Ajit A. Kharpe , Devendra S. Wagare , Santosh Mokale , Prashant D. Netankar
{"title":"An Efficient Protocol for the Synthesis of Amcinonide from Tetraene Acetate","authors":"Ajit A. Kharpe , Devendra S. Wagare , Santosh Mokale , Prashant D. Netankar","doi":"10.1080/10406638.2025.2454256","DOIUrl":"10.1080/10406638.2025.2454256","url":null,"abstract":"<div><div>Facile synthetic protocol has been designed for the topical corticosteroid Amcinonide. Topical corticosteroids are a group of mainly synthetic steroids utilized as anti-inflammatory and antipruritic agents. Amcinonide works by diminishing or blocking the actions of certain chemicals in the body that lead to inflammation, redness, and swelling. Current synthesis methods for Amcinonide are often complex and utilize hazardous materials. The innovative approach designed for synthesizing Amcinonide from tetraene acetate (3TR) involves three steps: oxidation, one-pot ketal-epoxide formation via bromohydrin, and fluorination. Present protocol offers several important benefits, including ease of operation, improved atom economy, reduced reaction time, and the incorporation of <em>in-situ</em> reaction.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"45 7","pages":"Pages 1367-1379"},"PeriodicalIF":2.6,"publicationDate":"2025-08-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145046106","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}
Mohammad Mahboob Alam , Nawaf I. Alsenani , Serag Eldin I. Elbehairi , Syed Nazreen , Chahra Amairia , Anas Alfarsi , Rania A. Hussien , Mohammad Asad , Khalid Ahmed Alzahrani , Ali A. Shati , Mohammad Y. Alfaifi , Ahmed A. Elhenawy
{"title":"New Triazole Hybrids as Anticancer Agents Targeting Thymidylate Synthase: Synthesis, Biological and Molecular Docking Studies","authors":"Mohammad Mahboob Alam , Nawaf I. Alsenani , Serag Eldin I. Elbehairi , Syed Nazreen , Chahra Amairia , Anas Alfarsi , Rania A. Hussien , Mohammad Asad , Khalid Ahmed Alzahrani , Ali A. Shati , Mohammad Y. Alfaifi , Ahmed A. Elhenawy","doi":"10.1080/10406638.2025.2451964","DOIUrl":"10.1080/10406638.2025.2451964","url":null,"abstract":"<div><div>The present work describes the synthesis and antiproliferative activity of new triazole hybrids. The anticancer results showed that the synthesized hybrids were most sensitive toward colon HCT-116 followed by liver HepG2 and breast MCF-7 carcinomas. Among all the hybrids, compound <strong>10</strong> resulted in remarkable cytotoxicity with IC<sub>50</sub> of 1.14 μM, six times higher than reference drug, Doxorubicin (IC<sub>50</sub> of 6.96 μM) and also emerged as most potent TS inhibitor with IC<sub>50</sub> 0.54 μM. In order to inquire its effect on intracellular mechanism, cell cycle and apoptosis studies were performed. Compound <strong>10</strong> treated HCT-116 cells caused remarkable increase in cell distribution in G1 phase, however it decreases both S and G2 population with early and late apoptosis. The study was supported by docking study where compound <strong>10</strong> revealed highest binding affinity and interacted with Arg50, Arg174, Asp218, Cys195, and Ser216, essential for the TS activity. These outcomes suggest that compound <strong>10</strong> acts as a TS inhibitor and could be promising target for cancer therapy.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"45 7","pages":"Pages 1294-1309"},"PeriodicalIF":2.6,"publicationDate":"2025-08-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145048285","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}
Marwa M. Abdel-Karim , Mohammad A. Elmorsy , Khalid B. Selim , Hassan M. Eisa
{"title":"Design, Synthesis and Molecular Docking Study of Novel 1,3,5-Triazine and 2-Phenylquinazoline Derivatives as Promising Anticancer Agents","authors":"Marwa M. Abdel-Karim , Mohammad A. Elmorsy , Khalid B. Selim , Hassan M. Eisa","doi":"10.1080/10406638.2024.2447845","DOIUrl":"10.1080/10406638.2024.2447845","url":null,"abstract":"<div><div>We report the synthesis of new series of 1,3,5-triazines and 2-phenylquinazolines as anti-cancer agents. Compounds <strong>4a-c, 5c, 5g</strong>, and <strong>5m</strong> showed the highest cytotoxic effect against, most notably, leukemia, non-small cell lung cancer, colon carcinoma, CNS cancer, melanoma and renal cancer. The inhibitory activity against three different kinases; PI3K-α, B-Raf and VEGFR-2, was tested for the most active candidates. The tested compounds exhibited notable activity as PI3K-α inhibitors where compound <strong>5g</strong> was found to have the highest inhibitory effect, compounds <strong>4c</strong> and <strong>5c</strong> showed good activities and compounds <strong>4b</strong> and <strong>5m</strong> had moderate activities. In B-Raf (V600E) kinase assay, compound <strong>4b</strong> was showed the highest inhibitory activity comparable to sorafenib, while compounds <strong>4a</strong> and <strong>5g</strong> showed weak inhibitory effect. Regarding VEGFR-2 kinase assay, compound <strong>4c</strong> had the best inhibitory activity compared to sorafenib, while compound <strong>5g</strong> showed weak inhibitory effect. Molecular docking study was performed to understand the mode of binding between compounds <strong>4b,c</strong> and <strong>5c,m</strong> and PI3K-α, B-Raf and VEGFR-2 as target kinase enzymes. Generally, the synthesized 1,3,5-triazine derivatives were more promising anticancer agents than phenylquinazoline derivatives. The results support the fact that these compounds are worth optimizing for some new drugs in the future.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"45 7","pages":"Pages 1235-1269"},"PeriodicalIF":2.6,"publicationDate":"2025-08-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145048262","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}
Abdullah Y. Alzahrani , Enas N. Danial , A. K. El-Ziaty , Rania S. Ali , A. M. A. Hassan
{"title":"Synthesis, Characterization, Antimicrobial Activity and Molecular Docking Studies of Novel Pyrano[2,3-c]Pyrazole Derivatives","authors":"Abdullah Y. Alzahrani , Enas N. Danial , A. K. El-Ziaty , Rania S. Ali , A. M. A. Hassan","doi":"10.1080/10406638.2025.2457965","DOIUrl":"10.1080/10406638.2025.2457965","url":null,"abstract":"<div><div>Antimicrobial activity is one of the most critical functional properties of β-enaminonitriles, pyranopyrazoles, and pyrazolopyranopyrimidines since bacteria and fungi very quickly attack these heterocycles. Therefore, a series of novel <em>β</em>-enaminonitriles (<strong>3a–d)</strong> were constructed by different pathways. An efficient MCR of these derivatives involving <em>β</em>-ketoesters, 2,4-dinitrophenylhydrazine, malononitrile, and aromatic aldehydes using different catalysts under reaction conditions with excellent yields is established. The <em>β</em>-enaminonitrile (<strong>3a</strong>) was used as a key intermediate for the synthesis of heterocycles as pyrazolopyranopyrimidines (<strong>4</strong>, <strong>6</strong>) and pyranopyrazoles (<strong>5</strong>, <strong>7</strong>, and <strong>8</strong>). The chemical structures were confirmed through elemental analysis and spectral data as FT-IR,<sup>1</sup>H-NMR,<sup>13</sup>C-NMR, and mass spectra. The antibacterial activity of the synthesized compounds has been tested against Gram-positive bacteria (<em>Bacillus cereus, Staphylococcus aureus</em>) and Gram-negative bacteria (<em>Escherichia coli, Pseudomonas aeruginosa</em>). The compounds (<strong>3a</strong>, <strong>3b</strong>, and <strong>3d</strong>) showed good antibacterial activity, but compound (<strong>3c</strong>) displayed a potent high inhibitory activity Additionally, the antifungal activity has been tested against <em>Aspergillus niger, Penicillium sp.</em> and <em>Candida albicans</em>, the compound (<strong>3a</strong>, <strong>3b</strong>, <strong>3d</strong>, <strong>4</strong>, and <strong>6</strong>) showed good antifungal activity. The potential inclusion of nitro substituents may undoubtedly increase the activity of these compounds. Based on the inhibition zone determination, the results indicated that these novel heterocycles improve their antimicrobial activity. The molecular docking was studied, Tyrosyl-tRNA synthetase binding affinities and viable interaction modes were rationalized using a molecular docking study conducted against <em>S. aureus</em> bacteria.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"45 7","pages":"Pages 1404-1428"},"PeriodicalIF":2.6,"publicationDate":"2025-08-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145048287","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}
Sevgi Karakuş , Mert Usta , Fatih Tok , Ömer Erdoğan , Mesut Şentürk , Özge Çevik , Bedia Koçyiğit-Kaymakçıoğlu
{"title":"Synthesis and Apoptotic Effects of DNMT Inhibition Targeted Novel Hybrid Molecules Bearing Thiadiazole and Clopidogrel for Cancer Treatment","authors":"Sevgi Karakuş , Mert Usta , Fatih Tok , Ömer Erdoğan , Mesut Şentürk , Özge Çevik , Bedia Koçyiğit-Kaymakçıoğlu","doi":"10.1080/10406638.2024.2449108","DOIUrl":"10.1080/10406638.2024.2449108","url":null,"abstract":"<div><div>Despite the efforts to treat cancer with chemotherapeutic agents targeting different mechanisms, cancer is still one of the most important health problems today. The increase in cancer incidence has led researchers to discover new, effective, and selective molecules. For this purpose, novel thiosemicarbazide (<strong>3a–3i</strong>) and 1,3,4-thiadiazole derivatives (<strong>4a–4i</strong>) were synthesized from clopidogrel bisulfate and their cytotoxic activities were investigated against glioblastoma (U87) cell line and healthy fibroblast (L929) cell line by MTT assay. Among the synthesized compounds; <strong>3b</strong>, <strong>3g</strong>, <strong>4b</strong>, <strong>4d,</strong> and <strong>4i</strong> exhibited higher cytotoxic activities than the standard drug paclitaxel against U87 cancer cells. Cell apoptosis was detected by Bax, Bcl-2, caspase-3 activity, and Annexin V assay. The results displayed that compounds <strong>3b</strong>, <strong>3g</strong>, <strong>4b</strong>, <strong>4d,</strong> and <strong>4i</strong> induced apoptosis in U87 cells. Moreover, all compounds were investigated for DNA methyltransferase (DNMT) activity in U87 cells. DNMT enzyme activity was decreased in these compounds’ treated cells. Cyclohexyl ring-bearing compound <strong>4d</strong>, which showed the highest activity against U87 cells, was the most potent inhibitor of DNMT with an IC<sub>50</sub> value of 5.78 ± 1.07 µM compared to paclitaxel (82.05 ± 4.67 µM). Molecular docking studies were also performed to identify the interactions between the compounds and the active sites of DNMT.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"45 7","pages":"Pages 1270-1293"},"PeriodicalIF":2.6,"publicationDate":"2025-08-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145048266","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}
K. R. Jeyashri , G. Logeshwari , K. Sivakumar , S. Selvanayagam , H. Manikandan , P. Sakthivel , V. Thirunavukkarasu
{"title":"Spirooxindole-Pyrrolizidine: Synthesis, Crystal Structure, and Anticancer Activity","authors":"K. R. Jeyashri , G. Logeshwari , K. Sivakumar , S. Selvanayagam , H. Manikandan , P. Sakthivel , V. Thirunavukkarasu","doi":"10.1080/10406638.2025.2453565","DOIUrl":"10.1080/10406638.2025.2453565","url":null,"abstract":"<div><div>The nitrogen-containing heterocyclic compounds, in specific spiro-pyrrolizidine analogues were found to be effective in the cancer-fighting abilities, which also apply to spirooxindole-pyrrolidine. Hence, Motivated by the anticaner abilities of spiro-pyrrolizidine analogues, we devised a scheme employing 3,5-dibenzyloxy acetophenone and trimethoxy benzaldehyde for the synthesis of spirooxindole-pyrrolidine. Upon testing the synthesized 2′-(3,5-bis(benzyloxy)benzoyl)-1′-(3,4,5-trimethoxyphenyl)-1′,2′,5′,6′,7′,7a′-hexahydrospiro[indoline-3,3′-pyrrolizin]-2-one (compound <strong>1</strong>) cancer cell lines exhibited significant anticancer efficacy with IC<sub>50</sub> values 51.75 and 70.08 µM for MDA-MB 231 and HCT-116 cell lines respectively. The structure of the synthesized compound is elucidated with spectral and XRD data.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"45 7","pages":"Pages 1333-1366"},"PeriodicalIF":2.6,"publicationDate":"2025-08-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145048283","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}
Dina S. M. Elazab , Dina I. A. Othman , Khalid B. Selim , Fatma E. Goda
{"title":"Design and Synthesis of New Quinazolinone Derivatives Conjugated with Chalcone or Pyridazine Moieties: Anticancer Activities and Apoptotic Induction","authors":"Dina S. M. Elazab , Dina I. A. Othman , Khalid B. Selim , Fatma E. Goda","doi":"10.1080/10406638.2025.2457951","DOIUrl":"10.1080/10406638.2025.2457951","url":null,"abstract":"<div><div>Two new series of quinazolinone derivatives, conjugated with chalcone <strong>4a</strong>–<strong>k</strong> and pyridazine <strong>8a</strong>–<strong>f</strong> moieties, were designed and synthesized as promising anticancer agents and apoptotic inducers. Using MTT assay, they were assessed for their cytotoxicity against HepG-2, HCT-116, and MCF-7 cancer cell lines and normal cell lines, compared to Doxorubicin as a reference drug. Quinazolinone-Pyridazinone hybrid <strong>8a</strong> exhibited the highest cytotoxicity against all examined cancer cells and was safe against normal cells. Compounds <strong>4i</strong>, <strong>4k,</strong> and <strong>8e</strong> showed good cytotoxicity against the cancer cell lines. The four most potent compounds were then screened for their effect on cell cycle distribution and apoptosis induction. Compounds <strong>4i</strong> and <strong>8a</strong> led to a cell cycle arrest at the G1 phase in MCF-7 cancer cells, while compounds <strong>4k</strong> and <strong>8e</strong> led to cell cycle arrest of HepG-2 cancer cells at the G1 phase and G2/M phase, respectively. The four hybrids induced total apoptosis which was proved <em>via</em> testing their effect on different apoptotic markers. They were further docked into a BCL-2 binding pocket showing good binding interactions. Therefore, the new quinazolinone derivatives might be identified as promising apoptotic inducers and can be used as lead compounds in the future investigations.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"45 7","pages":"Pages 1380-1403"},"PeriodicalIF":2.6,"publicationDate":"2025-08-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145048286","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}
Samir Bondock , Nada Alabbad , Rehab H. Abd El-Aleam , Moaz M. Abdou
{"title":"Tandem Synthesis and Computational Insights into Triazole and Pyrazole-Based Pyridine Derivatives Targeting EGFR-TK in Cancer Therapy","authors":"Samir Bondock , Nada Alabbad , Rehab H. Abd El-Aleam , Moaz M. Abdou","doi":"10.1080/10406638.2024.2446518","DOIUrl":"10.1080/10406638.2024.2446518","url":null,"abstract":"<div><div>Cancer remains one of the leading causes of death worldwide, despite significant advances in treatment. Targeting tyrosine kinases, such as the epidermal growth factor receptor (EGFR), has become a promising approach for the development of anticancer agents. In this study, we designed and synthesized a series of triazole and pyrazole-based pyridine derivatives (<strong>7a–c, 10a–c, 11, 14a,</strong> and <strong>14b</strong>) to target EGFR-TK. Bioisosteric modifications were incorporated into these compounds, based on key pharmacophoric features of established EGFR-TK inhibitors. The compounds were evaluated for cytotoxicity against a range of cancer cell lines, including MCF-7, HepG2, HCT116, and EA hy926. Notably, compounds <strong>14a</strong> and <strong>14b</strong>, which feature the pyrazolo[3,4-b]pyridine-5-carbonitrile nucleus, demonstrated significant anticancer activity with lower IC<sub>50</sub> values across all tested cell lines. These compounds exhibited potent inhibitory effects, indicating their potential as effective EGFR-TK inhibitors. In silico studies, including ADME predictions, molecular docking, and molecular dynamics simulations, further supported their favorable pharmacokinetic profiles and strong binding interactions with EGFR-TK. Our findings suggest that these triazole and pyrazole-based pyridine derivatives could serve as promising candidates for the development of targeted anticancer therapies.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"45 7","pages":"Pages 1211-1234"},"PeriodicalIF":2.6,"publicationDate":"2025-08-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145046107","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":"Fe3O4 Nanoparticles Decorated with a Modified Carbon Quantum Dot Shell: Synthesis, Characterization and Its Evaluation as an Efficient Adsorbent for Cu(ii) and Zn(ii) Ions Adsorption","authors":"Tahereh Akbarpour , Ardeshir Khazaei , Mahsa Mohammadi , Negin Sarmasti","doi":"10.1080/10406638.2025.2453527","DOIUrl":"10.1080/10406638.2025.2453527","url":null,"abstract":"<div><div>The present study focuses on the adsorption efficiency of nanomagnetic Fe<sub>3</sub>O<sub>4</sub>@CQDs/Si(OEt)(CH<sub>2</sub>)<sub>3</sub>NH/CC/PEG-400 (Fe<sub>3</sub>O<sub>4</sub>@CQDs/NH/CC/PEG-400) as an adsorbent for Cu<sup>2+</sup> and Zn<sup>2+</sup> removal from the contaminated solutions through the adsorption technique. The effect of pH, contact time, and adsorbent dosage in the 45 ppm concentration of Cu<sup>2+</sup> and Zn<sup>2+</sup> solutions was also evaluated. By increasing the concentration at pH = 7 and the contact time of 120 min, the adsorption capacity increases so that the maximum adsorption capacity of Cu<sup>2+</sup> and Zn<sup>2+</sup> ions is 219.9 and 159.2 mg/g, respectively. Based on the correlation coefficient (R<sup>2</sup>), the Langmuir isotherm and the pseudo-second-order models were selected. The proposed mechanisms of adsorbent are the formation of complexes, interparticle diffusion, ion exchange interaction, and electrostatic interaction. The results show that adsorbent can be used in five cycles with 91% removal efficiency.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"45 7","pages":"Pages 1310-1332"},"PeriodicalIF":2.6,"publicationDate":"2025-08-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145048267","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}
Tliba Sourour , Fedaoui Dalila , Joana L. C. Sousa , Artur M. S. Silva , Liacha Messaoud
{"title":"Synthesis and Characterization of Novel Benzothiazinonic N-Acylhydrazone Derivatives","authors":"Tliba Sourour , Fedaoui Dalila , Joana L. C. Sousa , Artur M. S. Silva , Liacha Messaoud","doi":"10.1080/10406638.2024.2445151","DOIUrl":"10.1080/10406638.2024.2445151","url":null,"abstract":"<div><div>Several recent research studies have demonstrated that <em>N</em>-acylhydrazones are well known as privileged scaffolds frequently used in the discovery of new potential antiparasitic compounds. The investigation of literature revealed that the synthesis of <em>N</em>˗acylhydrazones bearing the 1,4˗benzothiazin˗3-one pharmacophore has not been described. Therefore, it was considered interesting to attempt the synthesis of new <em>N</em>˗acylhydrazone derivatives containing 1,4˗benzothiazine˗3˗one fragment, thus obtaining a series of novel (<em>E</em>)-<em>N</em>′-(substituted benzylidene)-2(3-oxo-2H-benzo[b][1,4]thiazin-4(3<em>H</em>)-yl)acetohydrazides. Thus, the targeted compounds were successfully synthesized via an easy and general procedure. Hence, 2-aminothiophenol was reacted with maleic anhydride to produce the ester 3,4-dihydro-2-methoxycarbonylmethyl-3-oxo-2<em>H</em>-1,4-benzothiazine. The hydrazinolysis of the obtained ester-based benzothiazinon-3-one was also realized to give the corresponding benzothiazinonic acid hydrazide derivative as a precursor for the synthesis of the desired <em>N</em>˗acylhydrazones, by their condensation with various substituted benzaldehydes. In an attempt to explain the duplication of some peaks observed from the <sup>1</sup>H and <sup>13</sup>C˗NMR spectral analysis performed on the structures of all newly synthesized <em>N</em>˗acylhydrazones in DMSO˗<em>d<sub>6</sub></em>; it was concluded that they exist as a mixture of <em>syn˗E</em> and <em>anti˗E</em> diastereoisomers with different isomeric yield ratio. Generally, the results obtained in this study indicate that these <em>N</em>˗acylhydrazones may be envisaged for supplementary structural investigations, and as potential biologically active compounds in diverse applications.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"45 7","pages":"Pages 1197-1210"},"PeriodicalIF":2.6,"publicationDate":"2025-08-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145048284","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}