Current organic synthesis最新文献

{"title":"Synthesis of Some Thiazolyl and Oxazolyl Quinazoline Derivatives as Potential Anti-Microbial Agents.","authors":"Krishana Kumar Sharma, Gandharve Kumar, Shoma Devi, Gajendra Kumar","doi":"10.2174/0115701794320263240918115444","DOIUrl":"https://doi.org/10.2174/0115701794320263240918115444","url":null,"abstract":"<p><strong>Introduction: </strong>Quinazoline holds significant importance in pharmaceutical chemistry, which is included in a range of drugs, clinical contenders, and bioactive compounds. N-contain-ing heterocyclic compounds of quinazoline have a wide and distinct range of biopharmaceutical activities.</p><p><strong>Methods: </strong>A series of newly synthesized heterocyclic compounds, namely, N-(4-substituted ben-zylidene)-2-(2-aminothiazol-4-yl)-6-methylquinazolin-3(4H)-amines (3a'-3e') and N-(4-substi-tuted benzylidene)-2-(2-aminooxazol-4-yl)-6-methylquinazolin-3(4H)-amines (3a-3e), were synthesized starting from 6-methylquinazolin-3(4H)-amine and 4-substituted benzaldehyde and their antibacterial and antifungal properties were evaluated. Moreover, they were compared with the well-known drugs Imipenem (as an antibacterial agent) and Miconazole (as an antifungal).</p><p><strong>Results: </strong>Compound 3c' exhibited higher potential activity compared to newly synthesized other compounds and standard drugs when tested against the microorganism.</p><p><strong>Conclusion: </strong>The structure of substances was determined through elemental analysis (C.H.N.) and various spectroscopic technique (1H NMR, 13C NMR, IR, and GCMS).</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":" ","pages":""},"PeriodicalIF":1.7,"publicationDate":"2025-01-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143022646","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}

{"title":"Cu@DPP-SPION: A Novel and Versatile Catalyst for the Synthesis of Thioxo-Tetrahydropyrimidine Derivatives under Mild Reaction Conditions.","authors":"Nastaran Ghasemi, Shahram Moradi, Mohammad Mahdavi, Aida Iraji","doi":"10.2174/0115701794339302241011113823","DOIUrl":"https://doi.org/10.2174/0115701794339302241011113823","url":null,"abstract":"<p><strong>Introduction: </strong>The development of efficient and sustainable catalytic methodolo-gies has garnered considerable attention in contemporary organic synthesis.</p><p><strong>Methods: </strong>Herein, we present a novel approach employing the Cu@DPP-SPION catalyst for the synthesis of ethyl 4-(aryl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate derivatives. This versatile catalytic system incorporates copper nanoparticles supported on 4-(1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)benzoic acid-functionalized superparamagnetic iron oxide nanoparticles (SPIONs). The catalyst was meticulously characterized through scanning electron microscopy (SEM), transmission electron microscopy (TEM), dynamic light scattering (DLS), Fourier-transform infrared spectroscopy (FTIR), energy dispersive spectroscopy (EDS), and inductively coupled plasma (ICP) analysis. The catalytic process, exemplified by the synthesis of heterocyclic compounds, demonstrated high isolated yields, attesting to the robust performance of the catalyst.</p><p><strong>Results: </strong>Furthermore, the reusability of the catalyst was validated through five consecutive reactions without a notable decrease in yield, while structural stability was confirmed by SEM analysis. The methodology combines green reaction conditions, room temperature operation, and facile magnetic catalyst separation, underscoring its potential for sustainable synthesis.</p><p><strong>Conclusion: </strong>This work highlights the promise of the Cu@DPP-SPION catalyst as an innova-tive tool in heterogeneous catalysis and its role in advancing efficient and environmentally conscious synthetic methodologies.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":" ","pages":""},"PeriodicalIF":1.7,"publicationDate":"2025-01-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143001826","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}

{"title":"Synthesis, Molecular Docking, Antimicrobial, and Antioxidant Evaluation of Novel Dithiazole and Thiazole Derivatives.","authors":"Rizk E Khidre, Eman Sabry, Ashraf A Sediek, Ahmed F El-Sayed","doi":"10.2174/0115701794334314241212114056","DOIUrl":"https://doi.org/10.2174/0115701794334314241212114056","url":null,"abstract":"<p><strong>Introduction: </strong>An efficient procedure was reported for the synthesis of novel hybrid dithiazoles 7 and thiazoles 15, in good yields, by applying hydrazonyl chlorides 4 with thiocarbohydrazone derivatives 3 and 12.</p><p><strong>Methods: </strong>The thiazole derivatives were evaluated for their antimicrobial and antioxidant activities.</p><p><strong>Results: </strong>According to the results, thiazoles revealed marked potency as antimicrobial and antioxidant agents. Thus, 7a's DPPH radical scavenging activity was excellent (38.19±0.33 and 14.37±0.4) at concentrations of 2.0 and 1.0 mg/mL, respectively. In addition, compound 3 exhibited activity against all bacterial strains tested, as evidenced by inhibition zones measuring that ranged from 8.5±0.43 mm for E. faecalis to 16.5±0.43 mm for S. mutans.</p><p><strong>Conclusion: </strong>The MIC results showed that compound 3 was effective against E. coli, S. aureus, E. faecalis, P. aeruginosa, and S. mutans at concentrations of 1.0, 1.0, 2.0, 1.0, and 1.0 mg/mL, respectively. Furthermore, molecular docking has shown lower binding energy with different types of interactions at the active sites of Dihydropteroate synthase, Sortase A, LasR, and penicillin-binding protein pockets, indicating that these compounds could inhibit the enzyme and cause promising antimicrobial effects.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":" ","pages":""},"PeriodicalIF":1.7,"publicationDate":"2025-01-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143022649","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}

{"title":"Recent Advances in Diversity-Oriented Synthesis of N-containing Organic Molecules Through Carbodiimide-based Reactions.","authors":"Fahimeh Abedinifar, Azadeh Fakhrioliaei, Ahmad Nazarian, Bagher Larijani, Mohammad Mahdavi","doi":"10.2174/0115701794353545241204060251","DOIUrl":"https://doi.org/10.2174/0115701794353545241204060251","url":null,"abstract":"<p><p>Carbodiimides (R-N=C=N-R) are well-known intermediates for the preparation of a variety of N-containing compounds, including heterocycles and amide linkages. Be-cause of their high reactivity and easy availability, carbodiimides have been broadly used as building blocks in the synthesis of structurally complex and diverse heterocyclic com-pounds in multi-component reactions (MCRs). Recent advances in diversity-oriented syn-thesis with carbodiimide-based MCRs are discussed in this minireview and are classified into different sections based on the key transformation involved in the reactions, such as heteroannulation and nucleophilic addition reactions which containing metal-catalyzed re-actions, multi-component reactions, and catalyst-free reactions subsections.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":" ","pages":""},"PeriodicalIF":1.7,"publicationDate":"2025-01-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142982647","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}

{"title":"Ultrasound-assisted and Efficient Multicomponent Synthesis of 4H-Pyran Derivatives catalyzed by LiOH.H2O in Water.","authors":"Nihel Masmoudi, Manef Chtourou","doi":"10.2174/0115701794351667241112071850","DOIUrl":"https://doi.org/10.2174/0115701794351667241112071850","url":null,"abstract":"<p><strong>Aim and objective: </strong>It is well established that 4H-pyran derivatives hold a significant position in synthetic organic chemistry due to their diverse biological and pharmacological properties. This work aims to introduce a novel synthetic pathway for highly functionalized 4H-pyran derivatives, achieved through a 1,4-Michael addition followed by a cascade cyclization. This reaction is catalyzed by LiOH·H2O under ultrasonic irradiation in water, offering an efficient and environmentally friendly approach.</p><p><strong>Materials and methods: </strong>In this study, lithium hydroxide monohydrate (LiOH·H2O) was used as the catalyst. To explore environmentally friendly methods, two novel approaches utilizing pure water were investigated (Method 1 and Method 2). The first method in-volves the use of alkylidene reagents malononitrile and ethyl acetoacetate in an aqueous medium. The second method features a multi-component cyclocondensation of aromatic aldehydes, malononitrile, and ethyl acetoacetate, activated by ultrasound waves and conducted in pure water. The impact of various substituents on the formation of 4H-pyrans, including both electron-poor and electron-rich aromatic aldehydes, was also evaluated.</p><p><strong>Results: </strong>Most products were obtained in high yield and as very pure crystals with distinct colors. Generally, aromatic aldehydes with electron-withdrawing groups (Cl) exhibited greater reactivity than those with electron-donating groups (OMe). This trend is clearly demonstrated when comparing entries 3 and 4 with entries 5 and 6 in Tables 1-6.</p><p><strong>Conclusion: </strong>Compared to other procedures, this method is simple, fast, eco-compatible since it uses water as a solvent. In addition, the products are obtained in good yields in the pure state after simple recrystallization without the need for other purification techniques, such as column chromatography. These factors make this novel approach highly attractive for the synthesis of 4H-pyrans.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":" ","pages":""},"PeriodicalIF":1.7,"publicationDate":"2025-01-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142982651","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}

{"title":"Synthesis, Characterization, and Docking Studies of 1,4-dien as a Potential Impurity in Bimatoprost Drug.","authors":"Nagarjuna Reddy Guttikonda, Muvvala Venkatanarayana, Sharath Babu Haridasyam","doi":"10.2174/0115701794327619240924100026","DOIUrl":"https://doi.org/10.2174/0115701794327619240924100026","url":null,"abstract":"<p><strong>Introduction: </strong>The origin, synthesis, characterization and docking studies of (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((R,1E,4E)-3-hydroxy-5-phenylpenta-1,4-dien-1-yl)cyclopentyl)-N-ethylhept-5-enamide, an impurity generated in the preparation of an anti-glaucoma agent-Bimatoprost has been described.</p><p><strong>Methods: </strong>This impurity was controlled by employing 30% Pd/C, and the impurity level was brought to the permissible level, i.e., 0.03% (ICH guidelines) in the final drug preparation of Bimatoprost.</p><p><strong>Results: </strong>Finally, induced-fit docking calculations were performed to theoretically evaluate the binding efficiencies of these inhibitors in the crystal structure of Prostaglandin F syn-thase (PGFS).</p><p><strong>Conclusion: </strong>There are negligible differences in RMSD and docking scores between the two ligands, which amount to only 0.18 Å and 0.313 kcal/mol, respectively. These findings strongly indicate that both ligands are likely to exhibit similar biological functions and effi-ciencies.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":" ","pages":""},"PeriodicalIF":1.7,"publicationDate":"2025-01-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142978024","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}

{"title":"Benzimidazole-phenoxy-1,2,3-triazole-benzyl Derivatives as the New Potent α-glucosidase Inhibitors: Design, Synthesis, In Vitro, and In Silico Biological Evaluations.","authors":"Arash Soltani, Hadi Shirzad, Mohammad Panji, Elahe Motevaseli, Seyyed Amin Mousavinezhad, Saeed Kalbasi","doi":"10.2174/0115701794335556241209175911","DOIUrl":"https://doi.org/10.2174/0115701794335556241209175911","url":null,"abstract":"<p><strong>Background: </strong>α-Glucosidase inhibitors play an important role in the treatment of type 2 diabetes mellitus. Inhibitors of the latter enzyme that are available on the market created gastrointestinal side effects and achieve to a high potent and low side effect potent α-glucosidase inhibitors is a valuable target for medicinal chemists.</p><p><strong>Objective: </strong>In this study, derivatives of benzimidazole-phenoxy-1,2,3-triazole-benzyl skeleton were introduced as new α-glucosidase inhibitors.</p><p><strong>Methods: </strong>Twelve derivatives 8a-l of target scaffold were synthesized via simple chemical re-actions with a yield between 65 and 88%. The in vitro α-glucosidase inhibition activities of these compounds was evaluated against yeast form of this enzyme. After the determination of most potent compound, the interaction of this compound with α-glucosidase was evaluated in vitro by kinetic study and in silico by docking study. Drug-likeness, pharmacokinetics, and toxicity profiles of the most potent compound were predicted by an online software.</p><p><strong>Results: </strong>Anti-α-glucosidase assay demonstrated that all synthesized derivatives 8a-l were more potent that standard inhibitor acarbose. Representatively, 2-(4-((1-benzyl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)-1H-benzo[d]imidazole (compound 8a) as the most potent derivative was 150-times more potent than positive control. Kinetic study of compound 8a revealed that this compound is an uncompetitive inhibitor against α-glucosidase. Furthermore, molecular docking study showed that compound 8a with favorable binding energy attached to important residues in the α-glucosidase active site. This compound also can be an oral drug with favorable toxicity profile.</p><p><strong>Conclusion: </strong>Benzimidazole-phenoxy-1,2,3-triazole-benzyl derivatives 8a-l synthesized and evaluated for anti-α-glucosidase activity. All these compounds were excellent α-glucosidase inhibitor, and compound 8a demonstrated the most significant inhibition effect when com-pared with positive control.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":" ","pages":""},"PeriodicalIF":1.7,"publicationDate":"2025-01-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143022553","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}

{"title":"Spectral Graph Theory in Chemical Sciences.","authors":"Jia Bao Liu","doi":"10.2174/157017942202241030123611","DOIUrl":"https://doi.org/10.2174/157017942202241030123611","url":null,"abstract":"","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":"22 2","pages":"vii"},"PeriodicalIF":1.7,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143440175","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}

{"title":"A Review of the Synthesis of Oxazoline Derivatives.","authors":"Cynthia Nathalia Pereira, Amanda Cristina Cruz Eschholz, Maurício Silva Dos Santos","doi":"10.2174/0115701794283180231228075225","DOIUrl":"10.2174/0115701794283180231228075225","url":null,"abstract":"<p><p>Oxazolines are important heterocyclic systems due to their biological activities, such as antibacterial, antimalarial, anticancer, antiviral, anti-inflammatory, antifungal, antipyretic, and antileishmanial. They have been widely applied as chiral auxiliaries, polymers, catalysts, protecting groups, building blocks, and ligands in asymmetric synthesis. Due to their importance, many synthetic routes to prepare oxazoline moieties have been investigated and developed by researchers around the world. In this review, we summarized several synthetic methodologies published in the literature. The main substrates are nitriles, carboxylic acids, and acid derivatives, which react with a variety of reactants under conventional heating, microwave irradiation or ultrasound irradiation conditions. Syntheses via intramolecular cyclisation from amides have also been reported. Many publications have highlighted procedures based on solvent-free conditions using eco-friendly, reusable, and easy-availability catalysts.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":" ","pages":"184-197"},"PeriodicalIF":1.7,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139477547","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}

{"title":"Rapid Detection of Soil Available Phosphorus using Capacitively Coupled Contactless Conductivity Detection.","authors":"Jun Gao, Wei Li, Jiaoe Li, Rujing Wang","doi":"10.2174/0115701794295930240902050855","DOIUrl":"https://doi.org/10.2174/0115701794295930240902050855","url":null,"abstract":"<p><strong>Background: </strong>In China, the traditional method for analyzing soil available phosphorus is inadequate for large-scale soil assessment and nationwide soil formulation demands. To address this, we propose a rapid and reliable method for soil-available phosphorus detection. The setup includes an on-site rapid pre-treatment device, a non-contact conductivity detection device, and a capillary electrophoresis buffer solution system composed of glacial acetic acid and hydroxypropyl-β-cyclodextrin.</p><p><strong>Methods: </strong>The on-site rapid pre-treatment process includes fresh soil moisture content detection (moisture rapid detector), weighing (handheld weighing meter), stirring (handheld rapid stirrer), and filtration (soil rapid filter) to obtain the liquid sample, and direct injection (capillary electrophoresis detector). The phosphate ion detection parameters include capillary size, separation voltage, injection parameters, and electric injection. We used Liaoning brown soil, Henan yellow tidal soil, Heilongjiang black soil, and Anhui tidal soil as standard samples. Additionally, we used mathematical modeling methods and machine learning algorithms to analyze and process research data.</p><p><strong>Results and conclusion: </strong>Following calibration with standard samples, the experimental blind test samples demonstrated conformity with the national standard method, exhibiting a relative standard deviation of less than 3%. The proposed pre-treatment device and non-contact conductivity detector are powered by lithium-ion batteries, rendering them ideal for extended field operations. The non-contact conductivity detector obviates the need for direct contact with test samples, mitigating environmental pollution. Furthermore, the neural network model exhibited the highest level of goodness of fit in chemical data analysis.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":"22 2","pages":"169-183"},"PeriodicalIF":1.7,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143440172","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}