Journal of Heterocyclic Chemistry最新文献_第10页

Oriented synthesis and insecticidal activities of novel meta-diamide scaffolds incorporating with 1,2,4-triazole moiety 含有 1,2,4-三唑分子的新型偏二胺支架的定向合成和杀虫活性

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-06-26 DOI: 10.1002/jhet.4866

Lei Zhang, Jiyong Liu, Liqi Zhou, Chengyi Yan, Daoxin Wu, Minhua Liu

{"title":"Oriented synthesis and insecticidal activities of novel meta-diamide scaffolds incorporating with 1,2,4-triazole moiety","authors":"Lei Zhang, Jiyong Liu, Liqi Zhou, Chengyi Yan, Daoxin Wu, Minhua Liu","doi":"10.1002/jhet.4866","DOIUrl":"10.1002/jhet.4866","url":null,"abstract":"In an effort to discover a new insecticide, we designed and synthesized a series of novel meta-diamide compounds containing 1,2,4-triazole with cyproflanilide as a lead compound. All the compounds were characterized by 1H NMR, 13C NMR, and HR-MS. Both Plutella xylostella and Mythimna separata were tested for their insecticidal activity at 200 mg/L (P. xylostella: 0%–100%; M. separata: 0%–100%), 20 mg/L (P. xylostella: 0%–97%; M. separata: 0%–100%), and 2 mg/L (P. xylostella: 0%–97%; M. separata: 0%–100%), while Aphis craccivora was tested for its insecticidal activity at 400 mg/L (A. craccivora: 0%–36%). Further studies are needed to investigate the insecticidal activity of A. craccivora. Preliminary bioactivity results showed that most of the compounds had good insecticidal activity at 200 mg/L against P. xylostella and M. separata. Especially, the compound 7p, N-(cyclopropylmethyl)-N-(5-((2,6-dibromo-4-(perfluoropropan-2-yl)phenyl) carbamoyl)-2-(1H-1,2,4-triazol-1-yl)phenyl)-6-(trifluoromethyl)nicotinamide (7p), showed good insecticidal activity at even lower doses of 2 mg/L (P. xylostella: 97%; M. separata: 100%), which was equivalent to that of the lead compound cyproflanilide (P. xylostella: 100%; M. separata: 100%), as well as significantly better than the two known compounds Ia (P. xylostella: 97%; M. separata: 0%) and Ib (P. xylostella: 60%; M. separata: 0%). Preliminary structure–activity relationship was also discussed based on insecticidal tests. The results indicate that meta-diamide compounds containing 1,2,4-triazole can be developed as novel insecticides.","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 9","pages":"1411-1416"},"PeriodicalIF":2.0,"publicationDate":"2024-06-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141524228","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

Total syntheses of fungal isoindolinones corallocins B and C 真菌异吲哚啉酮类珊瑚菌素 B 和 C 的全合成

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-06-23 DOI: 10.1002/jhet.4853

Kazuki Hori, Shunsuke Onuma, Yuta Nakazato, Tomoya Mashiko, Akihiko Kasamatsu, Akinobu Matsuzawa, Shogo Kamo, Kazuyuki Sugita

引用次数: 0

Green synthesis of novel cyclopentapyridines: One-pot multicomponent reactions of vinilydene Meldrum's acid 新型环戊并吡啶的绿色合成：单锅多组分反应制备乙烯基梅尔德伦酸

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-06-22 DOI: 10.1002/jhet.4854

Somayeh Soleimani Amiri, Zahra Azizi, Zinatossadat Hossaini, Hadi Jouladehroodbar

引用次数: 0

Novel ferrocene cyclopalladated compounds: Synthesis, and in-vitro antitumor activity study 新型二茂铁环钯化合物：合成和体外抗肿瘤活性研究

IF 2 3区化学

Journal of Heterocyclic Chemistry Pub Date : 2024-06-22 DOI: 10.1002/jhet.4836

Yajun Zou, Xiangyu Lu, Xiaoyu Zhang, Gang Zhao

{"title":"Novel ferrocene cyclopalladated compounds: Synthesis, and in-vitro antitumor activity study","authors":"Yajun Zou, Xiangyu Lu, Xiaoyu Zhang, Gang Zhao","doi":"10.1002/jhet.4836","DOIUrl":"10.1002/jhet.4836","url":null,"abstract":"Metal complexes have a significant impact on the treatment of human cancer. However, the scarcity of these compounds, resulting from their limited synthesis, hinders the comprehensive investigation of their anticancer mechanisms. Organic palladium compounds, known for their distinctive stability and properties, are thus an essential area of research in the development of anti-tumor therapy. In our study, we synthesized two novel ferrocene cyclopalladated compounds (C2 and C4). Its configuration was thoroughly characterized by employing 1H, 13C NMR, ESI-MS, and elemental analysis techniques. The molecular structures were determined by X-ray single-crystal diffraction. In an in vitro anticancer study, it was observed that both C2 and C4 exhibited excellent suppression of viability in various tumor cell lines. These compounds showed better potency than cisplatin and demonstrated lower toxicity in normal cells. Particularly, C4 displayed approximately 22 times greater potency than cisplatin in suppressing melanoma cells (B16F10). Our study suggests that ferrocene cyclopalladated compounds have the potential to be promising candidates for the development of innovative anticancer drugs.","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 9","pages":"1373-1378"},"PeriodicalIF":2.0,"publicationDate":"2024-06-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141505456","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

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

引用次数: 0

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