Synthetic Communications最新文献

{"title":"Molecular hybrids integrated with coumarin and oxazepane: Synthesis, biological evaluation, ADME studies and molecular docking","authors":"Dipen Panchani (Methodology Writing – original draft) ,&nbsp;Tirth Harikrishna Thaker (Conceptualization Investigation Project administration Supervision Visualization Writing – review & editing) ,&nbsp;Pratiksha Nigutkar (Methodology) ,&nbsp;Srujal Sonera (Data curation Visualization)","doi":"10.1080/00397911.2026.2636915","DOIUrl":"10.1080/00397911.2026.2636915","url":null,"abstract":"<div><div>Novel coumarin-oxazepane hybrids <strong>3a–b</strong>, <strong>4a–b</strong>, <strong>5a–b</strong> have been synthesized via a cycloaddition reaction strategy. The newly synthesized compound was confirmed based on ¹H NMR, Mass and IR spectroscopic analysis techniques. Further, titled compounds were subjected to <em>in vitro</em> anti-microbial screening against various bacterial strains, such as <em>Pseudomonas aeruginosa, Escherichia coli, Staphylococcus aureus and Bacillus subtilis</em>. Among these, all compounds were found to be most active, equally potent against <em>Escherichia coli</em> and <em>Staphylococcus aureus</em> as compared to the standard drug penicillin. Each compound has a bioavailability score of 55% and a pain assay score of zero, complies with Lipinski’s rule of five, and has high gastrointestinal (GI) absorption. Compounds 5a and 5b show the best docking scores with (PDB IDs: 3ERD and 2DXT), ranging from −10.1 to −10.5 kcalmol⁻¹ compared to standard Warfarin and Adriamycin and potency against HL-60 and MCF-7 cell lines in vitro.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 6","pages":"Pages 459-474"},"PeriodicalIF":1.8,"publicationDate":"2026-03-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147553713","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}

{"title":"Multifunctional metal complexes with mixed ligands: Synthesis, computational insights, and antimicrobial potential","authors":"Amitkumar Bodar (Formal analysis Funding acquisition) ,&nbsp;Jignasa Parmar (Validation Visualization) ,&nbsp;Darshan Jani (Conceptualization Investigation) ,&nbsp;Bansuri Nandaniya (Methodology Software) ,&nbsp;Chintan Somaiya (Resources Validation)","doi":"10.1080/00397911.2026.2643897","DOIUrl":"10.1080/00397911.2026.2643897","url":null,"abstract":"<div><div>In order to create novel mixed ligand transition metal-based coordination compounds, several 2-hydroxy-benzaldehyde derivatives interacted with Schiff bases based on the sulfa drug. The spectroscopic properties and antibacterial properties of the generated compounds and their coordination compounds were studied in detail. The ligands were structurally characterized using ¹H-NMR, IR, mass spectrometry, UV-Vis spectroscopy, and elemental analysis, while the coordination compound’s structure was verified by IR, UV-Visible, and FAB mass spectroscopy. In vitro studies were conducted to assess the effectiveness of the ligands and coordination compounds against Gramme + ve bacteria (<em>B. subtilis</em>, <em>S. epidermidis</em>), Gramme -ve bacteria (<em>E. coli</em>, <em>P. aeruginosa</em>), and fungus (<em>A. niger</em>). The findings highlight the potential of coordination compounds based on transition metals and the necessity for more study in this field.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 6","pages":"Pages 484-495"},"PeriodicalIF":1.8,"publicationDate":"2026-03-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147553715","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}

{"title":"Novel, efficient, and alternative synthesis of a dual endothelin receptor antagonist – macitentan","authors":"Naresh Reddy Kanakanolla (Conceptualization Data curation Formal analysis Investigation Methodology Resources Writing – original draft) ,&nbsp;Anil Kumar Mardhanpally (Conceptualization Formal analysis Methodology Supervision Writing – original draft) ,&nbsp;Subbanarasimhulu Porala (Data curation) ,&nbsp;Naresh Kumar Reddy Kondampally (Data curation) ,&nbsp;Chandrasekhar Byravakunta (Data curation) ,&nbsp;Pavan Kumar Reddy Bandla (Data curation) ,&nbsp;Anil Kumar Bojja (Writing – review & editing)","doi":"10.1080/00397911.2026.2636916","DOIUrl":"10.1080/00397911.2026.2636916","url":null,"abstract":"<div><div>A concise and efficient synthetic route to Macitentan (<strong>1</strong>), a potent endothelin receptor antagonist, has been developed. The strategy involves mono mesylation of 5-(4-bromophenyl) pyrimidine-4,6-diol (<strong>2</strong>), followed by <em>O</em>-alkylation with <em>O</em>-substituted ethylene chloride (<strong>13</strong>) to generate a key novel intermediate <strong>14</strong>, which is on nucleophilic substitution with <em>n</em>-propyl sulfamide (<strong>15</strong>), furnishes macitentan, effectively suppressing the generation of the highly potent disubstitution product. This approach involves the key novel intermediates, hydroxy <em>O</em>-mesyl (<strong>11</strong>), <em>O</em>-substituted ethylene chloride (<strong>13</strong>), and <em>O</em>-mesyl ethoxy pyrimidine (<strong>14</strong>). This approach enables complete control over disubstitution product formation, resulting in a significant improvement in overall yield (73%). The developed process offers operational simplicity and scalability, making it suitable for commercial manufacturing of macitentan.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 6","pages":"Pages 451-458"},"PeriodicalIF":1.8,"publicationDate":"2026-03-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147553712","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}

{"title":"Iridium-mediated N–H alkylation of pyrrolo[2,3-d] pyrimidines with trifluoromethylcyclo[1.1.1]pentylthianthrenium salts","authors":"Bin Liu (Investigation Methodology Writing – original draft) ,&nbsp;Jiangrong Wang (Investigation Methodology Writing – original draft) ,&nbsp;Jiaqi Tong (Investigation) ,&nbsp;Xingxian Zhang (Conceptualization Funding acquisition Project administration Supervision Writing – review & editing)","doi":"10.1080/00397911.2026.2633767","DOIUrl":"10.1080/00397911.2026.2633767","url":null,"abstract":"<div><div>A variety of novel CF₃BCP-substituted pyrrolo[2,3-<em>d</em>]pyrimidine derivatives was synthesized <em>via</em> visible light-induced Iridium-catalyzed N–H alkylation using CF₃BCP^-TT⁺ salt as the alkylating reagent in moderate to good yields under mild reaction conditions. This protocol provides a practical and effective strategy for the functional modification of pyrrolo[2,3-<em>d</em>]pyrimidines scaffold for the further biological evaluation.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 6","pages":"Pages 475-483"},"PeriodicalIF":1.8,"publicationDate":"2026-03-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147553714","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}

{"title":"Recent advances for the synthesis of dihydropyrimidines through Biginelli-like reactions based on in situ prepared aldehydes","authors":"Samir Y. Abbas (Data curation Investigation Project administration Supervision Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2619481","DOIUrl":"10.1080/00397911.2026.2619481","url":null,"abstract":"<div><div>Dihydropyrimidinones have a variety of pharmacological and ­therapeutic uses. The Biginelli reaction is the cyclocondensation of aldehydes, urea, and acetoacetic ester that produces 3,4-dihydropyrimidine-2-ones. Because of the substantial biological and pharmacological benefits of dihydropyrimidinones, the Biginelli reaction has consistently received attention. The dihydropyrimidines were synthesized <em>via</em> modification of classical Biginelli substrates using aldehyde alternatives. The alcohols, halogenated and methyl arenes, are inexpensive and abundant in nature. Therefore, the alcohols, halogenated and methyl arenes, were used as surrogates of aldehydes in the environmentally friendly production of dihydropyrimidines. So, the topic of this review is the synthesizing of dihydropyrimidines using a Biginelli-like reaction based on <em>in situ</em>-prepared aldehydes and urea/thiourea.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 6","pages":"Pages 437-450"},"PeriodicalIF":1.8,"publicationDate":"2026-03-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147553716","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}

{"title":"Ludwig Knorr’s synthesis: Advances in heterocyclic synthesis of quinoline, quinolone, pyrazole, and pyrrole derivatives","authors":"Siddharth (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Validation Writing – original draft Writing – review & editing) ,&nbsp; Salahuddin (Conceptualization Formal analysis Supervision) ,&nbsp; Siddhant (Data curation Software Writing – review & editing) ,&nbsp;Avijit Mazumder (Supervision Validation) ,&nbsp;Rajnish Kumar (Formal analysis Validation) ,&nbsp;Divya Pratap Rav (Data curation Software) ,&nbsp;Mohammad Shahar Yar (Methodology Visualization) ,&nbsp;Mohamed Jawed Ahsan (Data curation Formal analysis)","doi":"10.1080/00397911.2026.2616658","DOIUrl":"10.1080/00397911.2026.2616658","url":null,"abstract":"<div><div>Ludwig Knorr’s synthetic achievements in the 1880s laid the groundwork for seminal strategies in building heterocycles, including quinolines, quinolone, pyrazoles, and pyrroles. This review describes his seminal contributions and contemporary developments that build upon them. The Knorr quinoline formation, whereby β-ketoanilides are converted into quinolines, permitted access to a wide range of bioactive derivatives, e.g., diplamine. Extensions of Knorr cyclization to quinolone chemistry have given rise to new triones and 1,8-diazaanthraquinones. His acid-catalyzed hydrazine–1,3-dicarbonyl condensation set the standard for pyrazole synthesis, now optimized for regioselective, “one-pot” approaches. Likewise, the Knorr and Paal–Knorr syntheses of pyrrole remain highly versatile, and recent microwave-assisted implementations enhance efficiency and sustainability. By incorporating historical context with recent advances, this volume highlights Knorr’s enduring influence on heterocyclic chemistry and its significance in contemporary drug discovery and materials science.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 5","pages":"Pages 337-364"},"PeriodicalIF":1.8,"publicationDate":"2026-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147418041","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}

{"title":"Double arylation of vinyl allene skeleton in AlCl3-promoted transformation of (5-methylhexa-1,3,4-trien-3-yl)diphenylphosphine oxide in benzene","authors":"Alexander S. Bogachenkov (Conceptualization Investigation Supervision Writing – review & editing) ,&nbsp;Andrey S. Smirnov (Investigation Writing – original draft) ,&nbsp;Victoria V. Abzianidze (Investigation Writing – original draft)","doi":"10.1080/00397911.2026.2630341","DOIUrl":"10.1080/00397911.2026.2630341","url":null,"abstract":"<div><div>The transformations of allenyl(diphenyl)phosphine oxide with a vinyl group at the α-carbon atom - (5-methylhexa-1,3,4-trien-3-yl)diphenylphosphine oxide <strong>1</strong> - were studied in the presence of Brønsted acids (TfOH, H₂SO₄, and HCl/dioxane), as well as in the presence of some Lewis acids - BF₃·Et₂O and AlCl₃ in dichloromethane, and AlCl₃ in benzene. It was found that if benzene was used as a solvent, the products of the double arylation could be isolated as two diastereomers in a 1/1 ratio in 73% overall yield.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 5","pages":"Pages 428-436"},"PeriodicalIF":1.8,"publicationDate":"2026-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147418042","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}

{"title":"Investigation of heterocycle-fused 2,5-dihydro-1H-benzo[b][1,4]diazepine conjugate as potential anti-cancer agents: Design, synthesis and in silico docking activity","authors":"Miral Vora (Conceptualization Data curation Resources Supervision Writing – review & editing) ,&nbsp;Dhruv P. Gosai (Methodology Software Validation) ,&nbsp;Tirth K. Dhobi (Formal analysis) ,&nbsp;Nikita J. Patel (Writing – review & editing) ,&nbsp;Parth Thakor (Data curation Methodology Resources) ,&nbsp;Anjali B. Thakkar (Data curation Formal analysis Validation) ,&nbsp;Janki V. Rojmala (Writing – review & editing) ,&nbsp;Bhargav N. Waghela (Formal analysis Supervision Validation)","doi":"10.1080/00397911.2026.2625740","DOIUrl":"10.1080/00397911.2026.2625740","url":null,"abstract":"<div><div>The evolution of novel anti-cancer agents continues to be a critical focus of research, aiming to improve therapeutic efficacy and address the growing challenges in cancer treatment. In this work, a novel series of 2,5-dihydro-1H-benzo[b][1,4^]diazepine-3-carboxylate derivatives (4a–4e) were synthesized by condensation of o-phenylenediamine, ethyl acetoacetate, and different substituted aryl aldehydes via a convenient one-pot, multicomponent, under catalytic and solvent free condition synthetic protocol. The synthesized benzo[b][1,4]diazepine compounds were characterized for their elemental analysis, ¹H NMR, ¹³C NMR, FT-IR spectroscopy, mass spectroscopy and UV-visible spectroscopy. Anti-cancer activity of synthesized compounds was evaluated on lung cancer cell line (A549) by MTT assay. The synthesized compounds showed promising cytotoxic effects with IC₅₀ values ranging from 16.89 ± 0.01 µg/mL to 37.22 ± 0.07 µg/mL. Notably, compound 4a and 4e are comparable with standard drug such as cisplatin (15.49 µg/mL), carboplatin (&gt; 111.37 µg/mL), Methotrexate (11.82 ± 1.22 µg/mL) and oxaliplatin (22.66 µg/mL). In molecular docking (PDB ID: 5GWK), as a human topoisomerase IIα in complex with DNA and etoposide analysis, intercalative between protein-DNA base pairs contacts to protein residues. The docking scores of compounds ranged from −8.4 to −9.5 kcalmol⁻¹_, comparable with etoposide standard drug binding energy is −12.2 kcalmol⁻¹. <em>In silico</em> pharmacokinetic parameters have been used for the drug-likeness and bioactive potential of compounds (4a-4e). The consequences mention that these benzo[b][1, 4]diazepine conjugates hold important possible as novel anti-cancer agents, particularly in A549 cell-line. Anti-bacterial activity of compounds has screened against Gram-positive and Gram-negative bacteria and compound 4a and 4e have been exhibited higher Minimum Inhibitory Concentration (MIC) value as compare to other compounds (4b, 4c and 4d).</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 5","pages":"Pages 365-381"},"PeriodicalIF":1.8,"publicationDate":"2026-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147418191","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}

{"title":"Green synthesis, ADME and docking studies, and in vitro assessment of chromone-based α-aminophosphonates as dual inhibitors of α-amylase and α-glucosidase","authors":"Bhuvaneswari Chalapaka (Formal analysis Investigation Methodology) ,&nbsp;Subramanyam Chennamsetty (Supervision Writing – review & editing) ,&nbsp;Gladis Raja Malar C. (Investigation Resources Software) ,&nbsp;Bharath Pannuri (Formal analysis Methodology Resources Validation) ,&nbsp;S. V. G. Bhavani Nariboina (Conceptualization Data curation Resources) ,&nbsp;S. N. Murthy Boddapati (Investigation Methodology Resources Writing – review & editing) ,&nbsp;Angeline Jyothirmayee Chikkala (Project administration Writing – review & editing)","doi":"10.1080/00397911.2026.2625744","DOIUrl":"10.1080/00397911.2026.2625744","url":null,"abstract":"<div><div>A novel series of chromone-based <em>α</em>-aminophosphonates (<strong>7a</strong>–<strong>j</strong>) as potential dual inhibitors of α-amylase and α-glucosidase were developed and synthesized using a solvent-free, ultrasonic-assisted Kabachnik-Fields reaction catalyzed by nano-ZnO, with high yields. Before synthesis, molecular docking simulations and <em>in silico</em> ADMET evaluation were used to estimate the pharmacokinetic properties and inhibitory interactions with α-amylase and α-glucosidase enzymes. Spectroscopy was utilized to determine structural integrity. The compounds were tested <em>in vitro</em> for inhibitory effects on two enzymes linked to type 2 diabetes. When compared to acarbose, the <em>in silico</em> ADME analysis showed favorable pharmacokinetic characteristics suggesting promising oral drug-likeness. Stronger binding affinities were found in molecular docking studies toward pancreatic α-amylase and α-glucosidase than acarbose. Compounds <strong>7e</strong>, <strong>7d</strong>, and <strong>7i</strong> inhibited α-amylase and α-glucosidase with IC₅₀ values comparable to or better than acarbose, suggesting their promise as scaffolds for anti-diabetic drug development.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 5","pages":"Pages 382-408"},"PeriodicalIF":1.8,"publicationDate":"2026-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147418192","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}

{"title":"Antibacterial activity and DNA gyrase inhibitory potency of some novel pyrazolo[1,5-a]pyrimidine-based thiazolidin-4-one hybrids linked to aryl units","authors":"Ahmed A. M. Ahmed (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2634260","DOIUrl":"10.1080/00397911.2026.2634260","url":null,"abstract":"<div><div>The rising antimicrobial resistance leads to the need to develop new antimicrobial scaffolds. DNA gyrase is a vital, bacteria-specific enzyme, a prime target for the discovery of new antibiotics. The potential anti-DNA gyrase potency of some pyrazolo[1,5-<em>a</em>]pyrimidine-based 2-arylthiazolidin-4-ones <strong>1</strong> was examined. These products were obtained herein, in 77-94% yields, by reacting a mixture of the proper amines, benzaldehydes, and thioglycolic acid in refluxing ethanol for 5–6 h containing 20 mol% <em>para</em>-toluenesulfonic acid. Hybrids <strong>1d</strong> and <strong>1k</strong>, attached to 4-nitrophenyl units at thiazolidinone-C2, displayed comparable potency to ciprofloxacin with MIC/MBC of 1.77/3.53 and 1.39/2.79 µM, respectively, against <em>S. aureus</em> and MIC/MBC of 2.82/5.65 and 2.23/4.45 µM, respectively, against <em>E. faecalis</em> and <em>P. aeruginosa</em>. <strong>1d</strong> and <strong>1k</strong> demonstrated promising anti-MRSA potency with MIC/MBC of 3.53/14.13 and 2.79/11.15 µM, respectively, and significant <em>S. aureus</em> DNA gyrase inhibitory activity, with IC₅₀ of 1.78 and 1.52 μM, respectively.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 5","pages":"Pages 409-427"},"PeriodicalIF":1.8,"publicationDate":"2026-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147418043","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}