Journal of Heterocyclic Chemistry最新文献_第8页

Photochemical method for preparation of benzo[a]pyrano[3,2-c]phenazin-4-ones from quinoxalines with 4-pyranone unit 从带有 4-吡喃酮单元的喹喔啉制备苯并[a]吡喃并[3,2-c]吩嗪-4-酮的光化学方法

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-06-22 DOI: 10.1002/jhet.4861

Dmitry V. Tsyganov, Andrey N. Komogortsev, Valeriya G. Melekhina, Artem N. Fakhrutdinov, Boris V. Lichitsky

引用次数: 0

Synthesis of 1,3-oxazepine derivatives via tandem reaction of 5-benzylidine Meldrum's acids with TosMIC in presence of potassium carbonate 在碳酸钾存在下通过 5-苄基梅尔德鲁酸与 TosMIC 的串联反应合成 1,3-氧氮杂卓衍生物

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-06-19 DOI: 10.1002/jhet.4860

Furgan Aslanoglu

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New edaravone analogs incorporated with N-benzylthiazole moiety: Multistep chemical synthesis, in vitro cytotoxicity with pRIPK3 inhibitory activities, and molecular docking 含有 N-苄基噻唑分子的新型依达拉奉类似物：多步化学合成、具有 pRIPK3 抑制活性的体外细胞毒性和分子对接

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-06-18 DOI: 10.1002/jhet.4858

Abdullah A. Ahmed, Mahmoud M. Abd El-All, Salwa M. El-Hallouty, Zeinab A. Elshahid, Essam M. Eliwa

{"title":"New edaravone analogs incorporated with N-benzylthiazole moiety: Multistep chemical synthesis, in vitro cytotoxicity with pRIPK3 inhibitory activities, and molecular docking","authors":"Abdullah A. Ahmed, Mahmoud M. Abd El-All, Salwa M. El-Hallouty, Zeinab A. Elshahid, Essam M. Eliwa","doi":"10.1002/jhet.4858","DOIUrl":"10.1002/jhet.4858","url":null,"abstract":"In this research article, the chemical synthesis of new N-phenylpyrazolone-N-benzylthiazole hybrids (3–6) via late-stage thiazolation of the corresponding benzylthiosemicarbazone 2 was reported. The skeletal structural of the new molecules were validated by instrumental measurements (FT-IR, NMR, and EI-MS). In vitro cytotoxicity-based cellular MTT bioassay shows that compound 3 that bears an N-benzyl-4-thiazolone moiety is the most potent one toward the osteosarcoma cell line (Hos) with an IC50 value of 5.8 ± 0.1 μM, while compound 4a that contains a 5-acetyl-N-benzylthiazole unit is the most robust one against the model lung carcinoma cell line (A549) with an IC50 value of 9.23 ± 0.01 μM. Also, 3 is roughly equipotent to 4b in its cytotoxicity activity against A549. In vitro enzymatic ELISA bioassay of A549 cells indicates that IC50 of 3 caused a decrease in the pRIPK3 kinase concentration (2.89 ± 0.005 pg/mL) as compared to DMSO-treated cells (2.93 ± 0.010 pg/mL), while the pRIPK3 level incresed with 4b impact. As a result, 3 may be an effective inhibitor of pRIPK3 and hence necroptosis, proposing a novel therapeutic strategy for necroptosis-related illnesses. In silico molecular docking shows that 3 interlocked and fitted well into the binding site of RIPK3 (PDB code: 7MX3) with a fitness value (−123.382 kcal/mol) lower than 4b and forms an important H-bond with Lys50 like the marketed RIPK3 inhibitor GSK'843, validating the experimental results. Consequently, 3 is the most promising molecule that could be a lead candidate for further studies.","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 8","pages":"1349-1363"},"PeriodicalIF":2.0,"publicationDate":"2024-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141524230","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}

引用次数: 0

Medicinal perspective of a promising scaffold – dihydropyrimidinones: A review 二氢嘧啶酮这一前景广阔的支架的药用前景：综述

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-06-17 DOI: 10.1002/jhet.4855

Bhavesh H. Sarvaiya, Palak I. Vaja, Niraj A. Paghdar, Satish M. Ghelani

引用次数: 0

Synthesis of novel pyrido[3,4-d]pyrimidine-thiazolidione-1,2,4-oxadiazoles as potent EGFR targeting anticancer agents 合成新型吡啶并[3,4-d]嘧啶-噻唑烷酮-1,2,4-恶二唑作为有效的表皮生长因子受体靶向抗癌剂

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-06-16 DOI: 10.1002/jhet.4859

Botla Durga Varaprasadu, Sharath Babu Haridasyam, Shiva Kumar Koppula

{"title":"Synthesis of novel pyrido[3,4-d]pyrimidine-thiazolidione-1,2,4-oxadiazoles as potent EGFR targeting anticancer agents","authors":"Botla Durga Varaprasadu, Sharath Babu Haridasyam, Shiva Kumar Koppula","doi":"10.1002/jhet.4859","DOIUrl":"10.1002/jhet.4859","url":null,"abstract":"In this study, we designed and synthesized a number of novel pyrido[3,4-d]pyrimidine-thiazolidine-1,2,4-oxadiazole derivatives and investigated them in vitro for their inhibitory action toward epidermal growth factor receptor (EGFR) kinases and antiproliferative activity against two different cell lines, MCF-7 and A-549. When compared to the lead chemicals, 5-fluorouracil and erlotinib, some of the compounds demonstrated acceptable activity. Among them, the most promising compounds 4d and 4e displayed potent anticancer activity against both MCF-7 and A-549 cell lines (IC50 values remaining: 1.97 ± 0.28 μM to 8.14 ± 0.52 μM, respectively); the comparative IC50 values for 5-fluorouracil and erlotinib in these cell lines were 5.56 ± 0.34 μM, 12.66 ± 0.76 μM, and 3.64 ± 0.49 μM, 9.54 ± 0.75 μM, respectively; as well as excellent kinase inhibitory activities (EGFR: IC50 = 0.34 ± 0.07 μM and 0.42 ± 0.06 μM) were more effective than the conventional drug Erlotinib (IC50 = 0.42 ± 0.02 μM).","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 8","pages":"1314-1324"},"PeriodicalIF":2.0,"publicationDate":"2024-06-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141505457","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}

引用次数: 0

One pot multicomponent reaction of curcumin: Green synthesis of novel 1,4-dihydropyridine-2,3-dicarboxylates 姜黄素的一锅多组分反应：新型 1,4-二氢吡啶-2,3-二羧酸盐的绿色合成

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-06-12 DOI: 10.1002/jhet.4857

Nasim Khoshlahjeh Motamed, Kambiz Larijani, Elham Pournamdari, Hamid Saeidian, Fariba Zamani Hargalani

引用次数: 0

Combination of N-amino-1,2,4-triazole and 4-hydroxy-3,5-dinitropyrazole for the synthesis of high performing explosives 结合 N-氨基-1,2,4-三唑和 4-羟基-3,5-二硝基苯吡唑合成高性能炸药

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-06-05 DOI: 10.1002/jhet.4856

Prachi Bhatia, Pooja Jangra, Vikas D. Ghule, Dheeraj Kumar

引用次数: 0

Recent advances in TBHP-promoted heterocyclic ring construction via annulation/cyclization TBHP 通过环化/环合促进杂环构建的最新进展

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-06-02 DOI: 10.1002/jhet.4852

Ravi Varala, Vittal Seema, Mohammed Amanullah, Mohammed Mujahid Alam

引用次数: 0

Microwave-enhanced heterocyclization: A convenient procedure for 1,5-benzothiazepine using 2-ethoxy ethanol solvent and its antibacterial potential 微波增强杂环化：使用 2-乙氧基乙醇溶剂制备 1,5-苯并硫氮杂卓的简便方法及其抗菌潜力

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-05-31 DOI: 10.1002/jhet.4823

Gajanan Kottapalle, Dayanand Jadhav, Pravin Poul, Avinash Shinde

{"title":"Microwave-enhanced heterocyclization: A convenient procedure for 1,5-benzothiazepine using 2-ethoxy ethanol solvent and its antibacterial potential","authors":"Gajanan Kottapalle, Dayanand Jadhav, Pravin Poul, Avinash Shinde","doi":"10.1002/jhet.4823","DOIUrl":"10.1002/jhet.4823","url":null,"abstract":"The present research study involves synthesis of 1,5-benzothiazepines has been prepared, derived from chalcones and 2-aminothiophenol in a catalytic amount of piperidine using different solvent conditions under microwave irradiation procedure with the aim to test their antibacterial activity and effect of different solvents in the synthesis. It resulted in good yield of 1,5-benzothiazepines (3a-j) and proved to be an efficient and environmentally benign procedure. The synthesized compounds were characterized by conventional spectral data and screened for their in vitro antibacterial activity against four pathogenic bacteria using agar diffusion method. The traditional classical heating method takes more reaction time. So, in this study, we have tested microwave irradiation process and found that 2-ethoxy ethanol as an alternative solvent in reducing the reaction time (up to 4–6 min.) with high yield as compared with classical method. The synthesized compounds 3a, 3c, 3d, 3e, 3 h, 3i, 3j exhibit good to moderate antibacterial activity.","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 8","pages":"1261-1268"},"PeriodicalIF":2.0,"publicationDate":"2024-05-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141190681","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}

引用次数: 0

Visible-light photoredox catalyzed synthesis of tetrahydrobenzofuranone: Oxidative [3 + 2] cycloaddition of dicarbonyl and alkene 可见光光氧化催化合成四氢苯并呋喃酮：二羰基与烯烃的氧化[3 + 2]环加成反应

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-05-29 DOI: 10.1002/jhet.4820

Kartikey, Deepali Jaiswal, Shailesh Singh, Shefali Jaiswal, Mohammad Saquib, Santosh Singh, Surya Pratap Verma, Jaya Singh, Jagdamba Singh

{"title":"Visible-light photoredox catalyzed synthesis of tetrahydrobenzofuranone: Oxidative [3 + 2] cycloaddition of dicarbonyl and alkene","authors":"Kartikey, Deepali Jaiswal, Shailesh Singh, Shefali Jaiswal, Mohammad Saquib, Santosh Singh, Surya Pratap Verma, Jaya Singh, Jagdamba Singh","doi":"10.1002/jhet.4820","DOIUrl":"10.1002/jhet.4820","url":null,"abstract":"Visible-light-mediated formation of tetrahydrobenzofuranone by direct oxidative [3 + 2] cycloaddition via coupling between dimedone and chalcone using eosin-Y as a photoredox catalyst has been reported. The reaction takes place by a radical pathway as evidenced from our experiments and literature. The developed method involves the utilization of visible-light photoredox catalysis for the formation of C-C and C-O bond via abstraction of methylinic hydrogen of dimedone and β-carbon of chalcone as well as coupling between carbonyl group of dimedone and α-carbon of chalcone in tetrahydrobenzofuranone in one-pot procedure. The present protocol shows significant advantages such as the application of visible light as a clean source of energy, green solvent, mild reaction conditions, cost effectiveness, short reaction time, metal free synthesis, easy operation, high atom economy, and broad substrate scope with functional group tolerance. Moreover, outstanding yield of the product obtained up to 82%.","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 8","pages":"1248-1260"},"PeriodicalIF":2.0,"publicationDate":"2024-05-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141190324","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}

引用次数: 0