Pub Date : 2023-11-22DOI: 10.2174/0115701786260899231023091359
Asha Meena
: Surfactants have great importance in biological and drug industries and the complexes of metallic soaps with various ligands are used in approximately every region of national economy. Therefore, our keen interest to study of degradation kinetics and biological importance of Cu (II) surfactants in non-aqueous and non-polar solvent benzene. Present research work has been initiated with synthesis, systematic study of structural elucidation, thermal degradation, kinetics and biocidal activities of copper (II) sesame-soap complexes with macrocyclic nitrogen and sulphur containing donar ligands like urea and thiourea. The thermal degradation of copper (II) sesame-soap complexes were carried out for analysis of degradation kinetics and estimation of kinetic and thermodynamic parameters using different methods at heating rate 10 o C min-1 . Copper (II) sesame-soap complexes of such ligands have also been analysed against Staphylococus aureus. This research work consolidates the synthesis of copper (II) sesame soap-urea and thiourea complexes by conventional methods and the structure of these complexes were assigned according to elemental analysis and molecular weight determinations. IR, NMR and ESR spectral studies have also been done to understand structural aspects. The anti-microbial activities of copper (II) sesame-soap urea and thiourea complexes have been evaluated by testing against Staphylococus aureus. The present research work includes information of thermal analysis using TGA technique to find out their kinetic and thermodynamic parameters by using diverse equations such as Coats-Redfern equation, Horowitz-Metzger equation, Broido equation, Piloyan–Novikova equation. Moreover, the results obtained from anti-microbial screening have been used to analyze the anti-microbial activities of copper (II) sesame-soap urea and thiourea complexes against gram-positive bacteria Staphylococus aureus. These results show that complexes of copper ion co-ordinated with different nitrogen, oxygen and sulphur containing ligands, are very important in the field of pharmaceutical chemistry due to its significant role in the inhibition activity. The study of these complexes concludes that the synthesized complexes were found to possess appreciable bactericidal properties at different concentrations because chelation increases the anti-microbial potency.
{"title":"Study of Structural Elucidation, Degradation Kinetics and Antimicrobial Analysis of Copper (II) Sesame-Soap Complexes with Urea and Thiourea Ligand in Non-aqueous Solvents","authors":"Asha Meena","doi":"10.2174/0115701786260899231023091359","DOIUrl":"https://doi.org/10.2174/0115701786260899231023091359","url":null,"abstract":": Surfactants have great importance in biological and drug industries and the complexes of metallic soaps with various ligands are used in approximately every region of national economy. Therefore, our keen interest to study of degradation kinetics and biological importance of Cu (II) surfactants in non-aqueous and non-polar solvent benzene. Present research work has been initiated with synthesis, systematic study of structural elucidation, thermal degradation, kinetics and biocidal activities of copper (II) sesame-soap complexes with macrocyclic nitrogen and sulphur containing donar ligands like urea and thiourea. The thermal degradation of copper (II) sesame-soap complexes were carried out for analysis of degradation kinetics and estimation of kinetic and thermodynamic parameters using different methods at heating rate 10 o C min-1 . Copper (II) sesame-soap complexes of such ligands have also been analysed against Staphylococus aureus. This research work consolidates the synthesis of copper (II) sesame soap-urea and thiourea complexes by conventional methods and the structure of these complexes were assigned according to elemental analysis and molecular weight determinations. IR, NMR and ESR spectral studies have also been done to understand structural aspects. The anti-microbial activities of copper (II) sesame-soap urea and thiourea complexes have been evaluated by testing against Staphylococus aureus. The present research work includes information of thermal analysis using TGA technique to find out their kinetic and thermodynamic parameters by using diverse equations such as Coats-Redfern equation, Horowitz-Metzger equation, Broido equation, Piloyan–Novikova equation. Moreover, the results obtained from anti-microbial screening have been used to analyze the anti-microbial activities of copper (II) sesame-soap urea and thiourea complexes against gram-positive bacteria Staphylococus aureus. These results show that complexes of copper ion co-ordinated with different nitrogen, oxygen and sulphur containing ligands, are very important in the field of pharmaceutical chemistry due to its significant role in the inhibition activity. The study of these complexes concludes that the synthesized complexes were found to possess appreciable bactericidal properties at different concentrations because chelation increases the anti-microbial potency.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"18 1","pages":""},"PeriodicalIF":0.8,"publicationDate":"2023-11-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138516048","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2023-10-30DOI: 10.2174/1570178620666230914104742
Pouya Jafari, Mohammad Hadi Meshkatalsadat, Behjat Pouramiri
Background: The synthesized ZnO nanoparticles were characterized using UV-Vis spectroscopy, SEM, XRD, FTIR, and TEM analysis. The catalytic activity of the prepared green catalyst ZnO nanoparticles was also investigated in the dye methylene blue (MB) decomposition. The catalytic decomposition reaction was completed within 20 minutes, demonstrating the excellent catalytic properties of ZnO nanoparticles in reducing MB. Aim: This research aims to describe the green synthesis of ZnO nanoparticles using an extract of the middle part of a walnut shell (Juglans regia). Method: The antioxidant activities (radical capture capacity) of the synthesized ZnO nanoparticles were evaluated by the 2,2-diphenyl-1-picrylhydrazyl hydrate (DPPH) assay at different ZnO nanoparticle concentrations, and the radical capture activity was achieved at IC50 = 146.32 μg / mL. Result: The radical capture activity was achieved at IC50 = 146.32 μg Conclusion: The biosynthesis of ZnO nanoparticles was caused by hydroxide precipitation at room temperature after calcination at 450°C.
{"title":"A novel Study on Antioxidant activity and Catalytic Reduction of Methylene Blue using ZnO nanoparticles synthesized via the middle part of Walnut shell (Juglans regia) Extract","authors":"Pouya Jafari, Mohammad Hadi Meshkatalsadat, Behjat Pouramiri","doi":"10.2174/1570178620666230914104742","DOIUrl":"https://doi.org/10.2174/1570178620666230914104742","url":null,"abstract":"Background: The synthesized ZnO nanoparticles were characterized using UV-Vis spectroscopy, SEM, XRD, FTIR, and TEM analysis. The catalytic activity of the prepared green catalyst ZnO nanoparticles was also investigated in the dye methylene blue (MB) decomposition. The catalytic decomposition reaction was completed within 20 minutes, demonstrating the excellent catalytic properties of ZnO nanoparticles in reducing MB. Aim: This research aims to describe the green synthesis of ZnO nanoparticles using an extract of the middle part of a walnut shell (Juglans regia). Method: The antioxidant activities (radical capture capacity) of the synthesized ZnO nanoparticles were evaluated by the 2,2-diphenyl-1-picrylhydrazyl hydrate (DPPH) assay at different ZnO nanoparticle concentrations, and the radical capture activity was achieved at IC50 = 146.32 μg / mL. Result: The radical capture activity was achieved at IC50 = 146.32 μg Conclusion: The biosynthesis of ZnO nanoparticles was caused by hydroxide precipitation at room temperature after calcination at 450°C.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"31 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136017613","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2023-10-26DOI: 10.2174/0115701786266810231005103940
Zhongqi Guo, Keyume Ablajan, Wenxu Fan
aims: To achieve acylation of aryl amine via one-pot route. background: Amides are one of the most common and important structural motifs. Several different strategies have been employed to produce acetamide. However, some of these methods require bases, prolonged reaction times, metal catalysis, or toxic reagents. To overcome these limitations, a new method for the synthesis of N-acetanilide is needed. objective: We have to develope an economical, efficient, and metal-free strategy for synthesizing N-acetanilide by reacting aniline with CH3CN and DMSO. method: The amidation was performed in presence of H2O and K2S2O8 in a mixed solvent (CH3CN:DMSO). result: A series of amide compounds using K2S2O8 as the oxidant and amines as substrates in acetonitrile and water without any transition metals is reported. conclusion: The method uses simple, easily available materials in a straightforward protocol that allows the ease of isolating the products other: No other contents.
{"title":"N-acetylation of aromatic amines by one-pot route","authors":"Zhongqi Guo, Keyume Ablajan, Wenxu Fan","doi":"10.2174/0115701786266810231005103940","DOIUrl":"https://doi.org/10.2174/0115701786266810231005103940","url":null,"abstract":"aims: To achieve acylation of aryl amine via one-pot route. background: Amides are one of the most common and important structural motifs. Several different strategies have been employed to produce acetamide. However, some of these methods require bases, prolonged reaction times, metal catalysis, or toxic reagents. To overcome these limitations, a new method for the synthesis of N-acetanilide is needed. objective: We have to develope an economical, efficient, and metal-free strategy for synthesizing N-acetanilide by reacting aniline with CH3CN and DMSO. method: The amidation was performed in presence of H2O and K2S2O8 in a mixed solvent (CH3CN:DMSO). result: A series of amide compounds using K2S2O8 as the oxidant and amines as substrates in acetonitrile and water without any transition metals is reported. conclusion: The method uses simple, easily available materials in a straightforward protocol that allows the ease of isolating the products other: No other contents.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"34 6","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"134910210","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2023-10-24DOI: 10.2174/0115701786265776230929180406
Lili He, Jian Sun, Pengjuan Zhou, Jingwen Ji, Lijuan Zhai, Dong Tang, Jinbo Ji, Haikang Yang, Zafar Iqbal, Zhixiang Yang
Abstract: Caffeoyl spermidines are valuable alkaloids naturally existing in many plant species. These alkaloids are characterized as pharmacologically important ingredients of many plant extracts used in traditional medicines. Bis-caffeoylspermidine and bis-dihydrocaffeoylspermidine exhibit antioxidant, anti-inflammatory, and enzyme inhibition properties that make them valuable natural sources of safer therapeutic agents. However, the limited availability of these compounds in nature derives the attention of synthetic chemists. Therefore, we synthesized bis-caffeoylspermidine and bisdihydrocaffeoylspermidine using cheaper and commercially available starting materials in 97% and 86% overall yields, respectively. The synthetic scheme can be upgraded to the commercial-scale synthesis of these compounds.
{"title":"A Convenient Synthesis of Bis-(dihydro)caffeoylspermidines","authors":"Lili He, Jian Sun, Pengjuan Zhou, Jingwen Ji, Lijuan Zhai, Dong Tang, Jinbo Ji, Haikang Yang, Zafar Iqbal, Zhixiang Yang","doi":"10.2174/0115701786265776230929180406","DOIUrl":"https://doi.org/10.2174/0115701786265776230929180406","url":null,"abstract":"Abstract: Caffeoyl spermidines are valuable alkaloids naturally existing in many plant species. These alkaloids are characterized as pharmacologically important ingredients of many plant extracts used in traditional medicines. Bis-caffeoylspermidine and bis-dihydrocaffeoylspermidine exhibit antioxidant, anti-inflammatory, and enzyme inhibition properties that make them valuable natural sources of safer therapeutic agents. However, the limited availability of these compounds in nature derives the attention of synthetic chemists. Therefore, we synthesized bis-caffeoylspermidine and bisdihydrocaffeoylspermidine using cheaper and commercially available starting materials in 97% and 86% overall yields, respectively. The synthetic scheme can be upgraded to the commercial-scale synthesis of these compounds.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"23 6","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135322813","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2023-10-20DOI: 10.2174/0115701786268073230926160649
Phuong-Thuy T. Phan, Tuan-Anh N. Pham, Ngoc Phuong Nguyen, Van-Anh Tran Nguyen, Tuyet Hong Nguyen
Abstract: Developing new agents with higher therapeutic potential and less toxicity to overcome the limitations of chemotherapy in cancer treatment has been identified as an urgent need and priority. Recent studies have shown promising anticancer activities of tranilast when used alone or in combination with other chemotherapeutic agents. This research aims to synthesize tranilast analogs, evaluate in vitro anticancer activity, and dock into the TGFβ1 target to find stronger anticancer agents. Tranilast (5a) and analogs (5b–f) were synthesized from anthranilic acid derivatives, Meldrum’s acid, and benzaldehydes based on the Knoevenagel-Doebner reaction. The compounds were evaluated for in vitro cytotoxicity activity by MTT assay and docked into the TGFβ1 target using AutoDockTools–1.5.6. Tranilast (5a) and seven analogs (5b–h) were successfully synthesized and analyzed for their structures. Four analogs (5b–d, 5f) possessed stronger effects on both HepG2 and MCF-7 cell lines with proliferation inhibitions at concentrations of 100 µg/mL in the range of 41 to 95% compared to tranilast (16.95% and 22.64%). Compound 5f exhibited the most potent analog with IC50 = 27.57 µg/mL (HepG2) and 16.67 µg/mL (MCF-7) compared to tranilast (IC50 > 100 µg/mL) and had good binding affinity on TGFβ1 target (docking score ˗7.35 Kcal/mol). Four of seven tranilast analogs possessed stronger cytotoxicity activity on both HepG2 and MCF-7 cell lines compared to that of the parent compound, tranilast. Notably, compound 5f displayed the most potent activity and good binding affinity on the TGFβ1 target, indicating the potential for further study as an anticancer agent.
{"title":"Synthesis, Bioactivity Evaluation, and Molecular Docking Study of Tranilast Analogs as Anticancer Agents","authors":"Phuong-Thuy T. Phan, Tuan-Anh N. Pham, Ngoc Phuong Nguyen, Van-Anh Tran Nguyen, Tuyet Hong Nguyen","doi":"10.2174/0115701786268073230926160649","DOIUrl":"https://doi.org/10.2174/0115701786268073230926160649","url":null,"abstract":"Abstract: Developing new agents with higher therapeutic potential and less toxicity to overcome the limitations of chemotherapy in cancer treatment has been identified as an urgent need and priority. Recent studies have shown promising anticancer activities of tranilast when used alone or in combination with other chemotherapeutic agents. This research aims to synthesize tranilast analogs, evaluate in vitro anticancer activity, and dock into the TGFβ1 target to find stronger anticancer agents. Tranilast (5a) and analogs (5b–f) were synthesized from anthranilic acid derivatives, Meldrum’s acid, and benzaldehydes based on the Knoevenagel-Doebner reaction. The compounds were evaluated for in vitro cytotoxicity activity by MTT assay and docked into the TGFβ1 target using AutoDockTools–1.5.6. Tranilast (5a) and seven analogs (5b–h) were successfully synthesized and analyzed for their structures. Four analogs (5b–d, 5f) possessed stronger effects on both HepG2 and MCF-7 cell lines with proliferation inhibitions at concentrations of 100 µg/mL in the range of 41 to 95% compared to tranilast (16.95% and 22.64%). Compound 5f exhibited the most potent analog with IC50 = 27.57 µg/mL (HepG2) and 16.67 µg/mL (MCF-7) compared to tranilast (IC50 > 100 µg/mL) and had good binding affinity on TGFβ1 target (docking score ˗7.35 Kcal/mol). Four of seven tranilast analogs possessed stronger cytotoxicity activity on both HepG2 and MCF-7 cell lines compared to that of the parent compound, tranilast. Notably, compound 5f displayed the most potent activity and good binding affinity on the TGFβ1 target, indicating the potential for further study as an anticancer agent.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"27 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135620248","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Abstract: Microbial infection is one of the major concerns for human health in the modern era. Condition is further worsening due to the development of resistance by the microbe against the available drugs. This problem can be overcome by synthesizing novel antimicrobial agents. Isatin is a promising moiety possessing antimicrobial activity. A number of isatin derivatives are present in the market for the treatment of microbial infection. In this review, we have tried to summarize isatin derivatives as antimicrobials, including numerous potent isatin analogs. The reported literature related to the development and application of isatin derivatives have been collected from electronic data bases like Science Direct, Google Scholar, and PubMed by using key words like “design, synthesis and evaluation”, “isatin derivatives,” and “indoldione analogues” and related combinations. It was identified that isatin derivatives play an essential role in drug discovery and development. In recent years, isatin and its derivatives have shown promising antibacterial and antiviral properties. This review aims to provide an overview of the current research on isatin potential applications. Studies have shown that isatin derivatives can effectively fight against various types of microorganisms, such as gram-negative and gram-positive bacteria. They also exhibit lower toxicity and better efficacy than standard antimicrobial agents. Moreover, isatin-based products have the potential to address the rising issue of antimicrobial resistance. The current work attempts to review such innovations, which may lead to the creation of novel therapeutic agents. More research is required to confirm their safety and effectiveness in clinical practice.
{"title":"Isatin Derivatives: A Frontier in Antimicrobial Agents","authors":"Shareef Shaikh, Manish Chaudhary, Charanjit Kaur, Rajesh Kumar, Gurvinder Singh","doi":"10.2174/0115701786268852230921113433","DOIUrl":"https://doi.org/10.2174/0115701786268852230921113433","url":null,"abstract":"Abstract: Microbial infection is one of the major concerns for human health in the modern era. Condition is further worsening due to the development of resistance by the microbe against the available drugs. This problem can be overcome by synthesizing novel antimicrobial agents. Isatin is a promising moiety possessing antimicrobial activity. A number of isatin derivatives are present in the market for the treatment of microbial infection. In this review, we have tried to summarize isatin derivatives as antimicrobials, including numerous potent isatin analogs. The reported literature related to the development and application of isatin derivatives have been collected from electronic data bases like Science Direct, Google Scholar, and PubMed by using key words like “design, synthesis and evaluation”, “isatin derivatives,” and “indoldione analogues” and related combinations. It was identified that isatin derivatives play an essential role in drug discovery and development. In recent years, isatin and its derivatives have shown promising antibacterial and antiviral properties. This review aims to provide an overview of the current research on isatin potential applications. Studies have shown that isatin derivatives can effectively fight against various types of microorganisms, such as gram-negative and gram-positive bacteria. They also exhibit lower toxicity and better efficacy than standard antimicrobial agents. Moreover, isatin-based products have the potential to address the rising issue of antimicrobial resistance. The current work attempts to review such innovations, which may lead to the creation of novel therapeutic agents. More research is required to confirm their safety and effectiveness in clinical practice.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"2 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136358653","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Abstract: Thymol is a naturally occurring monoterpenoid phenol, and its derivatives may emerge as eco-friendly materials for the development of chemosensing probes. To prepare a non-toxic chemosensing probe based on thymol moiety for the detection of metal ions. A chemosensor (TPC) based on thymol was afforded by the reaction of thymol and piperidine in methanol. The structure elucidation of TPC was carried out with UV-Vis, 1H-NMR, 13C-NMR, and FT-IR analysis. The chemosensing properties of the synthesized probe were determined with UVvisible spectroscopy, and further, it was exploited for the determination of the concentration of Cu2+ and Pb2+ ions in spiked tap water samples. The toxicity studies of the chemosensing probe were conducted against the plant growth-promoting rhizobacteria (PGPR), i.e., Rhizobium sp., Pseudomonas sp., and Azospirillum sp. The absorption spectrum of TPC showed a band at 277 nm. The presence of Cu2+ and Pb2+ ions induced an increase in the absorption intensity at 277 nm by 2-fold and 1.5-fold, respectively. The binding constant for both TPC-Cu2+ and TPC-Pb2+ was calculated as 1.55 × 105 M-1 and 1.47 × 105 M-1, respectively. The respective limit of detection (LOD) and limit of quantification (LOQ) for Cu2+ were 623.64 × 10-6 mol L-1 and 1889.85 × 10-6 mol L-1. For Pb2+ ions, LOD and LOQ were calculated as 676.70 × 10-6 mol L-1 and 2050.60 × 10-6 mol L-1, respectively. In spiked tap water samples, percent recovery was observed in the range of 80.1 to 81.0 % and 80.1 to 81.9 % for Cu2+ and Pb2+ ions, respectively. Toxicity studies of the synthesized probe inferred that TPC was non-toxic against the tested PGPR at all the tested concentrations. In this work, we have synthesized a thymolbased chemosensor, which has been evaluated as a non-toxic sensor for Pb2+ and Cu2+ ions. background: Owing to important biological and environmental effects of metal ions, it has become obligatory to monitor these in our surroundings. Chemosensors are molecular probes which can detect the specific analytes in the presence of multiple analytes in various media. Thymol is a naturally occurring monoterpenoid phenol having good coordination sites which can be utilized for affording chemosensors via derivatization to compounds like mannich bases, esters, imine derivatives etc. These naturally occurring non-toxic compounds and their derivatives may emerge as eco-friendly materials for development of chemosensing probes . By realizing the importance of biocompatible phenol thymol in the field of sensors, it was anticipated that the chemosensors based on thymol moiety may emerge as non-toxic probes for the detection of metal ions. objective: To synthesize thymol based chemosensor for detection of metal ions. result: The absorption spectrum of TPC showed a band at 277 nm. The presence of Cu2+ and Pb2+ ions induced increase in the absorption intensity at 277 nm by 2-fold and 1.5- fold, respectively. Although, no alteration was observed in the UV-Vis
{"title":"Thymol-based Dual Chemosensor for Optical Detection of Cu2+ and Pb2+ ions and Evaluation of its Toxicity Against Plant Growth Promoting Rhizobacteria","authors":"Ramneet Kaur, Jyoti Gaba, Suman Kumari, Ruhi Midha","doi":"10.2174/0115701786263410230928114953","DOIUrl":"https://doi.org/10.2174/0115701786263410230928114953","url":null,"abstract":"Abstract: Thymol is a naturally occurring monoterpenoid phenol, and its derivatives may emerge as eco-friendly materials for the development of chemosensing probes. To prepare a non-toxic chemosensing probe based on thymol moiety for the detection of metal ions. A chemosensor (TPC) based on thymol was afforded by the reaction of thymol and piperidine in methanol. The structure elucidation of TPC was carried out with UV-Vis, 1H-NMR, 13C-NMR, and FT-IR analysis. The chemosensing properties of the synthesized probe were determined with UVvisible spectroscopy, and further, it was exploited for the determination of the concentration of Cu2+ and Pb2+ ions in spiked tap water samples. The toxicity studies of the chemosensing probe were conducted against the plant growth-promoting rhizobacteria (PGPR), i.e., Rhizobium sp., Pseudomonas sp., and Azospirillum sp. The absorption spectrum of TPC showed a band at 277 nm. The presence of Cu2+ and Pb2+ ions induced an increase in the absorption intensity at 277 nm by 2-fold and 1.5-fold, respectively. The binding constant for both TPC-Cu2+ and TPC-Pb2+ was calculated as 1.55 × 105 M-1 and 1.47 × 105 M-1, respectively. The respective limit of detection (LOD) and limit of quantification (LOQ) for Cu2+ were 623.64 × 10-6 mol L-1 and 1889.85 × 10-6 mol L-1. For Pb2+ ions, LOD and LOQ were calculated as 676.70 × 10-6 mol L-1 and 2050.60 × 10-6 mol L-1, respectively. In spiked tap water samples, percent recovery was observed in the range of 80.1 to 81.0 % and 80.1 to 81.9 % for Cu2+ and Pb2+ ions, respectively. Toxicity studies of the synthesized probe inferred that TPC was non-toxic against the tested PGPR at all the tested concentrations. In this work, we have synthesized a thymolbased chemosensor, which has been evaluated as a non-toxic sensor for Pb2+ and Cu2+ ions. background: Owing to important biological and environmental effects of metal ions, it has become obligatory to monitor these in our surroundings. Chemosensors are molecular probes which can detect the specific analytes in the presence of multiple analytes in various media. Thymol is a naturally occurring monoterpenoid phenol having good coordination sites which can be utilized for affording chemosensors via derivatization to compounds like mannich bases, esters, imine derivatives etc. These naturally occurring non-toxic compounds and their derivatives may emerge as eco-friendly materials for development of chemosensing probes . By realizing the importance of biocompatible phenol thymol in the field of sensors, it was anticipated that the chemosensors based on thymol moiety may emerge as non-toxic probes for the detection of metal ions. objective: To synthesize thymol based chemosensor for detection of metal ions. result: The absorption spectrum of TPC showed a band at 277 nm. The presence of Cu2+ and Pb2+ ions induced increase in the absorption intensity at 277 nm by 2-fold and 1.5- fold, respectively. Although, no alteration was observed in the UV-Vis","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"468 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-10-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135546670","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2023-09-14DOI: 10.2174/1570178620666230914164247
Amit Sharma, Santosh Rudrawar, Hemant R. Jadhav
Introduction: In literature, dimethyl sulfoxide (DMSO) catalyzed bromination of arenes and heteroarenes is reported. Method: In this study, simple, mild, and chemoselective N-bromosuccinimide (NBS) mediated monobromination of arenes and heteroarenes using butadiene sulfone as a catalyst is reported. Result: Butadiene sulfone is a good substitute for DMSO as it is volatile, easy to recover and recycle, and environment-friendly. Conclusion: The method has been demonstrated to give high-yield brominated products for an extensive range of activated and deactivated arenes.
{"title":"Butadiene sulfone-catalyzed monobromination of arenes with NBS as the bromination source: A simple, mild, efficient, and chemoselective protocol","authors":"Amit Sharma, Santosh Rudrawar, Hemant R. Jadhav","doi":"10.2174/1570178620666230914164247","DOIUrl":"https://doi.org/10.2174/1570178620666230914164247","url":null,"abstract":"Introduction: In literature, dimethyl sulfoxide (DMSO) catalyzed bromination of arenes and heteroarenes is reported. Method: In this study, simple, mild, and chemoselective N-bromosuccinimide (NBS) mediated monobromination of arenes and heteroarenes using butadiene sulfone as a catalyst is reported. Result: Butadiene sulfone is a good substitute for DMSO as it is volatile, easy to recover and recycle, and environment-friendly. Conclusion: The method has been demonstrated to give high-yield brominated products for an extensive range of activated and deactivated arenes.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"25 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-09-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"134969913","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Abstract: Isatin-derivatives are an important class of nitrogen-containing heterocyclic compounds in organic synthesis. On the other hand, 1,3-thiazoles are 5-membered heterocyclic compounds containing nitrogen and sulphur atoms. Hydrazinyl thiazoles are often prepared through the classical condensation of aldehydes or ketones with thiosemicarbazide to yield thiosemicarbazones, which will then undergo heterocyclization with phenylacyl bromides to give the corresponding hydrazinyl thiazoles. Nowadays, multi-component reactions (MCRs) are considered the most powerful tool in organic synthesis. The use of water as a green solvent in organic synthesis is one of the goals of green chemistry. In this study, a series of new hydrazinyl thiazoles 3a-3u bearing an isatin moiety were synthesized in good yield via a one-pot three-component condensation reaction of isatins with thiosemicarbazide and phenyl acyl bromides in water under reflux condition. All the synthesized compounds were characterized by IR, 1D-NMR, 2D-NMR and LC/MS spectral data.
{"title":"One-pot multicomponent synthesis of hydrazinyl thiazoles bearing an isatin moiety in aqueous medium","authors":"Kooi-Mow Sim, Li-Ping Chung, Kit-Lin Tan, Yee-Ting Tan, Xin-Lee Kee, Kah-Cheng Teo","doi":"10.2174/1570178620666230914162955","DOIUrl":"https://doi.org/10.2174/1570178620666230914162955","url":null,"abstract":"Abstract: Isatin-derivatives are an important class of nitrogen-containing heterocyclic compounds in organic synthesis. On the other hand, 1,3-thiazoles are 5-membered heterocyclic compounds containing nitrogen and sulphur atoms. Hydrazinyl thiazoles are often prepared through the classical condensation of aldehydes or ketones with thiosemicarbazide to yield thiosemicarbazones, which will then undergo heterocyclization with phenylacyl bromides to give the corresponding hydrazinyl thiazoles. Nowadays, multi-component reactions (MCRs) are considered the most powerful tool in organic synthesis. The use of water as a green solvent in organic synthesis is one of the goals of green chemistry. In this study, a series of new hydrazinyl thiazoles 3a-3u bearing an isatin moiety were synthesized in good yield via a one-pot three-component condensation reaction of isatins with thiosemicarbazide and phenyl acyl bromides in water under reflux condition. All the synthesized compounds were characterized by IR, 1D-NMR, 2D-NMR and LC/MS spectral data.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"25 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-09-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"134969904","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2023-09-13DOI: 10.2174/1570178620666230913160751
Lalithamba H. S, Nagendra Govindappa, Akshitha D. Nagaraja, Aisha Siddekha
Introduction: Synthesis of amino acid-derived alkyl iodides results in versatile intermediates for many peptidomimetics, and hence, the approach for their synthesis under neutral conditions was achieved in the present work. Method: The N-protected amino acids were reduced to amino alcohols under T3P as an activator and NaBH4 as a reducing partner. Thus, synthesized aminols were sonicated with diphosphorus tetraiodide (P2I4) in CS2 to obtain the N-protected aminoalkyl iodides. Result: We established the utilisation of the alkyl iodides by converting them to aminoalkyl thiols, which serve as building blocks for many heterocycles and other drug candidates. The ultrasonication medium works effectively for all the intermediates preparation; the conditions are mild, and yields are almost quantitative in all steps. Conclusion: The synthesized compounds were characterized by 1H NMR, 13C NMR, and HRMS analysis.
{"title":"Ultrasound-accelerated Synthesis of N-protected Amino Alkyl Iodides from Amino Alcohols Using P2I4 Reagent and its Application in the Synthesis of Amino Alkyl Thiols","authors":"Lalithamba H. S, Nagendra Govindappa, Akshitha D. Nagaraja, Aisha Siddekha","doi":"10.2174/1570178620666230913160751","DOIUrl":"https://doi.org/10.2174/1570178620666230913160751","url":null,"abstract":"Introduction: Synthesis of amino acid-derived alkyl iodides results in versatile intermediates for many peptidomimetics, and hence, the approach for their synthesis under neutral conditions was achieved in the present work. Method: The N-protected amino acids were reduced to amino alcohols under T3P as an activator and NaBH4 as a reducing partner. Thus, synthesized aminols were sonicated with diphosphorus tetraiodide (P2I4) in CS2 to obtain the N-protected aminoalkyl iodides. Result: We established the utilisation of the alkyl iodides by converting them to aminoalkyl thiols, which serve as building blocks for many heterocycles and other drug candidates. The ultrasonication medium works effectively for all the intermediates preparation; the conditions are mild, and yields are almost quantitative in all steps. Conclusion: The synthesized compounds were characterized by 1H NMR, 13C NMR, and HRMS analysis.","PeriodicalId":18116,"journal":{"name":"Letters in Organic Chemistry","volume":"38 1","pages":"0"},"PeriodicalIF":0.0,"publicationDate":"2023-09-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135783966","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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