Synthetic Communications最新文献

{"title":"Synthesis and biological evaluation of coumarin-integrated heterocycles as potent antitumor agents","authors":"Osama Farouk (Methodology Resources) ,&nbsp;Nasser M. El-Gohary (Methodology) ,&nbsp;Kamelia M. El-mahdy (Methodology Resources)","doi":"10.1080/00397911.2026.2659734","DOIUrl":"10.1080/00397911.2026.2659734","url":null,"abstract":"<div><div>Bromoacetylated coumarin represents a highly versatile and valuable synthetic intermediate, capable of undergoing efficient transformations with a broad range of nucleophiles. This reactivity enables the construction of diverse and structurally complex fused heterocyclic systems, including pyridazines, azepines, and diazepines, which are of significant interest in medicinal chemistry. Importantly, the biological evaluation of the synthesized compounds revealed promising antitumor potential, with several derivatives exhibiting potent activity characterized by notably low IC₅₀ values. These findings highlight the potential of this scaffold as a fruitful platform for the development of novel anticancer agents.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 9","pages":"Pages 697-708"},"PeriodicalIF":1.8,"publicationDate":"2026-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148202429","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":"Cu(OAc)2/Cs2CO3-promoted one-pot synthesis of 2,3-disubstituted quinolin-4(1H)-ones from spiro[indole-3,5′-isoxazoles]","authors":"Elena V. Aleksandrova (Data curation Funding acquisition Investigation) ,&nbsp;Nikolai A. Aruitunov (Data curation Investigation) ,&nbsp;Irina S. Sinchilova (Investigation) ,&nbsp;Dmitrii A. Aksenov (Data curation Investigation) ,&nbsp;Alexander V. Leontiev (Writing – original draft Writing – review & editing) ,&nbsp;Alexander V. Aksenov (Conceptualization Data curation Supervision)","doi":"10.1080/00397911.2026.2666763","DOIUrl":"10.1080/00397911.2026.2666763","url":null,"abstract":"<div><div>A concise one-pot method for the synthesis of 2‑aroyl‑3‑arylquinolin‑4(1H)-ones has been developed using readily accessible 4’H‑spiro[indole‑3,5′‑isoxazoles] as precursors. Under basic Cu‑assisted conditions, the spirocyclic substrates undergo a cascade transformation to deliver the target quinolin-4(1H)-ones in moderate to good yields. The process proceeds without isolating phenylacetonitrile or indoxyl intermediates and offers a practical alternative to existing multistep approaches, expanding the synthetic utility of spiroindole‑based cascade chemistry.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 9","pages":"Pages 709-716"},"PeriodicalIF":1.8,"publicationDate":"2026-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148202430","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":"NBS/P(OPh)3 as an efficient catalytic system for the synthesis of bis(indolyl)methanes via Friedel-Crafts arylation","authors":"Nirmal Singh (Investigation Validation Writing – original draft Writing – review & editing) ,&nbsp;Ankur G. Pandey (Conceptualization Formal analysis Methodology Project administration Supervision Visualization Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2669794","DOIUrl":"10.1080/00397911.2026.2669794","url":null,"abstract":"<div><div>Bis(indolyl)methanes (BIMs) constitute a highly significant class of compounds with broad-spectrum applications in biomedical and pharmaceutical research. In the present study, we report an efficient synthetic strategy for the preparation of BIMs <em>via</em> Friedel–Crafts arylation, employing <em>N</em>-bromosuccinimide (NBS) in combination with triphenylphosphite [P(OPh)₃] as an organocatalytic system. This protocol offers outstanding yields under mild conditions, utilizing minimal catalyst loading at ambient temperature. This methodology demonstrated excellent functional group tolerance and was successfully applied to a wide range of carbonyl substrates, underscoring its broad substrate scope. Furthermore, the catalytic efficiency of the NBS/P(OPh)₃ system was extended to facilitate the Michael addition of indoles to <em>α,β</em>-unsaturated ketone (chalcone). Overall, the results highlight the high efficacy and versatility of the catalytic system, offering a valuable platform for the synthesis of structurally diverse and biologically relevant BIMs.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 9","pages":"Pages 733-747"},"PeriodicalIF":1.8,"publicationDate":"2026-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148202432","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":"Synthesis of new phenothiazine-pyrazolo[1,5-a]pyrimidine hybrids with promising antibacterial activity","authors":"Ahmed H. El-Ghorab (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration) ,&nbsp;Hazim M. Ali (Conceptualization Data curation Formal analysis Investigation Methodology Project administration) ,&nbsp;Sherif M. H. Sanad (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) ,&nbsp;Ahmed E. M. Mekky (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) ,&nbsp;Ahmed A. M. Ahmed (Conceptualization Data curation Formal analysis Investigation Methodology Project administration)","doi":"10.1080/00397911.2026.2667477","DOIUrl":"10.1080/00397911.2026.2667477","url":null,"abstract":"<div><div>Pharmacophores from bioactive compounds are joined by molecular hybridization to provide hybrids with improved bacterial inhibitory potency. In this work, some new phenothiazine-based 2,7-diarylpyrazolo[1,5-<em>a</em>]pyrimidines <strong>1</strong> connected to various aryl groups were prepared efficiently. The new hybrids were obtained, in 80-94% yields, by reacting the proper 3-aryl-1<em>H</em>-pyrazol-5-amines with phenothiazine-based enones in refluxing ethanol for 6–8 h. The reaction was catalyzed by choline hydroxide (46 wt% in H₂O). A wide spectrum of bacterial inhibitory efficacy was observed by screening the new hybrids against various bacteria. In general, the presence of <em>para-</em>substituted aryl units connected to electron-withdrawing groups resulted in improved antibacterial efficacy. Hybrid <strong>1c</strong>, attached to 4-chlorophenyl and 4-nitrophenyl units at pyrazolopyrimidine-C2 and C7, respectively, demonstrated good efficacy against <em>S. aureus</em> and <em>E. coli</em> with an MIC/MBC of 2.38/4.75 µM. Also, it showed promising anti-MRSA efficacy with an MIC/MBC of 4.75/19.0 µM.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 9","pages":"Pages 717-732"},"PeriodicalIF":1.8,"publicationDate":"2026-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148202431","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":"Progress and mechanistic insights in the synthesis of six-membered N/O heterocycles linked to β-lactam frameworks","authors":"Ankita Garg (Conceptualization Data curation Investigation Writing – original draft) ,&nbsp;K. K. Bhasin (Conceptualization Supervision Writing – review & editing) ,&nbsp;Aman Bhalla (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – review & editing)","doi":"10.1080/00397911.2026.2642781","DOIUrl":"10.1080/00397911.2026.2642781","url":null,"abstract":"<div><div>β-Lactam antibiotics have remained one of the most enduring and versatile classes of antimicrobial agents due to their high specificity, potency, safety, and cost-effectiveness. Their remarkable chemical plasticity has facilitated continuous structural modifications, leading to the development of novel derivatives with enhanced therapeutic properties. Over the recent years, notable progress has been made in developing efficient, selective, and mechanistically well-defined approaches for assembling these fused and connected frameworks. This review provides a comprehensive update on recent advancements, with particular emphasis on methodologies that employ Staudinger cycloaddition and metal-catalyzed transformations as key strategic tools. The molecular hybridization of β-lactams with heterocyclic moieties has emerged as a promising strategy to enhance drug efficacy, mitigate resistance mechanisms, and expand pharmacological applications. This review aims to support researchers in designing and developing novel synthetic advancements in six-membered N/O heterocycles linked with β-lactams for enhancing therapeutic efficacy by delving into recent advances in synthetic endeavors.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 9","pages":"Pages 679-696"},"PeriodicalIF":1.8,"publicationDate":"2026-05-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148202428","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":"Synthesis and antibacterial evaluation of some pyrimidine hybrids as potential MRSA inhibitors","authors":"Yasser A. El-Ossaily (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration) ,&nbsp;Ahmed E. M. Mekky (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) ,&nbsp;Ahmed A. M. Ahmed (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) ,&nbsp;Mohamed Y. El-Sayed (Conceptualization Data curation Formal analysis Investigation Methodology Project administration) ,&nbsp;Sherif M. H. Sanad (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2649256","DOIUrl":"10.1080/00397911.2026.2649256","url":null,"abstract":"<div><div>Research on developing new treatments for methicillin-resistant <em>Staphylococcus aureus</em> (MRSA), which is extremely dangerous, is a major concern. New aryl-linked 2,4-diaminopyrimidine-5-carboxamides <strong>1</strong> and their bis-analogues connected to various spacers <strong>2</strong> were prepared herein and examined as possible anti-MRSA inhibitors. These hybrids are efficiently prepared by reacting a ternary mixture of pyrimidine-linked 2-cyanoacetamide and guanidine nitrate with the suitable aromatic aldehydes or bis(aldehydes). The reaction was carried out in DMSO at reflux for 5-8 h containing anhydrous potassium carbonate. The alkane-linked bis-products <strong>2b-2e</strong> displayed promising potency, with MIC and MBC ranging from 2.21-2.33 and 4.43-4.66 µM, respectively, against <em>S. aureus</em> and <em>E. coli</em>. Moreover, the hexane-linked bis-product <strong>2e</strong> showed significant anti-MRSA activity with MIC/MBC of 2.21/8.87 µM. In the presence of an S9 mixture, the Ames test showed that <strong>2b-2e</strong> are not mutagenic to <em>Salmonella</em> strains.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 8","pages":"Pages 615-633"},"PeriodicalIF":1.8,"publicationDate":"2026-04-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147748889","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":"Synthesis of bioactive benzo[d] [1,3] dioxolyl–1,8-naphthyridine scaffolds and evaluation of their anticancer activity","authors":"Venkata Konda Prasad. B. (Writing – original draft Writing – review & editing) ,&nbsp;G Venkata Haritha (Formal analysis) ,&nbsp;Kavati Shireesha (Data curation) ,&nbsp;Kumara Swamy Jella (Supervision)","doi":"10.1080/00397911.2026.2655336","DOIUrl":"10.1080/00397911.2026.2655336","url":null,"abstract":"<div><div>Cancer, the second leading cause of death, demands new therapies. Small molecule drugs can provide strong and targeted therapy. Herein, we report the design and synthesis of biologically active 3-(benzo[1,3]dioxol-5-yl)-<em>N</em>-(3-aryl-1,8-naphthyridin-2-yl)-1,8-naphthyridin-2-amine derivatives <em>via</em> a microwave-assisted Buchwald–Hartwig coupling strategy and their anticancer activity evaluation. The molecular structures of the synthesized compounds were confirmed by spectroscopic methods. The synthesized compounds were evaluated for their <em>in vitro</em> anticancer activity against three human cancer cell lines. Several compounds demonstrated promising anticancer activity. Compounds 3e and 3h exhibited the most potent anticancer activity among the series. Compound 3e showed IC₅₀ values of 6.37 ± 0.09 μM (MCF-7), 8.29 ± 0.76 μM (A549), and 10.22 ± 0.41 μM (SiHa), while compound 3h displayed IC₅₀ values of 9.27 ± 0.18 μM, 11.65 ± 0.54 μM, and 15.65 ± 0.26 μM against the three cancer cell lines.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 8","pages":"Pages 634-644"},"PeriodicalIF":1.8,"publicationDate":"2026-04-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147748890","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":"Iron nanoparticles drive a greener path to imidazoles","authors":"Shubham Sharma (Writing – original draft Writing – review & editing) ,&nbsp;Swati Rani (Writing – original draft) ,&nbsp;Nutan Rani (Investigation Validation Visualization) ,&nbsp;Man Vir Singh (Conceptualization Data curation Formal analysis) ,&nbsp;Pooja Sharma (Investigation Methodology Software) ,&nbsp;Magdi E. A. Zaki (Conceptualization Resources) ,&nbsp;Sobhi M. Gomha (Supervision Writing – review & editing) ,&nbsp; Vaishali (Supervision Writing – original draft)","doi":"10.1080/00397911.2026.2636917","DOIUrl":"10.1080/00397911.2026.2636917","url":null,"abstract":"<div><div>The advancement of effective and sustainable synthetic approaches for organic heterocycles holds considerable importance, given their extensive applications in pharmaceuticals, agrochemicals, and materials science. In this context, imidazole derivatives have garnered significant interest due to their varied biological activities and structural adaptability. In recent years, Fe-NPs have surfaced as noteworthy green catalysts due to their minimal toxicity, extensive surface area, magnetic separability, and abundance in nature. This review article investigates the pivotal function of Fe-NPs in the synthesis of imidazole derivatives through two-component and multicomponent reactions conducted under mild and environmentally sustainable conditions. Moreover, the application of Fe-NPs significantly reduces the necessity for toxic reagents and solvents, thereby adhering to the tenets of green chemistry. This manuscript underscores the promise of Fe-NPs as a multifaceted and economically viable catalyst for the synthesis of biologically significant imidazole frameworks, presenting a compelling foundation for future developments in heterocyclic chemistry.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 8","pages":"Pages 573-614"},"PeriodicalIF":1.8,"publicationDate":"2026-04-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147748891","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":"Ultrasound-assisted one-pot multicomponent synthesis of 6-amino-5-cyano-4-aryl pyrimidines under solvent- and catalyst-free conditions: An efficient and greener approach","authors":"Biswaprakash Sahoo (Methodology Validation) ,&nbsp;Vinit V. Agnihotri (Formal analysis) ,&nbsp;Yatin U. Gadkari (Conceptualization Supervision Writing – review & editing)","doi":"10.1080/00397911.2026.2651925","DOIUrl":"10.1080/00397911.2026.2651925","url":null,"abstract":"<div><div>A mild and eco-friendly procedure has been developed for the synthesis of 6-amino-5-cyano-4-aryl pyrimidine derivatives via one-pot multicomponent reaction of aldehydes with malononitrile and urea/thiourea in the presence of ultrasound irradiation. The solvent and catalyst-free approach, yielding high-purity products, is the major advantage of the reported protocol. The method is in good accordance with the principles of green chemistry, as demonstrated by a high Atom Economy (91.40%), a low E-Factor value (0.14), a high Eco Scale score (95), and a PMI value of 1.14, indicating an environmentally benign nature with efficient material usage.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 8","pages":"Pages 645-654"},"PeriodicalIF":1.8,"publicationDate":"2026-04-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147748888","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":"Design, synthesis, and biological evaluation of novel urokinase (uPA) inhibitors as potential therapeutics for prostate cancer","authors":"Mardia T. El Sayed (Conceptualization Data curation Formal analysis Investigation Methodology Resources Software Supervision Validation Visualization Writing – original draft Writing – review & editing) ,&nbsp;Huriyyah A. Alturaifi (Conceptualization Data curation Formal analysis Investigation Methodology Software Writing – review & editing) ,&nbsp;L. O. Mallasiy (Data curation Formal analysis Project administration Resources Validation Writing – review & editing) ,&nbsp;Ahmed H. Ragab (Formal analysis Funding acquisition Project administration Resources Writing – review & editing) ,&nbsp;Abeer E. Mahmoud (Conceptualization Data curation Formal analysis Investigation Methodology Supervision Writing – original draft Writing – review & editing) ,&nbsp;Mamdouh M. Ali (Conceptualization Data curation Formal analysis Investigation Methodology Resources Software Supervision Visualization Writing – original draft Writing – review & editing) ,&nbsp;Shahenda M. El-Messery (Conceptualization Data curation Formal analysis Investigation Methodology Software Writing – original draft Writing – review & editing)","doi":"10.1080/00397911.2026.2656899","DOIUrl":"10.1080/00397911.2026.2656899","url":null,"abstract":"<div><div>The high levels of uPA and uPAR are often associated with poor prognosis in cancers such as prostate, breast, and pancreatic cancer. Inhibition of uPA is being researched due to a high significance. Therefore, designing small molecules that selectively inhibit uPA is an active area of anticancer drug research. A smooth cyclization method was developed for the synthesis of novel urokinase-type plasminogen activator (uPA) inhibitors using nitromethane, ethylenediamine, and aromatic dialdehydes. The resulting nitro- and amino-diazepane derivatives were fully characterized and screened for anticancer activity against prostate cancer (PC3) cells. Several compounds, notably <strong>3i</strong>, <strong>3h</strong>, <strong>5b</strong>, and <strong>7a</strong>, showed strong cytotoxicity comparable to doxorubicin with minimal toxicity toward normal cells. These compounds also significantly inhibited uPA expression, confirming their potential mechanism of action. Molecular docking and surface mapping studies supported strong interactions within the uPA active site, while drug-likeness evaluations indicated good bioavailability and Lipinski compliance. Overall, the synthesized compounds represent promising lead candidates for the development of selective anti-prostate cancer agents targeting the uPA system.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 8","pages":"Pages 655-678"},"PeriodicalIF":1.8,"publicationDate":"2026-04-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147748893","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}