Pub Date : 2025-09-03DOI: 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.
{"title":"Nickel(II) unsymmetrical Schiff base complex immobilized on boehmite nanoparticles: a novel and efficient heterogeneous catalyst for selective oxidation of sulfides and thiols","authors":"Mehdi Hatefi Ardakani , Atena Naeimi , Motahareh Mirahmadi","doi":"10.1080/17415993.2025.2513375","DOIUrl":"10.1080/17415993.2025.2513375","url":null,"abstract":"<div><div>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% H<sub>2</sub>O<sub>2</sub> as a green oxidant under solvent-free conditions as well as the oxidative coupling of thiols to disulfides with 30% H<sub>2</sub>O<sub>2</sub> 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.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 5","pages":"Pages 835-852"},"PeriodicalIF":1.6,"publicationDate":"2025-09-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145048668","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}
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).
{"title":"Solvent-free synthesis of novel 1,3-thiazolidin-4-one-5-arylidene derivatives via cyclocondensation","authors":"Tchambaga Etienne Camara , Aboudramane Koné , Bamoro Coulibaly , Aya Stéphanie Kra , Pénayori Marie-Aimée Coulibaly , Souleymane Coulibaly , Ballo Daouda , Coulibali Siomenan","doi":"10.1080/17415993.2025.2536592","DOIUrl":"10.1080/17415993.2025.2536592","url":null,"abstract":"<div><div>The 1,3-thiazolidin-4-one scaffold is a well-known pharmacophore in medicinal chemistry, valued for its broad spectrum of biological activities.</div></div><div><div>In this study, we report the design and efficient synthesis of a new series of 1,3-thiazolidin-4-one-5-arylidene derivatives <strong>7a-j</strong>. The synthetic strategy began with the cyclocondensation of phenylhydrazide intermediates (<strong>3a</strong> and <strong>3b</strong>) with mercaptoacetic acid under solvent-free conditions, using a few drops of acetic acid. This reaction yielded the key thiazolidinone intermediates (<strong>5a</strong> and <strong>5b</strong>). Subsequent condensation with benzaldehyde or its substituted derivatives (<strong>6a – j</strong>) in the presence of sodium ethanolate (CH<sub>3</sub>CH<sub>2</sub>ONa) afforded the target compounds (<strong>7a – j</strong>) in yields ranging from 50% to 86%. The structures of all synthesized compounds were confirmed through details spectroscopic analyses, including <sup>1</sup>H, <sup>13</sup>C Nuclear Magnetic Resonance (NMR), and High-Resolution Mass Spectrometry (HRMS).</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 5","pages":"Pages 795-805"},"PeriodicalIF":1.6,"publicationDate":"2025-09-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145048665","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}
Pub Date : 2025-09-03DOI: 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.
{"title":"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","authors":"Leila Zare Fekri , Mohammad Nikpassand","doi":"10.1080/17415993.2025.2528777","DOIUrl":"10.1080/17415993.2025.2528777","url":null,"abstract":"<div><div>Fe<sub>3</sub>O<sub>4</sub>@SiO<sub>2</sub>Pr@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 Fe<sub>3</sub>O<sub>4</sub>@SiO<sub>2</sub>Pr@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.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 5","pages":"Pages 865-886"},"PeriodicalIF":1.6,"publicationDate":"2025-09-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145048671","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}
Pub Date : 2025-05-04DOI: 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.
{"title":"Design, synthesis, and antitubercular evaluation of piperazinyl-pyrazolyl-2- hydrazinyl thiazole derivatives: Experimental, DFT and molecular docking insights","authors":"Yuvraj R. Sable , Vishnu A. Adole , Edwin A. Pithawala , Rakesh D. Amrutkar","doi":"10.1080/17415993.2025.2461582","DOIUrl":"10.1080/17415993.2025.2461582","url":null,"abstract":"<div><div>In the current research, a new series of piperazinyl-pyrazolyl-2-hydrazinyl thiazole derivatives (<strong>6a-6i</strong>) were synthesized and evaluated for their antitubercular activity against <em>Mycobacterium tuberculosis</em> H37Rv. The compounds were synthesized <em>via</em> a three-component reaction involving 3-methyl-5-(4-methylpiperazin-1-yl)−1-phenyl-1<em>H</em>-pyrazole-4-carbaldehyde, thiosemicarbazide, and substituted phenacyl bromides (<strong>5a-5i</strong>) in ethanol under reflux conditions. The structures of the compounds were confirmed using <sup>1</sup>H NMR, <sup>13</sup>C 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 <strong>6c</strong> (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 <strong>6c</strong> (bromo substituent) > <strong>6d</strong> (fluoro substituent) = <strong>6e</strong> (methoxy substituent) > <strong>6a</strong> (chloro substituent) = <strong>6 g (</strong>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 <strong>6i</strong> 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<sup>-1</sup>). ADME studies confirmed favorable pharmacokinetics for <strong>6c</strong>, <strong>6d</strong>, and <strong>6e</strong>.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 3","pages":"Pages 513-538"},"PeriodicalIF":2.1,"publicationDate":"2025-05-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144105790","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}
Pub Date : 2025-05-04DOI: 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.
{"title":"Reactions of acetylenes with substituted 2H-thiopyran-2-thiones and their isoelectronic analogues: difficult choice of optimal route","authors":"Konstantin F. Suzdalev , Mikhail E. Kletskii , Anton V. Lisovin , Oleg N. Burov , 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}
Pub Date : 2025-05-04DOI: 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}} $ ) favor PPTZ dyes, which increases $ {J_{SC}} $ 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.
{"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 , William Ojoniko Anthony , Kehinde Gabriel Obiyenwa , Olalekan Wasiu Salaw , 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) > 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 (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}
Pub Date : 2025-05-04DOI: 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.
{"title":"Thiol synthesis methods: a review","authors":"G. kunda , R. M. Akhmadullin , R. K. Zakirov , F. Y. Akhmadullina , R. N. Gizyatullov , N. V. Madaminov , 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}
Pub Date : 2025-05-04DOI: 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.
{"title":"Synthesis characterization, biocidal, and cytotoxic activities of Mn(II) and Hg(II) bridging complexes.","authors":"Vinay Kumar Srivastava , 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}
Pub Date : 2025-05-04DOI: 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} $ h)) and 2-vinyl-4H-1,3-dithiin ((garlic: oil (1:2.20), 77.51°C, 2 $ frac{1}{2} $ h)) were achieved.
{"title":"A novel method to produce maximum ajoene and vinyl dithiin during garlic mustard oil macerate preparation","authors":"Joydeep Singha , Nipu Dutta , Jyoti Prasad Saikia","doi":"10.1080/17415993.2025.2459853","DOIUrl":"10.1080/17415993.2025.2459853","url":null,"abstract":"<div><div>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} $ <span><math><mfrac><mn>1</mn><mn>2</mn></mfrac></math></span> h)) and 2-vinyl-4H-1,3-dithiin ((garlic: oil (1:2.20), 77.51°C, 2 $ frac{1}{2} $ <span><math><mfrac><mn>1</mn><mn>2</mn></mfrac></math></span> h)) were achieved.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 3","pages":"Pages 575-587"},"PeriodicalIF":2.1,"publicationDate":"2025-05-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144105794","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}
Pub Date : 2025-05-04DOI: 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.
{"title":"Synthesis and biological activities of novel thieno[2,3-b]pyrrol-5-one derivatives: antioxidant and anticancer potential","authors":"M. Maya Pai , Basappa C. Yallur , Manjunatha D. Hadagali , Eliza Ahmed , Sheetal R. Batakurki , Raviraj Kusanur","doi":"10.1080/17415993.2025.2463482","DOIUrl":"10.1080/17415993.2025.2463482","url":null,"abstract":"<div><div>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 AlCl<sub>3.</sub> 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 <sup>1</sup>H 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 IC<sub>50</sub> of (15a) was attained at 100 μg/mL for inhibiting the alpha amylase whereas 52.43 μg/mL for inhibiting EGFR Tyrosinase Kinase. The <em>in-silico</em> 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.</div></div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"46 3","pages":"Pages 558-574"},"PeriodicalIF":2.1,"publicationDate":"2025-05-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144105789","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}