehar Singh ,&nbsp;Preeti Garg ,&nbsp;Renu Thapar","doi":"10.1080/17415993.2024.2437392","DOIUrl":"10.1080/17415993.2024.2437392","url":null,"abstract":"<div><div>A new study on the synthesis of β-lactams functionalized hafnia nanoparticles is done. The reported work describes the utility of hydrothermal method to prepare hafnia nanoparticles coated with β-lactams. The method provides spherical NPs with dimensions of 30–50 nm and are slightly anionic. The conjugate has been found to be biologically active and well characterized by techniques like FTIR, XRD, FESEM, TEM, and EDX methods. The methodology gives a conjugate whose synthesis has not been attempted so far in the literature.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 2","pages":"Pages 312-323"},"PeriodicalIF":2.1,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143576751","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
Design, synthesis, characterization, antimicrobial evaluations and molecular docking studies of 5-(phenylcarbamoyl)pentylselenyl tethered ester, acid and trans-β-lactams 5-(苯基氨基甲酰)戊硒基系链酯、酸和反式β-内酰胺的设计、合成、表征、抗菌评价和分子对接研究
IF 2.1 3区 化学
Journal of Sulfur Chemistry Pub Date : 2025-03-04 DOI: 10.1080/17415993.2024.2438869
Dipika Narula , Shamsher S. Bari , Love Singla , Aman Bhalla
{"title":"Design, synthesis, characterization, antimicrobial evaluations and molecular docking studies of 5-(phenylcarbamoyl)pentylselenyl tethered ester, acid and trans-β-lactams","authors":"Dipika Narula ,&nbsp;Shamsher S. Bari ,&nbsp;Love Singla ,&nbsp;Aman Bhalla","doi":"10.1080/17415993.2024.2438869","DOIUrl":"10.1080/17415993.2024.2438869","url":null,"abstract":"<div><div>Herein, we unveil the utility of bis(5-phenylcarbamoylpentyl)diselenide <strong>2</strong> for obtaining unique seleno-ester viz ethyl 2-(5-(phenylcarbamoyl)pentylselenyl)ethanoate <strong>3</strong> and further transformation of <strong>3</strong> to 2-(5-(phenylcarbamoyl)pentylselenyl)ethanoic acid <strong>4</strong>. Next, time-efficient (complete in 15 min.) and stereoselective synthesis of trans-3-((5-phenylcarbamoyl)pentylselenyl)-β-lactams <strong>6a-d</strong> (52-78% yields) starting from seleno-acid <strong>4</strong> and substituted imines <strong>5a-d</strong> has been reported with relevant characterization data (FT-IR, FT-NMR (<sup>1</sup>H, <sup>13</sup>C), CHN elemental analysis). In vitro antibacterial and antifungal biological evaluation and in silico molecular docking studies exhibit a profound dependence on the nature of the functionality (functionalized selenyl- /ester / acid / <em>β</em>-lactam) anchored to 5-(phenylcarbamoyl)pentylselenyl chain. In vitro antimicrobial studies evidenced seleno-ester <strong>3</strong> and trans-seleno-<em>β</em>-lactam <strong>6c</strong> (incorporating p-methoxyphenyl substituents both at N1 and C4 atoms of the <em>β</em>-lactam ring) to be active against all tested gram positive bacterial (<em>S. aureus</em>, <em>B. subtilis</em>), gram negative bacterial (<em>E. coli</em>, P. aeruginosa) and fungal (<em>C. albicans</em>) species exhibiting 9-20 mm and 8-12 mm diameter of inhibition zones. trans-<em>β</em>-Lactam <strong>6b</strong> (with C4-phenyl and N1-p-methylphenyl groups) exhibited maximum inhibition zone diameter (14 mm against S. aureus) amongst trans-<strong>6a-d</strong>. Molecular docking results of ligand binding affinity are observed to be in well agreement with the in vitro antimicrobial results making these seleno-compounds potential candidates of medicinal importance.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 2","pages":"Pages 240-259"},"PeriodicalIF":2.1,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143577461","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
Bis(4-fluorophenylmethylsulfanyldiketones): synthesis, structure and fungicidal properties 双(4-氟苯基甲基磺酰二酮):合成、结构和杀真菌性能
IF 2.1 3区 化学
Journal of Sulfur Chemistry Pub Date : 2025-03-04 DOI: 10.1080/17415993.2024.2445272
Nail S. Akhmadiev , Nailya F. Galimzyanova , Tatyana V. Tyumkina , Vnira R. Akhmetova
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