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Nickel(II) unsymmetrical Schiff base complex immobilized on boehmite nanoparticles: a novel and efficient heterogeneous catalyst for selective oxidation of sulfides and thiols 薄水铝石纳米颗粒固定化镍(II)不对称席夫碱配合物:一种新型高效的硫化物和硫醇选择性氧化非均相催化剂
IF 1.6 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2025-09-03 DOI: 10.1080/17415993.2025.2513375
Mehdi Hatefi Ardakani , Atena Naeimi , Motahareh Mirahmadi
In this work, first, boehmite nanoparticles were prepared by an economical and simple method using accessible materials, and functionalized with 3-chloropropyltrimethoxysilane (3-CPTMS). Then, a nickel(II) unsymmetrical salen Schiff base complex, Ni(salenac-OH), where salenac-OH = [9-(2’,4'-dihydroxyphenyl)−5,8-diaza-4-methylnona-2,4,8-trienato](−2), was synthesized and immobilized on the prepared chloro-functionalized boehmite nanoparticles. The obtained Boehmite@Ni(salenac-OH) nanoparticles were characterized using various techniques. The produced Boehmite@Ni(salenac-OH) nanoparticles were employed as an effective heterogeneous nanocatalyst for the selective oxidation of sulfides to sulfoxides using 30% H2O2 as a green oxidant under solvent-free conditions as well as the oxidative coupling of thiols to disulfides with 30% H2O2 in ethanol at room temperature (25 °C). In these protocols, the desired sulfoxides and disulfides were achieved with good to excellent yields without over-oxidation to unwanted by-products. The use of this heterogeneous nanocatalyst in the mentioned organic reaction achieved good results, including high efficiency, excellent stability, easy recovery, and reusability of the catalyst for five continuous cycles. In addition, XRD and FT-IR techniques indicated that the structure of the catalyst remained intact after the recovery process.
本研究首先采用经济、简单的方法制备了薄水铝石纳米颗粒,并采用3-氯丙基三甲氧基硅烷(3-CPTMS)进行了功能化。然后,合成了镍(II)不对称salenschiff碱配合物Ni(salenech - oh),其中salenech - oh =[9-(2 ',4'-二羟基苯基)- 5,8-二氮杂-4-甲基nona-2,4,8-三烯酸](-2),并将其固定在制备的氯功能化薄铝石纳米颗粒上。所得Boehmite@Ni(salenech - oh)纳米颗粒采用各种技术进行表征。制备的Boehmite@Ni(salenact - oh)纳米颗粒作为一种有效的非均相纳米催化剂,在无溶剂条件下,以30% H2O2作为绿色氧化剂,将硫化物选择性氧化为亚砜,并在室温(25℃)下,以30% H2O2在乙醇中氧化偶联硫醇为二硫化物。在这些方案中,所需的亚砜和二硫化物以良好到优异的产率获得,而不会过度氧化产生不需要的副产物。在上述有机反应中使用该非均相纳米催化剂取得了良好的效果,包括效率高,稳定性好,易于回收,催化剂可重复使用5个连续循环。此外,XRD和FT-IR技术表明,催化剂的结构在回收过程中保持完整。
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引用次数: 0
Solvent-free synthesis of novel 1,3-thiazolidin-4-one-5-arylidene derivatives via cyclocondensation 新型1,3-噻唑烷-4- 1 -5芳基烯衍生物环缩合无溶剂合成
IF 1.6 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2025-09-03 DOI: 10.1080/17415993.2025.2536592
Tchambaga Etienne Camara , Aboudramane Koné , Bamoro Coulibaly , Aya Stéphanie Kra , Pénayori Marie-Aimée Coulibaly , Souleymane Coulibaly , Ballo Daouda , Coulibali Siomenan
The 1,3-thiazolidin-4-one scaffold is a well-known pharmacophore in medicinal chemistry, valued for its broad spectrum of biological activities.
In this study, we report the design and efficient synthesis of a new series of 1,3-thiazolidin-4-one-5-arylidene derivatives 7a-j. The synthetic strategy began with the cyclocondensation of phenylhydrazide intermediates (3a and 3b) with mercaptoacetic acid under solvent-free conditions, using a few drops of acetic acid. This reaction yielded the key thiazolidinone intermediates (5a and 5b). Subsequent condensation with benzaldehyde or its substituted derivatives (6a – j) in the presence of sodium ethanolate (CH3CH2ONa) afforded the target compounds (7a – j) in yields ranging from 50% to 86%. The structures of all synthesized compounds were confirmed through details spectroscopic analyses, including 1H, 13C Nuclear Magnetic Resonance (NMR), and High-Resolution Mass Spectrometry (HRMS).
1,3-噻唑烷-4- 1支架是药物化学中众所周知的药效团,具有广泛的生物活性。在这项研究中,我们报道了一系列新的1,3-噻唑烷-4- 1 -5芳基烷衍生物7a-j的设计和高效合成。合成策略首先是在无溶剂条件下,用几滴乙酸将苯肼中间体(3a和3b)与巯基乙酸进行环缩合反应。该反应产生了关键的噻唑烷酮中间体(5a和5b)。随后在乙醇酸钠(CH3CH2ONa)存在下与苯甲醛或其取代衍生物(6a - j)缩合,得到目标化合物(7a - j),收率从50%到86%不等。所有合成化合物的结构通过详细的光谱分析,包括1H, 13C核磁共振(NMR)和高分辨率质谱(HRMS)确认。
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引用次数: 0
Synthesis of 3-(1H-benzo[d]imidazole-2-yl)-2-arylthiazolidin-4-one using Fe3O4@SiO2Pr@E-N'-(4-hydroxy-3-methoxybenzylidene) isonicotinohydrazide@Cu an efficient and magnetically retrievable nanocatalyst 利用Fe3O4@SiO2Pr@E-N'-(4-羟基-3-甲氧基苄基苄基)isonicotinohydrazide@Cu高效磁可回收纳米催化剂合成3-(1h -苯并[d]咪唑-2-基)-2-芳基噻唑烷-4- 1
IF 1.6 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2025-09-03 DOI: 10.1080/17415993.2025.2528777
Leila Zare Fekri , Mohammad Nikpassand
Fe3O4@SiO2Pr@E-N'-(4-hydroxy-3-methoxybenzylidene) isonicotinohydrazide@Cu were prepared and were analyzed by XRD, FT-IR, VSM, TEM, FE-SEM, and TGA-DTG analysis. These nano catalysts were applied as an efficient and magnetically reusable nanocatalyst for the preparation of various derivatives of thiazolidinones under solvent-free conditions. All of the organic compounds were analyzed by NMR and FT-IR. This avenue offers many benefits, such as productivity, fast reaction, and convenience for work and recovery. The catalyst is reusable for 8 runs by decantation using an efficient magnet without notable loss in activity. This protocol has many advantages, like working better, quickly responding, and making it easy to work. This is the first report to use Fe3O4@SiO2Pr@E-N'-(4-hydroxy-3-methoxybenzylidene) isonicotinohydrazide@Cu to make 3-(1H-benzo[d]imidazole-2-yl)-2-arylthiazolidin-4-ones. The reaction speed is good, and this method works well. The reaction was done without any liquid and in an environmentally friendly and gentle way. The method explained is totally new.
制备了@E-N′-(4-羟基-3-甲氧基苄基)isonicotinohydrazide@Cu,并对其进行了XRD、FT-IR、VSM、TEM、FE-SEM和TGA-DTG分析。这些纳米催化剂作为一种高效的磁性可重复使用的纳米催化剂,在无溶剂条件下用于制备噻唑烷酮的各种衍生物。所有有机化合物均通过NMR和FT-IR进行了分析。这条路有很多好处,比如效率高、反应快、工作和恢复方便。该催化剂可重复使用8次,使用高效磁体进行滗析,没有明显的活性损失。该协议有很多优点,比如工作更好、响应更快、工作更容易。本文首次报道了利用Fe3O4@SiO2Pr@E-N'-(4-羟基-3-甲氧基苄基苄基)isonicotinohydrazide@Cu合成3-(1h -苯并[d]咪唑-2-基)-2-芳基噻唑烷-4-酮的方法。反应速度快,效果好。该反应是在没有任何液体的情况下以一种环保和温和的方式完成的。所解释的方法是全新的。
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引用次数: 0
Design, synthesis, and antitubercular evaluation of piperazinyl-pyrazolyl-2- hydrazinyl thiazole derivatives: Experimental, DFT and molecular docking insights 哌嗪基-吡唑基-2-肼基噻唑衍生物的设计、合成和抗结核评价:实验、DFT和分子对接见解
IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2025-05-04 DOI: 10.1080/17415993.2025.2461582
Yuvraj R. Sable , Vishnu A. Adole , Edwin A. Pithawala , Rakesh D. Amrutkar
In the current research, a new series of piperazinyl-pyrazolyl-2-hydrazinyl thiazole derivatives (6a-6i) were synthesized and evaluated for their antitubercular activity against Mycobacterium tuberculosis H37Rv. The compounds were synthesized via a three-component reaction involving 3-methyl-5-(4-methylpiperazin-1-yl)−1-phenyl-1H-pyrazole-4-carbaldehyde, thiosemicarbazide, and substituted phenacyl bromides (5a-5i) in ethanol under reflux conditions. The structures of the compounds were confirmed using 1H NMR, 13C NMR, and FT-IR spectroscopy, which supported the successful formation of the thiazole core. The piperazinyl-pyrazolyl-2-hydrazinyl thiazole derivatives exhibited varying degrees of antitubercular activity, with compound 6c (MIC = 1.6 µg/mL) showing the highest potency, comparable to the standard drugs isoniazid and ethambutol. The most active compounds follow the order as 6c (bromo substituent) > 6d (fluoro substituent) = 6e (methoxy substituent) > 6a (chloro substituent) = 6 g (nitrile substituent) with MIC ranging from (1.6–12.5 µg/mL). Other derivatives also displayed significant activity (MIC = 25–100 µg/mL) in which the compound 6i showed the lowest activity (MIC = 100 µg/mL). Molecular docking studies further supported its biological activity, revealing strong interactions with key residues of the target protein. The DFT analysis demonstrated that substituents such as bromine, methoxy, and fluorine affected the HOMO–LUMO energy gaps (3.89 , 3.80, and 3.88 eV, respectively) and global softness (0.517–0.526 eV-1). ADME studies confirmed favorable pharmacokinetics for 6c, 6d, and 6e.
本研究合成了一系列新的哌嗪基-吡唑基-2-肼基噻唑衍生物(6a-6i),并对其抗结核活性进行了评价。在乙醇回流条件下,通过3-甲基-5-(4-甲基哌嗪-1-酰基)-1-苯基- 1h -吡唑-4-乙醛、硫代氨基脲和取代的苯酰溴(5a-5i)三组分反应合成了该化合物。化合物的结构经1H NMR、13C NMR和FT-IR光谱确证,证实了噻唑核的成功形成。哌嗪基-吡唑基-2-肼基噻唑衍生物具有不同程度的抗结核活性,其中化合物6c (MIC = 1.6µg/mL)效价最高,与标准药物异烟肼和乙胺丁醇相当。最活跃的化合物依次为6c(溴取代基)> 6d(氟取代基)= 6e(甲氧基取代基)> 6a(氯取代基)= 6g(腈取代基),MIC范围为(1.6-12.5µg/mL)。其他衍生物也表现出显著的活性(MIC = 25 ~ 100µg/mL),其中化合物6i的活性最低(MIC = 100µg/mL)。分子对接研究进一步支持其生物活性,揭示了与靶蛋白关键残基的强相互作用。DFT分析表明,溴、甲氧基和氟等取代基影响了HOMO-LUMO的能隙(分别为3.89、3.80和3.88 eV)和整体柔软度(0.517-0.526 eV-1)。ADME研究证实6c、6d和6e具有良好的药代动力学。
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引用次数: 0
Reactions of acetylenes with substituted 2H-thiopyran-2-thiones and their isoelectronic analogues: difficult choice of optimal route 乙炔与取代的2h -硫代吡喃-2-硫酮及其等电子类似物的反应:最佳路线的艰难选择
IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2025-05-04 DOI: 10.1080/17415993.2025.2477251
Konstantin F. Suzdalev , Mikhail E. Kletskii , Anton V. Lisovin , Oleg N. Burov , Ekaterina A. Lysenko
The potential energy surfaces (PESs) for a number of reactions between substituted acetylenes and substituted 2H-thiopyran-2-thiones, as well as their isoelectronic analogues were studied by PCM/DFT/B3LYP/6-311++G(d,p) quantum chemical calculations. Theoretical studies have revealed the similarity of the PESs, which differ from each other only in their energetic characteristics. Similar reaction channels on these surfaces lead to different products through six similar minimum-energy pathways (MEPs). In the case of an excess of acetylene, the formation of 4-thiophene-substituted thiopyran derivatives is energetically preferred.
采用PCM/DFT/B3LYP/6-311++G(d,p)量子化学计算方法研究了取代乙炔与取代2h -硫代吡喃-2-硫酮及其等电子类似物之间反应的势能面。理论研究揭示了PESs的相似性,它们之间的区别只是在能量特征上。这些表面上相似的反应通道通过6个相似的最小能量途径(MEPs)生成不同的产物。在乙炔过量的情况下,形成4-噻吩取代的硫吡喃衍生物在能量上是优选的。
{"title":"Reactions of acetylenes with substituted 2H-thiopyran-2-thiones and their isoelectronic analogues: difficult choice of optimal route","authors":"Konstantin F. Suzdalev ,&nbsp;Mikhail E. Kletskii ,&nbsp;Anton V. Lisovin ,&nbsp;Oleg N. Burov ,&nbsp;Ekaterina A. Lysenko","doi":"10.1080/17415993.2025.2477251","DOIUrl":"10.1080/17415993.2025.2477251","url":null,"abstract":"<div><div>The potential energy surfaces (PESs) for a number of reactions between substituted acetylenes and substituted 2<em>H</em>-thiopyran-2-thiones, as well as their isoelectronic analogues were studied by PCM/DFT/B3LYP/6-311++G(d,p) quantum chemical calculations. Theoretical studies have revealed the similarity of the PESs, which differ from each other only in their energetic characteristics. Similar reaction channels on these surfaces lead to different products through six similar minimum-energy pathways (MEPs). In the case of an excess of acetylene, the formation of 4-thiophene-substituted thiopyran derivatives is energetically preferred.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 3","pages":"Pages 401-415"},"PeriodicalIF":2.1,"publicationDate":"2025-05-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144107189","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
Phenyl-9H-Phenothiazine and phenyl-9H-Phenoxazine-based metal free dye-sensitizers (D-A2-π-A1) with thieno[3,4-b]pyrazine auxiliary acceptor for Dye-Sensitized Solar Cell applications: DFT and TD-DFT computational studies 含噻吩[3,4-b]吡嗪辅助受体的苯基- 9h -吩噻嗪和苯基- 9h -苯恶嗪金属游离染料敏化剂(D-A2-π-A1)在染料敏化太阳能电池中的应用:DFT和TD-DFT计算研究
IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2025-05-04 DOI: 10.1080/17415993.2025.2463490
Muhammed Kabir Abubakar , William Ojoniko Anthony , Kehinde Gabriel Obiyenwa , Olalekan Wasiu Salaw , Banjo Semire
This work presents computational investigation on the structural, optoelectronic properties and performance characteristics of phenyl-10H-phenothiazine (PPTZ)/phenyl-10H-phenoxazine (PPOZ)-based D-A2-π-A1 dye-sensitizers using DFT/TD-DFT method at B3LYP/6-31G** level. The designed dyes are found to have large charge separations, supported by the frontier orbitals and electrostatic maps, which demonstrate that the donor and acceptor units can engage in intramolecular charge transfer in form of push–pull of electron from donor to acceptor unit. The LHE values are arranged as: PPTZ4 (0.9702) > PPTZ2 (0.9574) > PPOZ3 (0.9562) > PPOZ2 (0.9380) > PPTZ1 (0.9302) > PPOZ4 (0.9291) > PPOZ1 (0.8892) > PPTZ4 (0.7916) > PPTZ5 (0.7861) > PPOZ5 (0.7696). The open circuit (VOC), injection and regeneration drive forces (ΔGinject and Gregen), rate of electron transport process (k), total reorganization energy ( $ {lambda _{total}} $ λtotal) favor PPTZ dyes, which increases $ {J_{SC}} $ JSC and ultimately lead to high photoexcitation and better performance as dye-sensitizers. The dipole moment, polarizability and hyperpolarizability also show that PPTZ dyes should have higher ICT and electron injection abilities than PPOZ dyes. However, most of the calculated optoelectronic properties favor PPTZ4 and PPTZ5 dyes, although the energy band gap, reorganization energy, injection drive force, coupling constant and rate of electron transfer show that PPOZ5 dyes has outstanding characteristics among PPOZ dyes.
本文采用DFT/TD-DFT方法在B3LYP/6-31G**水平上对苯基- 10h -吩噻嗪(PPTZ)/苯基- 10h -吩恶嗪(PPOZ)基D-A2-π-A1染料敏化剂的结构、光电性质和性能特征进行了计算研究。在前沿轨道和静电图的支持下,发现所设计的染料具有较大的电荷分离,这表明供体和受体单元可以以电子从供体到受体单元的推拉形式进行分子内电荷转移。LHE值排列为:PPTZ4 (0.9702) > PPTZ2 (0.9574) > PPOZ3 (0.9562) > PPOZ2 (0.9380) > PPTZ1 (0.9302) > PPOZ4 (0.9291) > PPOZ1 (0.8892) > PPTZ4 (0.7916) > PPTZ5 (0.7861) > PPOZ5(0.7696)。开路(VOC)、注入和再生驱动力(ΔGinject和Gregen)、电子传递过程速率(k)、总重组能($ {lambda _{total}} $ λtotal)有利于PPTZ染料,从而使$ {J_{SC}} $ JSC增加,最终使PPTZ染料具有较高的光激发性和较好的染料敏化性能。偶极矩、极化率和超极化率也表明PPTZ染料比PPOZ染料具有更高的ICT和电子注入能力。尽管从能带隙、重组能、注入驱动力、耦合常数和电子转移速率等方面来看,PPOZ5染料在PPOZ染料中具有突出的特点,但计算得到的大部分光电性能都有利于PPTZ4和PPTZ5染料。
{"title":"Phenyl-9H-Phenothiazine and phenyl-9H-Phenoxazine-based metal free dye-sensitizers (D-A2-π-A1) with thieno[3,4-b]pyrazine auxiliary acceptor for Dye-Sensitized Solar Cell applications: DFT and TD-DFT computational studies","authors":"Muhammed Kabir Abubakar ,&nbsp;William Ojoniko Anthony ,&nbsp;Kehinde Gabriel Obiyenwa ,&nbsp;Olalekan Wasiu Salaw ,&nbsp;Banjo Semire","doi":"10.1080/17415993.2025.2463490","DOIUrl":"10.1080/17415993.2025.2463490","url":null,"abstract":"<div><div>This work presents computational investigation on the structural, optoelectronic properties and performance characteristics of phenyl-10<em>H</em>-phenothiazine (PPTZ)/phenyl-10<em>H</em>-phenoxazine (PPOZ)-based D-A2-π-A1 dye-sensitizers using DFT/TD-DFT method at B3LYP/6-31G** level. The designed dyes are found to have large charge separations, supported by the frontier orbitals and electrostatic maps, which demonstrate that the donor and acceptor units can engage in intramolecular charge transfer in form of push–pull of electron from donor to acceptor unit. The LHE values are arranged as: PPTZ4 (0.9702) &gt; PPTZ2 (0.9574) &gt; PPOZ3 (0.9562) &gt; PPOZ2 (0.9380) &gt; PPTZ1 (0.9302) &gt; PPOZ4 (0.9291) &gt; PPOZ1 (0.8892) &gt; PPTZ4 (0.7916) &gt; PPTZ5 (0.7861) &gt; PPOZ5 (0.7696). The open circuit (V<sub>OC</sub>), injection and regeneration drive forces (ΔG<sub>inject</sub> and G<sub>regen</sub>), rate of electron transport process (k), total reorganization energy ( $ {lambda _{total}} $ <span><math><mrow><msub><mi>λ</mi><mrow><mi>total</mi></mrow></msub></mrow></math></span>) favor PPTZ dyes, which increases $ {J_{SC}} $ <span><math><mrow><msub><mi>J</mi><mrow><mi>SC</mi></mrow></msub></mrow></math></span> and ultimately lead to high photoexcitation and better performance as dye-sensitizers. The dipole moment, polarizability and hyperpolarizability also show that PPTZ dyes should have higher ICT and electron injection abilities than PPOZ dyes. However, most of the calculated optoelectronic properties favor PPTZ4 and PPTZ5 dyes, although the energy band gap, reorganization energy, injection drive force, coupling constant and rate of electron transfer show that PPOZ5 dyes has outstanding characteristics among PPOZ dyes.</div></div><div><div></div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 3","pages":"Pages 479-504"},"PeriodicalIF":2.1,"publicationDate":"2025-05-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144105788","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
Thiol synthesis methods: a review 硫醇合成方法综述
IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2025-05-04 DOI: 10.1080/17415993.2024.2428607
G. kunda , R. M. Akhmadullin , R. K. Zakirov , F. Y. Akhmadullina , R. N. Gizyatullov , N. V. Madaminov , L. I. Musin
The pungent odor of thiol compounds has never been an obstacle to researching effective high-yield methods of their synthesis. This is due to the vital roles they play in different areas of manufacturing, medicine, pharmaceuticals and others. This review presents some of the traditional preparation methods that have been developed at the end of the twentieth century together with the modern invented methods of synthesis. An analysis of the literature data on the most researched mercaptans and the most utilized source of sulfur has been made. The advantages and disadvantages of some of the methods have been presented. From the gathered literature data, it is clear that there is an increasing interest in developing efficient thiol synthesis methods.
硫醇类化合物的刺鼻气味从未成为研究高效合成方法的障碍。这是由于它们在制造业、医药、制药等不同领域发挥着至关重要的作用。本文综述了20世纪末发展起来的一些传统制备方法和现代发明的合成方法。对研究较多的硫醇和硫的利用最多的来源的文献资料进行了分析。介绍了几种方法的优缺点。从收集的文献数据来看,很明显,人们对开发高效的硫醇合成方法越来越感兴趣。
{"title":"Thiol synthesis methods: a review","authors":"G. kunda ,&nbsp;R. M. Akhmadullin ,&nbsp;R. K. Zakirov ,&nbsp;F. Y. Akhmadullina ,&nbsp;R. N. Gizyatullov ,&nbsp;N. V. Madaminov ,&nbsp;L. I. Musin","doi":"10.1080/17415993.2024.2428607","DOIUrl":"10.1080/17415993.2024.2428607","url":null,"abstract":"<div><div>The pungent odor of thiol compounds has never been an obstacle to researching effective high-yield methods of their synthesis. This is due to the vital roles they play in different areas of manufacturing, medicine, pharmaceuticals and others. This review presents some of the traditional preparation methods that have been developed at the end of the twentieth century together with the modern invented methods of synthesis. An analysis of the literature data on the most researched mercaptans and the most utilized source of sulfur has been made. The advantages and disadvantages of some of the methods have been presented. From the gathered literature data, it is clear that there is an increasing interest in developing efficient thiol synthesis methods.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 3","pages":"Pages 359-392"},"PeriodicalIF":2.1,"publicationDate":"2025-05-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144107191","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, biocidal, and cytotoxic activities of Mn(II) and Hg(II) bridging complexes. Mn(II)和Hg(II)桥接配合物的合成、表征、杀生物活性和细胞毒性。
IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2025-05-04 DOI: 10.1080/17415993.2025.2476548
Vinay Kumar Srivastava , Khushboo Rani
Dithiocarbamate transition metal complexes, which are organic molecules, are promising and appealing pharmacological targets for controlling and managing antibiotic-resistant microbial populations. The direct reaction has produced new transition metal complexes, Mn[C10H16O2N2S4]2 and Hg[C10H16O2N2S4]2 using the sodium morpholine dithiocarbamate ligand [C5H8ONS2Na]. FTIR, UV–Visible, NMR techniques employed for the structural determination of complexes. Afterward, the synthesized compounds were subjected to analysis in order to evaluate their biocidal and anticancer activities. The Spectral Studies results suggest that the dithiocarbamate ion has the capacity to form robust bridging compounds with Mn (II) and Hg (II) cations.
These complexes have a reduced inclination for the creation of dative π bonds from the metal ion or to the sulfur atom. The results of the activity against bacteria show that the generated metal complexes are far more active than the ligand fragment. The theory of chelation implies there is a decrease in the ability of metallic compounds to undergo polarization or an increase in hydrogen bonding can lead to an increased susceptibility of the complex to dissolve in lipids, hence boosting its antimicrobial effectiveness. The compounds were tested for their therapeutic efficacy against a particular malignant cell. The findings of the HeLa cell line investigation suggest that Mn (II) and Hg (II) Compounds show promise for chemotherapeutic alternatives in the quest for anticancer medications. We have documented the methods of preparation, analysis, biocidal properties, and studies on apoptosis of Mn (II) and Hg (II) compounds with morpholine dithiocarbamate ligand. The complexes under investigation have demonstrated antibacterial, antifungal, and anticancer properties.
Hg (II) and Mn (II) compounds were obtained by treatment of metal precursors with Morpholine dithiocarbamate ligand. On the basis of characterization, the structure of the metal complex was elucidated. Compounds under investigation have shown potential anti-tumor, antifungal, and antibacterial properties.
二硫代氨基甲酸酯过渡金属配合物是一种有机分子,是控制和管理耐药微生物种群的有希望和有吸引力的药理学靶点。以二硫代氨基甲酸钠为配体[C5H8ONS2Na],直接反应生成了新的过渡金属配合物Mn[C10H16O2N2S4]2和Hg[C10H16O2N2S4]2。FTIR, UV-Visible, NMR技术用于配合物的结构测定。然后,对合成的化合物进行分析,以评价其杀灭生物和抗癌活性。光谱研究结果表明,二硫代氨基甲酸盐离子具有与Mn (II)和Hg (II)阳离子形成坚固桥接化合物的能力。这些配合物对从金属离子或到硫原子的共轭π键的形成倾向降低。抑菌活性的结果表明,所生成的金属配合物的活性远远高于配体片段。螯合理论表明,金属化合物极化能力的下降或氢键的增加可导致复合物在脂质中溶解的敏感性增加,从而提高其抗菌效果。这些化合物对一种特殊的恶性细胞的治疗效果进行了测试。HeLa细胞系研究的结果表明,Mn (II)和Hg (II)化合物在寻求抗癌药物的化疗替代方案中显示出希望。我们记录了含二硫代氨基甲酸啉配体的Mn (II)和Hg (II)化合物的制备方法、分析、杀生物性能和凋亡研究。正在研究的配合物已经显示出抗菌、抗真菌和抗癌的特性。用二硫代氨基甲酸啉配体处理金属前驱体,得到Hg (II)和Mn (II)化合物。在表征的基础上,确定了金属配合物的结构。正在研究的化合物显示出潜在的抗肿瘤、抗真菌和抗菌特性。
{"title":"Synthesis characterization, biocidal, and cytotoxic activities of Mn(II) and Hg(II) bridging complexes.","authors":"Vinay Kumar Srivastava ,&nbsp;Khushboo Rani","doi":"10.1080/17415993.2025.2476548","DOIUrl":"10.1080/17415993.2025.2476548","url":null,"abstract":"<div><div>Dithiocarbamate transition metal complexes, which are organic molecules, are promising and appealing pharmacological targets for controlling and managing antibiotic-resistant microbial populations. The direct reaction has produced new transition metal complexes, Mn[C<sub>10</sub>H<sub>16</sub>O<sub>2</sub>N<sub>2</sub>S<sub>4</sub>]<sub>2</sub> and Hg[C<sub>10</sub>H<sub>16</sub>O<sub>2</sub>N<sub>2</sub>S<sub>4</sub>]<sub>2</sub> using the sodium morpholine dithiocarbamate ligand [C<sub>5</sub>H<sub>8</sub>ONS<sub>2</sub>Na]. FTIR, UV–Visible, NMR techniques employed for the structural determination of complexes. Afterward, the synthesized compounds were subjected to analysis in order to evaluate their biocidal and anticancer activities. The Spectral Studies results suggest that the dithiocarbamate ion has the capacity to form robust bridging compounds with Mn (II) and Hg (II) cations.</div></div><div><div>These complexes have a reduced inclination for the creation of dative π bonds from the metal ion or to the sulfur atom. The results of the activity against bacteria show that the generated metal complexes are far more active than the ligand fragment. The theory of chelation implies there is a decrease in the ability of metallic compounds to undergo polarization or an increase in hydrogen bonding can lead to an increased susceptibility of the complex to dissolve in lipids, hence boosting its antimicrobial effectiveness. The compounds were tested for their therapeutic efficacy against a particular malignant cell. The findings of the HeLa cell line investigation suggest that Mn (II) and Hg (II) Compounds show promise for chemotherapeutic alternatives in the quest for anticancer medications. We have documented the methods of preparation, analysis, biocidal properties, and studies on apoptosis of Mn (II) and Hg (II) compounds with morpholine dithiocarbamate ligand. The complexes under investigation have demonstrated antibacterial, antifungal, and anticancer properties.</div></div><div><div>Hg (II) and Mn (II) compounds were obtained by treatment of metal precursors with Morpholine dithiocarbamate ligand. On the basis of characterization, the structure of the metal complex was elucidated. Compounds under investigation have shown potential anti-tumor, antifungal, and antibacterial properties.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 3","pages":"Pages 539-557"},"PeriodicalIF":2.1,"publicationDate":"2025-05-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144105792","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
A novel method to produce maximum ajoene and vinyl dithiin during garlic mustard oil macerate preparation 在大蒜芥菜油浸渍制备过程中最大限度地生产烯和二硫乙烯的新方法
IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2025-05-04 DOI: 10.1080/17415993.2025.2459853
Joydeep Singha , Nipu Dutta , Jyoti Prasad Saikia
Garlic mustard oil macerate is a traditional medicine used as a nasal decongestant by the people of northeast India. In this study, a unique preparation technique that maximized the yield of organosulfur compounds in GMM was developed at the lowest preparation temperature and time duration compared to existing preparation methods. Liquid chromatography-mass spectrometry (LCMS), central composite design (CCD) and high-performance liquid chromatography (HPLC) were used for compound identification, experimental design, and quantification of the organosulfur compounds (OSCs), respectively. Through LCMS analysis, ajoene and 2-vinyl-4H-1,3-dithiin were detected as the major OSCs. CCD analysis suggested 17 experiments for HPLC analysis, after which the quantity of mustard oil and heating temperature were found to be the significant parameters for optimum OSCs formation. Based on this, the optimized conditions to maximize the yield of ajoene ((garlic: oil (1:2.00), 55.00°C, 4 $ frac{1}{2} $ 12 h)) and 2-vinyl-4H-1,3-dithiin ((garlic: oil (1:2.20), 77.51°C, 2 $ frac{1}{2} $ 12 h)) were achieved.
大蒜芥末油浸渍剂是一种传统药物,被印度东北部的人们用作鼻塞剂。在本研究中,与现有的制备方法相比,开发了一种独特的制备技术,在最低的制备温度和时间下,最大限度地提高了GMM中有机硫化合物的收率。采用液相色谱-质谱法(LCMS)、中心复合设计法(CCD)和高效液相色谱法(HPLC)对有机硫化合物(OSCs)进行化合物鉴定、实验设计和定量分析。通过LCMS分析,ajoene和2-乙烯基- 4h -1,3-二硫甙是主要的OSCs。CCD分析建议17个实验进行HPLC分析,之后发现芥菜油的量和加热温度是最优OSCs形成的重要参数。在此基础上,获得了产率最高的ajoene(大蒜:油(1:2.00),55.00°C, 4 $ $ frc {1}{2} $ 12 h)和2-乙烯基- 4h -1,3-二硫丁(大蒜:油(1:2.20),77.51°C, 2 $ $ frc {1}{2} $ 12 h)的优化条件。
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引用次数: 0
Synthesis and biological activities of novel thieno[2,3-b]pyrrol-5-one derivatives: antioxidant and anticancer potential 新型噻吩[2,3-b]吡咯-5- 1衍生物的合成及其生物活性:抗氧化和抗癌潜力
IF 2.1 3区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2025-05-04 DOI: 10.1080/17415993.2025.2463482
M. Maya Pai , Basappa C. Yallur , Manjunatha D. Hadagali , Eliza Ahmed , Sheetal R. Batakurki , Raviraj Kusanur
In the present work, thiophene-substituted 4,6-dihydro-5H-thieno[2,3-b] pyrrol-5-ones (15a), (15b), (15c), and (15d) were synthesized. The key intermediate (13) was obtained by cyclization of 2-aminothiopheneaceate (6) using AlCl3. Chloro-, bromo-, and methyl-substituted thiophene-2-carbaldehydes were coupled with (13) in aldol conditions to obtain compounds (15b), (15c), and (15d), respectively. Structural confirmation of all the synthesized compounds was done by 1H NMR and studied for their antioxidant activity; compound (15a) showed 90.94% inhibition of DPPH free radical and 79.03% of ABTS free radical @ 500 μg/mL. Compounds (15a–d) were studied for their anticancer activity using MCF-7 cell lines, and the results of the MTT assay showed 78.23% for compound (15a). The IC50 of (15a) was attained at 100 μg/mL for inhibiting the alpha amylase whereas 52.43 μg/mL for inhibiting EGFR Tyrosinase Kinase. The in-silico molecular docking studies showed the binding energy of compound (15a) at −5.3 kcal/mol for EGFR Tyrosinase Kinase (PDB - 5JEB) and −5.53 kcal/mol for α-amylase (PDB – 2MXX). Thus, compound (15a) exhibited good biological activities and further derivatization can lead to more potent molecules.
本文合成了噻吩取代的4,6-二氢- 5h -噻吩[2,3-b]吡咯-5-酮(15a)、(15b)、(15c)和(15d)。关键中间体(13)由2-氨基噻吩酸酯(6)用AlCl3环化得到。氯代、溴代和甲基取代的噻吩-2-乙醛在醛醇条件下与(13)偶联,分别得到化合物(15b)、(15c)和(15d)。对合成的化合物进行了1H NMR结构确证,并对其抗氧化活性进行了研究;化合物(15a)在500 μg/mL时对DPPH自由基的抑制率为90.94%,对ABTS自由基的抑制率为79.03%。用MCF-7细胞系研究了化合物(15a - d)的抗癌活性,MTT实验结果显示化合物(15a)的抗癌活性为78.23%。抑制α淀粉酶的IC50为100 μg/mL,抑制EGFR酪氨酸激酶的IC50为52.43 μg/mL。硅基分子对接研究表明,化合物15a对EGFR酪氨酸激酶(PDB - 5JEB)和α-淀粉酶(PDB - 2MXX)的结合能分别为- 5.3 kcal/mol和- 5.53 kcal/mol。因此,化合物(15a)表现出良好的生物活性,进一步衍生化可以得到更有效的分子。
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Journal of Sulfur Chemistry
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