Pub Date : 2024-04-30DOI: 10.2174/0113852728300401240404063340
Pooja Daga, Nilanjan Dey
: Organomercuric species pose significant environmental and health risks, requiring precise detection methods for effective monitoring and risk assessment. Current approaches in multiple material-based sensing of organomercuric species and their discrimination over inorganic Hg2+ ions are reviewed in this paper. These approaches include the use of diverse sensing materials, such as small-molecule-based optical probes, nanoparticles or nanocomposite-based optical probes, electrochemical-based probes, fluorescent probes, colorimetric indicators, and some other probes. The significance and application of these materials, along with the sensing strategy of organomercury species and their mechanism, were also interpreted. This review article presents a comprehensive overview of recent advancements in optoelectronic sensing techniques for the discrimination of organomercuric species from inorganic mercury compounds. Optoelectronic sensors, leveraging the principles of optics and electronics, offer enhanced sensitivity, selectivity, and real-time monitoring capabilities. The paper discusses the advantages and limitations of each sensing technique and highlights the recent advancements in material synthesis and design, which have led to the development of highly sensitive and selective sensors for organomercury compounds. Furthermore, the discrimination of organomercuric species from inorganic Hg2+ ions is emphasized, which is a challenging task due to their similar chemical properties. Overall, this review article provides an overview of the current state-of-the-art in multiple material-based sensing of organomercuric species and its discrimination from inorganic Hg2+ ions, which can aid in the development of novel sensing strategies for environmental and biomedical applications.
{"title":"Recent Development in Optoelectronic Sensing of Organomercuric Species and its Discrimination Over Inorganic Mercury","authors":"Pooja Daga, Nilanjan Dey","doi":"10.2174/0113852728300401240404063340","DOIUrl":"https://doi.org/10.2174/0113852728300401240404063340","url":null,"abstract":": Organomercuric species pose significant environmental and health risks, requiring precise detection methods for effective monitoring and risk assessment. Current approaches in multiple material-based sensing of organomercuric species and their discrimination over inorganic Hg2+ ions are reviewed in this paper. These approaches include the use of diverse sensing materials, such as small-molecule-based optical probes, nanoparticles or nanocomposite-based optical probes, electrochemical-based probes, fluorescent probes, colorimetric indicators, and some other probes. The significance and application of these materials, along with the sensing strategy of organomercury species and their mechanism, were also interpreted. This review article presents a comprehensive overview of recent advancements in optoelectronic sensing techniques for the discrimination of organomercuric species from inorganic mercury compounds. Optoelectronic sensors, leveraging the principles of optics and electronics, offer enhanced sensitivity, selectivity, and real-time monitoring capabilities. The paper discusses the advantages and limitations of each sensing technique and highlights the recent advancements in material synthesis and design, which have led to the development of highly sensitive and selective sensors for organomercury compounds. Furthermore, the discrimination of organomercuric species from inorganic Hg2+ ions is emphasized, which is a challenging task due to their similar chemical properties. Overall, this review article provides an overview of the current state-of-the-art in multiple material-based sensing of organomercuric species and its discrimination from inorganic Hg2+ ions, which can aid in the development of novel sensing strategies for environmental and biomedical applications.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"46 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-04-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140840110","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 : 2024-04-27DOI: 10.2174/0113852728313247240417080211
Tapas Ghosh
: Research on novel discotic molecules, which consist of a rigid core with flexible peripheral chains, has gained much attention due to their crucial role as organic photovoltaic materials, organic field-effect transistors, and semiconductors for photocurrent generation, as well as the possibility of their other optoelectronic applications. This review article describes the developments in fundamental design ideas and synthetic approaches of porphyrin-based meso and beta-substituted liquid crystals. In addition, the current review highlights the various structural alterations made by the researchers in the field of porphyrin-based mesogens and changes in properties, both for materials intended for commercially successful liquid crystal displays, including other applications, and for more basic purposes of demonstrating structure-property relationships.
{"title":"Synthesis, Thermotropic Properties, and Applications of Porphyrin-based Liquid Crystals: A Comprehensive Review","authors":"Tapas Ghosh","doi":"10.2174/0113852728313247240417080211","DOIUrl":"https://doi.org/10.2174/0113852728313247240417080211","url":null,"abstract":": Research on novel discotic molecules, which consist of a rigid core with flexible peripheral chains, has gained much attention due to their crucial role as organic photovoltaic materials, organic field-effect transistors, and semiconductors for photocurrent generation, as well as the possibility of their other optoelectronic applications. This review article describes the developments in fundamental design ideas and synthetic approaches of porphyrin-based meso and beta-substituted liquid crystals. In addition, the current review highlights the various structural alterations made by the researchers in the field of porphyrin-based mesogens and changes in properties, both for materials intended for commercially successful liquid crystal displays, including other applications, and for more basic purposes of demonstrating structure-property relationships.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"80 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-04-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140812415","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 : 2024-04-17DOI: 10.2174/0113852728303189240321084818
Dileep Kumar Singh, Haider Iqbal, Mohd Ayub Ansari
:: In recent times, many research groups have focused their attention on nitrogen-containing heterocyclic compounds with the aim of gaining a deeper understanding of their biological characteristics. Among them, molecules based on 1,2,3-triazole and benzimidazole have exhibited diverse biological applications and are present in many drug molecules. The purpose of this review is to describe various benzimidazole-1,2,3-triazole hybrids and to provide a comprehensive evaluation of their biological properties. The compounds discussed in this study have been synthesized through a Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction between diverse azides and alkynes, utilizing a 1,2,3-triazole scaffold as a linkage between two connecting groups. The synthesis of several benzimidazole-1,2,3-triazole hybrids is covered in this review, along with a biological assessment of their anticancer, antiproliferative, antitubercular, antibacterial, antidepressant, and other activities. Moreover, in our opinion, this review may be useful for the development of various medicinally significant molecules.
{"title":"Recent Progress in the Synthesis and Biological Assessment of Benzimidazole-1,2,3- Triazole Hybrids","authors":"Dileep Kumar Singh, Haider Iqbal, Mohd Ayub Ansari","doi":"10.2174/0113852728303189240321084818","DOIUrl":"https://doi.org/10.2174/0113852728303189240321084818","url":null,"abstract":":: In recent times, many research groups have focused their attention on nitrogen-containing heterocyclic compounds with the aim of gaining a deeper understanding of their biological characteristics. Among them, molecules based on 1,2,3-triazole and benzimidazole have exhibited diverse biological applications and are present in many drug molecules. The purpose of this review is to describe various benzimidazole-1,2,3-triazole hybrids and to provide a comprehensive evaluation of their biological properties. The compounds discussed in this study have been synthesized through a Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction between diverse azides and alkynes, utilizing a 1,2,3-triazole scaffold as a linkage between two connecting groups. The synthesis of several benzimidazole-1,2,3-triazole hybrids is covered in this review, along with a biological assessment of their anticancer, antiproliferative, antitubercular, antibacterial, antidepressant, and other activities. Moreover, in our opinion, this review may be useful for the development of various medicinally significant molecules.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"108 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-04-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140612264","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}
: Organocatalyst 1,4-diazabicyclo [2.2.2]octane (DABCO) has proven to be an efficient and environmentally friendly catalyst in the multicomponent reaction involving aldehydes, ethylenediamine, and thioglycolic acid under microwave conditions. DABCO stands out among other organic catalysts due to its costeffectiveness, non-toxic nature, and environmentally conscious profile. The method employed in this study exhibited exceptional attributes, such as high yields, swift reaction times, atom economy, catalyst reusability, and minimal catalyst loading. Additionally, there were excellent yields of products (90-94%). The melting points, UV-Vis, IR, 1HNMR, 13CNMR, were used to analyze the produced compounds. The in-vitro antibacterial activity of the synthesized compounds was investigated against pathogenic strains E. coli and Bacillus supstalis, and the results obtained were further explained with the help of DFT and molecular orbital calculations. Moreover, the compound 4b was found to be the most potent antibacterial agent amongst all tested compounds. result: Bis-thiazolidinones derivatives have been synthesized in excellent yields (90–94%) by mixing of aldehydes (2 mmol), ethylenediamine (1 mmol), thioglycolic acid (2 mmol), using DABCO (0.5 mmol), in 8 to 10 minutes under microwave irradiation.
{"title":"Organocatalyst 1,4-diazabicyclo [2.2.2]Octane (DABCO)-Catalyzed Sustainable Synthesis of Bis-Thiazolidinones Derivatives and their Spectral and DFT Analysis","authors":"Saloni Sahal, Mamta Chahar, Har Lal Singh, Renu Bishnoi, Sarita Khaturia","doi":"10.2174/0113852728304587240319061348","DOIUrl":"https://doi.org/10.2174/0113852728304587240319061348","url":null,"abstract":": Organocatalyst 1,4-diazabicyclo [2.2.2]octane (DABCO) has proven to be an efficient and environmentally friendly catalyst in the multicomponent reaction involving aldehydes, ethylenediamine, and thioglycolic acid under microwave conditions. DABCO stands out among other organic catalysts due to its costeffectiveness, non-toxic nature, and environmentally conscious profile. The method employed in this study exhibited exceptional attributes, such as high yields, swift reaction times, atom economy, catalyst reusability, and minimal catalyst loading. Additionally, there were excellent yields of products (90-94%). The melting points, UV-Vis, IR, 1HNMR, 13CNMR, were used to analyze the produced compounds. The in-vitro antibacterial activity of the synthesized compounds was investigated against pathogenic strains E. coli and Bacillus supstalis, and the results obtained were further explained with the help of DFT and molecular orbital calculations. Moreover, the compound 4b was found to be the most potent antibacterial agent amongst all tested compounds. result: Bis-thiazolidinones derivatives have been synthesized in excellent yields (90–94%) by mixing of aldehydes (2 mmol), ethylenediamine (1 mmol), thioglycolic acid (2 mmol), using DABCO (0.5 mmol), in 8 to 10 minutes under microwave irradiation.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"17 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-04-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140612351","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 : 2024-04-17DOI: 10.2174/0113852728294047240315063815
Muhammad Solehin Abd Ghani, Nur Ain Latifhaa Abu Bakar, Arba Pramundita Ramadani, Arde Toga Nugraha, Khalijah Awang, Mohammad Tasyriq Che Omar, Unang Supratman, Ezatul Ezleen Kamarulzaman, Mohamad Nurul Azmi Mohamad Taib
: A total of twelve pentacyclic triterpenoid derivatives based on betulin (1) and lupeol (2) scaffolds isolated from Diospyros foxworthyi were hemisynthesized by acylation or acetylation reactions with appropriate acid chloride or acetic anhydride. The structures of the hemisynthesised compounds were characterised by means of FT-IR, 1D- and 2D-NMR, as well as HRMS analysis. These compounds were assayed for in vitro anti-malarial studies by inhibition of β-hematin formation assay with chloroquine as a positive control. Compounds 1d and 2f showed the strongest potential as β-hematin formation inhibitors with IC50 values of 6.66 ± 1.36 and 11.89 ± 0.15 µM, respectively, compared with the positive control (chloroquine; IC50 = 37.50 ± 0.60 µM). In silico molecular docking simulations were performed using AutoDock Vina for compounds 1d and 2f to investigate the binding interactions and free energy of binding (FEB) with the hemozoin supercell crystal structure (CCDC number: XETXUP01). The findings revealed several hydrophobic interaction modes between the 1d, 2f and hemozoin, with calculated FEBs of -8.4 ± 0.2 and -8.9 ± 0.0 kcal mol-1 , indicating strong and favourable interactions.
{"title":"Hemisynthesis of Pentacyclic Triterpenoids from Diospyros foxworthyi with in vitro and in silico Anti-malarial Evaluation","authors":"Muhammad Solehin Abd Ghani, Nur Ain Latifhaa Abu Bakar, Arba Pramundita Ramadani, Arde Toga Nugraha, Khalijah Awang, Mohammad Tasyriq Che Omar, Unang Supratman, Ezatul Ezleen Kamarulzaman, Mohamad Nurul Azmi Mohamad Taib","doi":"10.2174/0113852728294047240315063815","DOIUrl":"https://doi.org/10.2174/0113852728294047240315063815","url":null,"abstract":": A total of twelve pentacyclic triterpenoid derivatives based on betulin (1) and lupeol (2) scaffolds isolated from Diospyros foxworthyi were hemisynthesized by acylation or acetylation reactions with appropriate acid chloride or acetic anhydride. The structures of the hemisynthesised compounds were characterised by means of FT-IR, 1D- and 2D-NMR, as well as HRMS analysis. These compounds were assayed for in vitro anti-malarial studies by inhibition of β-hematin formation assay with chloroquine as a positive control. Compounds 1d and 2f showed the strongest potential as β-hematin formation inhibitors with IC50 values of 6.66 ± 1.36 and 11.89 ± 0.15 µM, respectively, compared with the positive control (chloroquine; IC50 = 37.50 ± 0.60 µM). In silico molecular docking simulations were performed using AutoDock Vina for compounds 1d and 2f to investigate the binding interactions and free energy of binding (FEB) with the hemozoin supercell crystal structure (CCDC number: XETXUP01). The findings revealed several hydrophobic interaction modes between the 1d, 2f and hemozoin, with calculated FEBs of -8.4 ± 0.2 and -8.9 ± 0.0 kcal mol-1 , indicating strong and favourable interactions.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"50 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-04-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140612219","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 : 2024-04-17DOI: 10.2174/0113852728296619240321060646
Hélène Pellissier
:: The Nazarov reaction involves the cyclization of divinyl ketones into cyclopentenones under the influence of strong acids. The prevalence of five-membered carbocycles in a multitude of natural and bioactive products has triggered an intense development of efficient methods for their construction. In particular, asymmetric versions of the Nazarov reaction are achieved by using either a chiral auxiliary or a chiral catalyst, which can be an organocatalyst, a metal catalyst, or a multicatalytic system. This review aims to update the field of asymmetric Nazarov reactions published in 2017. It is divided into four sections, dealing successively with Nazarov reactions of chiral auxiliaries, organocatalytic enantioselective Nazarov reactions, metal/boron-catalyzed enantioselective Nazarov reactions, and multicatalytic enantioselective Nazarov reactions. Each section of the review is subdivided into simple asymmetric Nazarov reactions and Nazarovbased domino/tandem reactions, which have allowed numerous more complex functionalized chiral molecules to be synthesized in one-pot procedures.
{"title":"Recent Developments in Asymmetric Nazarov Reactions","authors":"Hélène Pellissier","doi":"10.2174/0113852728296619240321060646","DOIUrl":"https://doi.org/10.2174/0113852728296619240321060646","url":null,"abstract":":: The Nazarov reaction involves the cyclization of divinyl ketones into cyclopentenones under the influence of strong acids. The prevalence of five-membered carbocycles in a multitude of natural and bioactive products has triggered an intense development of efficient methods for their construction. In particular, asymmetric versions of the Nazarov reaction are achieved by using either a chiral auxiliary or a chiral catalyst, which can be an organocatalyst, a metal catalyst, or a multicatalytic system. This review aims to update the field of asymmetric Nazarov reactions published in 2017. It is divided into four sections, dealing successively with Nazarov reactions of chiral auxiliaries, organocatalytic enantioselective Nazarov reactions, metal/boron-catalyzed enantioselective Nazarov reactions, and multicatalytic enantioselective Nazarov reactions. Each section of the review is subdivided into simple asymmetric Nazarov reactions and Nazarovbased domino/tandem reactions, which have allowed numerous more complex functionalized chiral molecules to be synthesized in one-pot procedures.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"2012 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-04-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140612263","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 : 2024-04-16DOI: 10.2174/0113852728295316240325041145
Hany M. Abd El-Lateef, Thomas Nady A. Eskander, Mohammad Saleh Hussein Alzubi, Mai M Khalaf, Mahmoud Abd El Aleem Ali Ali El-Remaily
: In the current study, a zinc-linked amino acid complex was successfully synthesized as an efficient and recoverable catalyst for the synthesis of dihydro pyrano thiazole derivatives via the reaction of an aromatic aldehyde with malononitrile and rhodanine in one-pot, three-component reaction under green conditions. The structures of the new compounds were elucidated by elemental and spectral analyses. Environmental friendliness, low cost, operational simplicity, extensive reusability and applicability, and easy recovery of the catalyst using simple methods are the critical features of this methodology. Moreover, a series of dihydro pyrano thiazole derivatives were synthesized. This new procedure has presented remarkable advantages in terms of safety, simplicity, stability, mild conditions, short reaction time, excellent yields, and high purity without using any hazardous solvents.
{"title":"Zn[L-proline]2 as an Efficient Catalyst for the Synthesis of Dihydro Pyrano Thiazole Derivatives via Cycloaddition Reaction in Aqueous Medium","authors":"Hany M. Abd El-Lateef, Thomas Nady A. Eskander, Mohammad Saleh Hussein Alzubi, Mai M Khalaf, Mahmoud Abd El Aleem Ali Ali El-Remaily","doi":"10.2174/0113852728295316240325041145","DOIUrl":"https://doi.org/10.2174/0113852728295316240325041145","url":null,"abstract":": In the current study, a zinc-linked amino acid complex was successfully synthesized as an efficient and recoverable catalyst for the synthesis of dihydro pyrano thiazole derivatives via the reaction of an aromatic aldehyde with malononitrile and rhodanine in one-pot, three-component reaction under green conditions. The structures of the new compounds were elucidated by elemental and spectral analyses. Environmental friendliness, low cost, operational simplicity, extensive reusability and applicability, and easy recovery of the catalyst using simple methods are the critical features of this methodology. Moreover, a series of dihydro pyrano thiazole derivatives were synthesized. This new procedure has presented remarkable advantages in terms of safety, simplicity, stability, mild conditions, short reaction time, excellent yields, and high purity without using any hazardous solvents.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"113 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-04-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140581410","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 : 2024-04-13DOI: 10.2174/0113852728295467240219051245
Mohd Jahir Khan, Abrar Ahmad
: In the present study, an immobilization support, Polyaniline tin oxide nanocomposite (PANI-SnO2- NC) was synthesized by in situ polymerization of aniline and ammonium peroxydisulphate. The prepared nanocomposite was characterized by various state-of-the-art techniques. The average size of native SnO2-NPs and PANI-SnO2-NC was 65±19 nm and 93±15 nm, respectively. An important industrial enzyme, α-amylase from Aspergillus oryzae was immobilized on PANI-SnO2-NC, which retained 87% enzyme activity. The improved stability of the immobilized enzyme was noticed against pH and temperature, as it retained 65% activity at 60 °C while the free enzyme exhibited 41% activity under similar experimental conditions. Moreover, PANI-SnO2- NC-immobilized α-amylase produced starch (26.42 mg mL–1) more efficiently than free enzyme (20.90 mg mL– 1) after 8 h in batch hydrolysis. PANI-SnO2-NC-bound α-amylase exhibited 54% activity after eight repeated uses. Molecular docking analysis of α-amylase with PANI suggested the ligand binding site to be located quite far away from the active site of the enzyme.
{"title":"Improved Stability of Aspergillus oryzae α-Amylase Immobilized on Polyaniline Tin Oxide Nanocomposites","authors":"Mohd Jahir Khan, Abrar Ahmad","doi":"10.2174/0113852728295467240219051245","DOIUrl":"https://doi.org/10.2174/0113852728295467240219051245","url":null,"abstract":": In the present study, an immobilization support, Polyaniline tin oxide nanocomposite (PANI-SnO2- NC) was synthesized by in situ polymerization of aniline and ammonium peroxydisulphate. The prepared nanocomposite was characterized by various state-of-the-art techniques. The average size of native SnO2-NPs and PANI-SnO2-NC was 65±19 nm and 93±15 nm, respectively. An important industrial enzyme, α-amylase from Aspergillus oryzae was immobilized on PANI-SnO2-NC, which retained 87% enzyme activity. The improved stability of the immobilized enzyme was noticed against pH and temperature, as it retained 65% activity at 60 °C while the free enzyme exhibited 41% activity under similar experimental conditions. Moreover, PANI-SnO2- NC-immobilized α-amylase produced starch (26.42 mg mL–1) more efficiently than free enzyme (20.90 mg mL– 1) after 8 h in batch hydrolysis. PANI-SnO2-NC-bound α-amylase exhibited 54% activity after eight repeated uses. Molecular docking analysis of α-amylase with PANI suggested the ligand binding site to be located quite far away from the active site of the enzyme.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"47 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-04-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140581316","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 : 2024-04-09DOI: 10.2174/0113852728292818240301052024
Jacek E. Nycz, Nataliya Karaush-Karmazin, Boris Minaev, Valentina Minaeva, Jan G. Małecki, Maria Książek, Daniel Swoboda, Joachim Kusz
: The quinoline derivatives arouse interest due to their broad spectrum of activity. The phosphorus compounds under investigation, quinolinylphosphonic and -phosphinic acids and aminophenylphosphonic and -phosphinic acids, possess potent bioactive properties, mimicking amino acids, phosphate esters, anhydrides, or carboxylate groups in enzymes. Despite its potential value, there is no reported example of quinolinylphosphonic or - phosphinic acids with phosphonic or phosphinic functional groups connected directly to the benzene ring in quinoline constitution. The selected quinoline derivatives have been synthesized by adopting the Skraup-Doebner-Von Miller reaction. To this end, the syntheses of aminophenylphosphonic and -phosphinic acids were conducted and afforded the target products with high yield. All structures have been proven by the combination of NMR, IR, MS, and HRMS techniques and were rationalized based on DFT calculation. The structures of triphenylphosphane oxide (TPO), diphenylphosphosphinic acid (1c), (tert-butyl)phenylphosphinic acid (1d) and bis(3-nitrophenyl)phosphinic acid (2c) were determined by single-crystal X-ray diffraction measurements. The Hirshfeld surface analyses for 1c, 1d and 2c were performed to analyze the intermolecular interactions in their crystal structures. Rephrase: According to our findings, the presence of numerous intermolecular PO•••H, NO•••H, and CH•••O contacts stabilizes the crystal structures. The NO•••H interactions manifest in the IR spectrum of 2c crystal as a narrow band with a maximum at 3088 cm-1. The PO•••H intermolecular interactions are attributed to a weak experimental band at 1288 cm-1. background: The quinoline derivatives arouse interest due to their broad spectrum of activity. The phosphorus compounds under investigation, such as quinolinylphosphonic or quinolinylphosphinic acids, aminophenylphosphonic or aminophenylphosphinic acids aminophenylphosphonic or aminophenylphosphinic acids, possess potent properties bioactive properties, mimicking amino acids, phosphate esters, anhydrides, or carboxylate groups in enzymes. Despite its potential value, there is no reported example of quinolinylphosphonic and quinolinylphosphinic acids with phosphonic and phosphinic functional groups directly connected to the benzene ring in quinoline constitution to the best of our knowledge, according to literature data. objective: Syntheses and spectroscopic characterization of selected methyl quinolinylphosphonic and quinolinylphosphinic acids, rationalized based on DFT calculation method: All the structures have been proven by the combination of NMR, IR, MS, and HRMS and rationalized based on DFT calculation. The structures of triphenylphosphane oxide (TPO), diphenylphosphosphinic acid (1c), (tert-butyl)phenylphosphinic acid (1d) and bis(3-nitrophenyl)phosphinic acid (2c) were determined by single-crystal X-ray diffraction measurements.
{"title":"Syntheses and Spectroscopic Characterization of Selected Methyl Quinolinylphosphonic and Quinolinylphosphinic Acids; Rationalized Based on DFT calculation","authors":"Jacek E. Nycz, Nataliya Karaush-Karmazin, Boris Minaev, Valentina Minaeva, Jan G. Małecki, Maria Książek, Daniel Swoboda, Joachim Kusz","doi":"10.2174/0113852728292818240301052024","DOIUrl":"https://doi.org/10.2174/0113852728292818240301052024","url":null,"abstract":": The quinoline derivatives arouse interest due to their broad spectrum of activity. The phosphorus compounds under investigation, quinolinylphosphonic and -phosphinic acids and aminophenylphosphonic and -phosphinic acids, possess potent bioactive properties, mimicking amino acids, phosphate esters, anhydrides, or carboxylate groups in enzymes. Despite its potential value, there is no reported example of quinolinylphosphonic or - phosphinic acids with phosphonic or phosphinic functional groups connected directly to the benzene ring in quinoline constitution. The selected quinoline derivatives have been synthesized by adopting the Skraup-Doebner-Von Miller reaction. To this end, the syntheses of aminophenylphosphonic and -phosphinic acids were conducted and afforded the target products with high yield. All structures have been proven by the combination of NMR, IR, MS, and HRMS techniques and were rationalized based on DFT calculation. The structures of triphenylphosphane oxide (TPO), diphenylphosphosphinic acid (1c), (tert-butyl)phenylphosphinic acid (1d) and bis(3-nitrophenyl)phosphinic acid (2c) were determined by single-crystal X-ray diffraction measurements. The Hirshfeld surface analyses for 1c, 1d and 2c were performed to analyze the intermolecular interactions in their crystal structures. Rephrase: According to our findings, the presence of numerous intermolecular PO•••H, NO•••H, and CH•••O contacts stabilizes the crystal structures. The NO•••H interactions manifest in the IR spectrum of 2c crystal as a narrow band with a maximum at 3088 cm-1. The PO•••H intermolecular interactions are attributed to a weak experimental band at 1288 cm-1. background: The quinoline derivatives arouse interest due to their broad spectrum of activity. The phosphorus compounds under investigation, such as quinolinylphosphonic or quinolinylphosphinic acids, aminophenylphosphonic or aminophenylphosphinic acids aminophenylphosphonic or aminophenylphosphinic acids, possess potent properties bioactive properties, mimicking amino acids, phosphate esters, anhydrides, or carboxylate groups in enzymes. Despite its potential value, there is no reported example of quinolinylphosphonic and quinolinylphosphinic acids with phosphonic and phosphinic functional groups directly connected to the benzene ring in quinoline constitution to the best of our knowledge, according to literature data. objective: Syntheses and spectroscopic characterization of selected methyl quinolinylphosphonic and quinolinylphosphinic acids, rationalized based on DFT calculation method: All the structures have been proven by the combination of NMR, IR, MS, and HRMS and rationalized based on DFT calculation. The structures of triphenylphosphane oxide (TPO), diphenylphosphosphinic acid (1c), (tert-butyl)phenylphosphinic acid (1d) and bis(3-nitrophenyl)phosphinic acid (2c) were determined by single-crystal X-ray diffraction measurements.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"34 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-04-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140581531","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 : 2024-04-09DOI: 10.2174/0113852728295396240314054651
Irina V. Sterkhova, Lidiya N. Parshina, Lyudmila A. Grishchenko, Tatyana N. Borodina, Lyudmila A. Belovezhets, Valentin A. Semenov
: Complexes of cobalt(II) chloride with 1-propargylimidazole, 1-propargyl-2-methylimidazole, and 1- propargylbenzimidazole ligands were synthesized and studied by FTIR spectroscopy and X-ray analysis. According to the X-ray analysis, the crystal molecules of compounds were connected by non-covalent interactions, such as halogen bonds and π-stacking. The nature and energy of coordination metal-ligand and noncovalent bonds for structures under study were estimated in the frame of QTAIM (Quantum Theory “Atoms In Molecules”). The antimicrobial activity of obtained cobalt(II) chloride complexes was evaluated in relation to microorganisms, E. durans, B. subtilis, and E. coli. Complexes of 1-propargyl-2-methylimidazole and 1- propargylbenzimidazole with cobalt(II) chloride demonstrated high activity against E. coli and E. durans relatively and could be recommended as antimicrobial drugs.
:合成了氯化钴（II）与 1-丙炔基咪唑、1-丙炔基-2-甲基咪唑和 1-丙炔基苯并咪唑配体的配合物，并通过傅立叶变换红外光谱和 X 射线分析进行了研究。根据 X 射线分析，化合物的晶体分子通过卤素键和π堆叠等非共价相互作用连接在一起。在 QTAIM（"原子在分子中 "量子理论）的框架内，对所研究结构的金属配位键和非共价键的性质和能量进行了估算。对所获得的氯化钴（II）络合物的抗菌活性进行了评估，这些络合物与微生物（杜氏大肠杆菌、枯草杆菌和大肠杆菌）有关。1- 丙炔基-2-甲基咪唑和 1- 丙炔基苯并咪唑与氯化钴（II）的络合物对大肠杆菌和杜兰氏菌表现出较高的活性，可推荐用作抗菌药物。
{"title":"Synthesis, Structure, and Antimicrobial Properties of New Cobalt(II) Complexes with 1-Propargylimidazoles","authors":"Irina V. Sterkhova, Lidiya N. Parshina, Lyudmila A. Grishchenko, Tatyana N. Borodina, Lyudmila A. Belovezhets, Valentin A. Semenov","doi":"10.2174/0113852728295396240314054651","DOIUrl":"https://doi.org/10.2174/0113852728295396240314054651","url":null,"abstract":": Complexes of cobalt(II) chloride with 1-propargylimidazole, 1-propargyl-2-methylimidazole, and 1- propargylbenzimidazole ligands were synthesized and studied by FTIR spectroscopy and X-ray analysis. According to the X-ray analysis, the crystal molecules of compounds were connected by non-covalent interactions, such as halogen bonds and π-stacking. The nature and energy of coordination metal-ligand and noncovalent bonds for structures under study were estimated in the frame of QTAIM (Quantum Theory “Atoms In Molecules”). The antimicrobial activity of obtained cobalt(II) chloride complexes was evaluated in relation to microorganisms, E. durans, B. subtilis, and E. coli. Complexes of 1-propargyl-2-methylimidazole and 1- propargylbenzimidazole with cobalt(II) chloride demonstrated high activity against E. coli and E. durans relatively and could be recommended as antimicrobial drugs.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"14 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-04-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140581030","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}
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