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Discovery of Structural Diversity Guided N-S Heterocyclic Derivatives Based on Natural Benzothiazole Alkaloids as Potential Cytotoxic Agents 发现基于天然苯并噻唑生物碱的结构多样性引导的 N-S 杂环衍生物，作为潜在的细胞毒性药物
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-09-16 DOI: 10.1002/jhet.4886
Lirong Guo, Yafei Wan, Manli Liu, Fuqiang Zheng, Yingwu Shi, Kaimei Wang, Xiufang Cao, Longzhu Bao, Shaoyong Ke
{"title":"Discovery of Structural Diversity Guided N-S Heterocyclic Derivatives Based on Natural Benzothiazole Alkaloids as Potential Cytotoxic Agents","authors":"Lirong Guo,&nbsp;Yafei Wan,&nbsp;Manli Liu,&nbsp;Fuqiang Zheng,&nbsp;Yingwu Shi,&nbsp;Kaimei Wang,&nbsp;Xiufang Cao,&nbsp;Longzhu Bao,&nbsp;Shaoyong Ke","doi":"10.1002/jhet.4886","DOIUrl":"10.1002/jhet.4886","url":null,"abstract":"<div>\u0000 \u0000 <p>Benzothiazole alkaloids are a class of rare heterocyclic alkaloids with unique structures and exhibit a wide range of biological activities. So, the aim of this work is to investigate structural diversity-guided N-S heterocyclic derivatives based on natural benzothiazole alkaloids as potential cytotoxic agents. Three series of novel benzothiazole derivatives, including 22 compounds, were designed and synthesized using pharmacophore hybridization, and their in vitro cytotoxic activities against Huh-7 and A875 were fully evaluated. The results indicated that some of these benzothiazole derivatives had significantly good cytotoxic activities against two tested cell lines compared with the positive control 5-fluorouracil, and other compounds <b>3f–3i</b> displayed good selectivity between A875 and Huh-7 cell lines, which might be used as promising lead molecule for discovery of novel benzothiazole-type cytotoxic agents.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 11","pages":"1740-1751"},"PeriodicalIF":2.0,"publicationDate":"2024-09-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142264391","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
Multicomponent Assembling of Aldehydes, N,N-Dimethylbarbituric Acid, Malononitrile, and Morpholine Into Unsymmetrical Ionic Scaffold and Its Efficient Cyclization 醛、N,N-二甲基巴比妥酸、丙二腈和吗啉的多组分组装成不对称离子支架及其高效环化作用
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-09-16 DOI: 10.1002/jhet.4888
Michail N. Elinson, Yuliya E. Ryzhkova, Varvara M. Kalashnikova, Alexander O. Chizhov, Mikhail P. Egorov
{"title":"Multicomponent Assembling of Aldehydes, N,N-Dimethylbarbituric Acid, Malononitrile, and Morpholine Into Unsymmetrical Ionic Scaffold and Its Efficient Cyclization","authors":"Michail N. Elinson,&nbsp;Yuliya E. Ryzhkova,&nbsp;Varvara M. Kalashnikova,&nbsp;Alexander O. Chizhov,&nbsp;Mikhail P. Egorov","doi":"10.1002/jhet.4888","DOIUrl":"10.1002/jhet.4888","url":null,"abstract":"<div>\u0000 \u0000 <p>The new type of the four-component tandem Knoevenagel–Michael reaction was discovered: the transformation of arylaldehydes, <i>N</i>,<i>N′</i>-dimethylbarbituric acid, malononitrile, and morpholine in alcohols and other organic solvents without any other additives at ambient temperature resulted in the selective formation of a new substituted unsymmetrical ionic scaffold with two pharmacology-active heterocyclic rings. This new four-component reaction is a simple and efficient route to a previously unknown substituted ionic unsymmetrical scaffold containing <i>N</i>,<i>N′</i>-dimethylbarbituric acid and morpholine. These ionic scaffolds are promising for various biomedical applications, for example, as anticonvulsants and anti-inflammatory drugs, as well as anti-AIDS agents. In this research, we also accomplished the efficient cyclization of morpholin-4-ium 5-(2,2-dicya-no-1-arylethyl)-1,3-dimethyl-2,6-di-oxo-1,2,3,6-tetrahydro-pyrimidin-4-olates by the action of NBS–NaOAc system, with the formation of 5,7-dimethyl-4,6,8-trioxo-2-aryl-5,7-diazaspiro[2.5]octane-1,1-dicarbonitriles in 83%–98% yields. In the final stage of our research, direct one-pot multicomponent transformation of benzaldehydes, <i>N</i>,<i>N′</i>-dimethylbarbituric acid, and malononitrile into spirobarbituric cyclopropanes was accomplished in 75%–97% yields. The spiro-barbituric cyclopropanes are potentially active as remedies against various inflammatory, infectious, immunological, or malignant diseases.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 11","pages":"1752-1761"},"PeriodicalIF":2.0,"publicationDate":"2024-09-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142264433","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
Mn(III)-Based Oxidation of (Methylene)Bis(Cyclodiamide)s. Facile Synthesis of Tetraazadispiro-(Undecanone)s and -(Tridecanone)s 基于锰(III)的(亚甲基)双(环二胺)氧化。四氮双螺-(十一烷酮)和-(十三烷酮)的简单合成
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-09-15 DOI: 10.1002/jhet.4891
Haruki Kamachi, Takumi Toki, Ayaka Nakamura, Hiroshi Nishino
{"title":"Mn(III)-Based Oxidation of (Methylene)Bis(Cyclodiamide)s. Facile Synthesis of Tetraazadispiro-(Undecanone)s and -(Tridecanone)s","authors":"Haruki Kamachi,&nbsp;Takumi Toki,&nbsp;Ayaka Nakamura,&nbsp;Hiroshi Nishino","doi":"10.1002/jhet.4891","DOIUrl":"10.1002/jhet.4891","url":null,"abstract":"<div>\u0000 \u0000 <p>The oxidation of 5,5′-(methylene)bis(6-hydroxy-1,3-dimethylpyrimidine-2,4(1<i>H</i>,3<i>H</i>)-dione) monopiperidinium salts with Mn(OAc)<sub>3</sub>•2H<sub>2</sub>O was carried out in boiling MeCN, producing 2,4,9,11-tetramethyl-2,4,9,11-tetraazadispiro[5.0.5<sup>7</sup>.1<sup>6</sup>]tridecane-1,3,5,8,10,12-hexaones in high yields. A similar reaction using 4,4′-(methylene)bis(1,2-diphenylpyrazolidine-3,5-dione)s gave 2,3,8,9-tetraphenyl-2,3,8,9-tetraazadispiro[4.0.4<sup>6</sup>.1<sup>5</sup>]undecane-1,4,7,10-tetraones in good yields. The structure determination and the reaction mechanism for the formation of the unique tetraazadispiro(cyclopropane)s are discussed.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 11","pages":"1729-1739"},"PeriodicalIF":2.0,"publicationDate":"2024-09-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142264387","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
Synthesis of Novel Nitroimidazole-Pyrazole Hybrids via an Attractive Methodology of N-Alkylation of 4(5)-Nitro-1H-imidazole 通过 4(5)-硝基-1H-咪唑 N-烷基化的诱人方法合成新型硝基咪唑-吡唑混合物
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-09-12 DOI: 10.1002/jhet.4897
Rafaela Corrêa Silva, Maurício Silva dos Santos
{"title":"Synthesis of Novel Nitroimidazole-Pyrazole Hybrids via an Attractive Methodology of N-Alkylation of 4(5)-Nitro-1H-imidazole","authors":"Rafaela Corrêa Silva,&nbsp;Maurício Silva dos Santos","doi":"10.1002/jhet.4897","DOIUrl":"10.1002/jhet.4897","url":null,"abstract":"<div>\u0000 \u0000 <p>Imidazole is one of the most important heterocyclic rings. This nucleus can be found in a plethora of substances in different knowledge areas such as medicinal, agrochemical, polymer, and dyestuff. <i>N</i>-alkylation reactions involving <i>N</i> − 1 atom is a remarkable tool to synthesize many imidazole derivatives which can be attached to a great variety of functional groups. In this work, we synthesized 10 new intermediates 4-chlorobutyl 1-aryl-1<i>H</i>-pyrazole-4-carboxylates <b>3(a–j)</b> from 1-aryl-1<i>H</i>-pyrazole-4-carbonyl chlorides, obtained from 1-aryl-1<i>H</i>-pyrazole-4-carboxylic acids <b>4(a–j)</b>, and 4-chlorobutan-1-ol <b>1</b>, generated by THF ring-opening promoted by hydrochloric acid. Compounds <b>3(a–j)</b> promoted <i>N</i>-alkylation of 4(5)-nitro-1<i>H</i>-imidazole to afford the targets 4-(4-nitro-1<i>H</i>-imidazol-1-yl)butyl 1-aryl-1<i>H</i>-pyrazole-4-carboxylates <b>2(a–j)</b> in 18%–85% yields.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 11","pages":"1721-1728"},"PeriodicalIF":2.0,"publicationDate":"2024-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142264389","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
Energetic Azoxy-Coupled Tetrazoles 高能偶氮偶联四唑
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-09-12 DOI: 10.1002/jhet.4881
Nicholas F. Scherschel, Matthias Zeller, Davin G. Piercey
{"title":"Energetic Azoxy-Coupled Tetrazoles","authors":"Nicholas F. Scherschel,&nbsp;Matthias Zeller,&nbsp;Davin G. Piercey","doi":"10.1002/jhet.4881","DOIUrl":"10.1002/jhet.4881","url":null,"abstract":"<p>Azoxy coupling of 5-amino-1-methyl-tetrazole, 5-amino-2-methyl-tetrazole, and 5-amino-1-methoxy-tetrazole was performed by reacting each with various oxidants. These reactions revealed aqueous Oxone to be the most facile system for yielding the azoxy couple for the previously mentioned tetrazoles. Chemical and structural characterization of each novel azoxy-coupled tetrazole was conducted with <sup>1</sup>H NMR, <sup>13</sup>C NMR, HRMS, and single-crystal x-ray diffraction. Energetic characterization was evaluated by analysis of each compounds' single crystal x-ray diffraction density, impact sensitivity, friction sensitivity, and decomposition temperature. All compounds were found to be very sensitive to impact and friction stimuli.</p>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 11","pages":"1704-1709"},"PeriodicalIF":2.0,"publicationDate":"2024-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/jhet.4881","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142264390","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Identification, Synthesis, and Characterization of Process Related Impurities in the Synthesis of Boc-L-Lys(Boc)-OSu Boc-L-Lys(Boc)-OSu 合成过程中相关杂质的鉴定、合成和表征
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-09-12 DOI: 10.1002/jhet.4884
Amit H. Pakhurde, D. V. P. Kishore, Sandeep A. Kotharkar
{"title":"Identification, Synthesis, and Characterization of Process Related Impurities in the Synthesis of Boc-L-Lys(Boc)-OSu","authors":"Amit H. Pakhurde,&nbsp;D. V. P. Kishore,&nbsp;Sandeep A. Kotharkar","doi":"10.1002/jhet.4884","DOIUrl":"10.1002/jhet.4884","url":null,"abstract":"<div>\u0000 \u0000 <p>Protected lysine esters (Boc-L-Lys(Boc)-OSu) an intermediate of high repute in the peptide synthesis and diverse chemical synthetic applications, was the subject of synthetic process development studies, unveiling process-related impurities. These impurities were synthesized, characterized, and identified by different analytical tools, with their retention times verified by HPLC co-injection with commercial products. Detailed discussions ensued on the potential formation pathways and synthetic strategies of these process-related impurities.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 11","pages":"1710-1720"},"PeriodicalIF":2.0,"publicationDate":"2024-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142264388","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
Recent Development on the Heterocycles Derived From In Situ Formation of Aryl Glyoxals by Iodine/DMSO Mediated Oxidation of Methyl Ketones 碘/二甲基亚砜介导甲基酮原位氧化形成芳基乙二醛衍生杂环的最新进展
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-09-11 DOI: 10.1002/jhet.4880
Hitesh B. Jalani
{"title":"Recent Development on the Heterocycles Derived From In Situ Formation of Aryl Glyoxals by Iodine/DMSO Mediated Oxidation of Methyl Ketones","authors":"Hitesh B. Jalani","doi":"10.1002/jhet.4880","DOIUrl":"10.1002/jhet.4880","url":null,"abstract":"<div>\u0000 \u0000 <p>Controlled oxidation of methyl-ketones to aryl glyoxals using Selenium dioxide and iodine is one of the useful transformation. Regardless the availability of many oxidation reagents, Iodine/DMSO system is very efficient and flexible. This system efficiently allows in situ formation of α-halo ketones and subsequently transforming them directly to useful products. The Iodine/DMSO system allows the selective C<span></span>I and C<span></span>O bond formation, substantially useful for converting them to other bond forming reactions and heterocycles useful in the synthetic and medicinal chemistry. Iodine/DMSO system could be an important alternative strategy due to sustainability, metal-free conditions, allowing multiple/linear domino reactions. This review will focus on heterocyclic systems smartly developed/manipulated by Wu group from methyl-ketones. The scope and limitations of this method and selected examples of applications for the synthesis of interesting molecules are discussed herein.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 11","pages":"1668-1703"},"PeriodicalIF":2.0,"publicationDate":"2024-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142209406","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
Synthesis of Benzofuran-Based Hybrid Molecules: Molecular Docking and Antibacterial Activity Against Pseudomonas aeruginosa 苯并呋喃类杂化分子的合成：分子对接和对铜绿假单胞菌的抗菌活性
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-09-10 DOI: 10.1002/jhet.4887
Carlos J. Cortés-García, Aidme I. Mercado-Madrigal, Viridiana Alejandre-Castañeda, Jose Alberto Patiño-Medina, Verónica Castro-Velázquez, Vicente Rodríguez-González, Martha Isela Ramírez-Díaz, Alejandro Islas-Jácome, Mónica A. Rincón-Guevara, Luis Chacón-García, Victor Meza-Carmen, Erik Díaz-Cervantes
{"title":"Synthesis of Benzofuran-Based Hybrid Molecules: Molecular Docking and Antibacterial Activity Against Pseudomonas aeruginosa","authors":"Carlos J. Cortés-García,&nbsp;Aidme I. Mercado-Madrigal,&nbsp;Viridiana Alejandre-Castañeda,&nbsp;Jose Alberto Patiño-Medina,&nbsp;Verónica Castro-Velázquez,&nbsp;Vicente Rodríguez-González,&nbsp;Martha Isela Ramírez-Díaz,&nbsp;Alejandro Islas-Jácome,&nbsp;Mónica A. Rincón-Guevara,&nbsp;Luis Chacón-García,&nbsp;Victor Meza-Carmen,&nbsp;Erik Díaz-Cervantes","doi":"10.1002/jhet.4887","DOIUrl":"10.1002/jhet.4887","url":null,"abstract":"<div>\u0000 \u0000 <p>A rapid and efficient protocol for synthesizing two series of benzofuran-based hybrid polyheterocycles is presented: benzofuran-isatin and benzofuran <i>N</i>-acylhydrazones, and evaluation of their antibacterial activity both in vitro and in silico against two strains of <i>Pseudomonas aeruginosa</i>, PAO1 and PA14 were determined. Six of the tested compounds were shown to be active against the hypervirulent strain PA14. Docking studies were conducted using RNA polymerase sigmaS protein for <i>P. aeruginosa</i> PAO1 and PqsE protein for <i>P. aeruginosa</i> PA14 to provide additional insights into these results. A pharmacophore model was computed to suggest potential structural derivatives on the target molecules, offering further insights for future research. Finally, 40 novel compounds, including intermediates, were synthesized in a three-step reaction.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 11","pages":"1653-1667"},"PeriodicalIF":2.0,"publicationDate":"2024-09-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142209407","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
Fused Thiazolo[2,3-b]Quinazolinone–Chromone Hybrids: Synthesis, Characterization, In Vitro Antibacterial Activity and In Silico Screening 融合的噻唑并[2,3-b]喹唑啉酮-色酮杂化物：合成、表征、体外抗菌活性和硅学筛选
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-09-08 DOI: 10.1002/jhet.4892
Rajitha Gali, Janardhan Banothu, Punam Salaria, N. N. Subrahmanyeswara Rao, Santosh Kumar Badampudi, M. Amarendar Reddy
{"title":"Fused Thiazolo[2,3-b]Quinazolinone–Chromone Hybrids: Synthesis, Characterization, In Vitro Antibacterial Activity and In Silico Screening","authors":"Rajitha Gali,&nbsp;Janardhan Banothu,&nbsp;Punam Salaria,&nbsp;N. N. Subrahmanyeswara Rao,&nbsp;Santosh Kumar Badampudi,&nbsp;M. Amarendar Reddy","doi":"10.1002/jhet.4892","DOIUrl":"10.1002/jhet.4892","url":null,"abstract":"<div>\u0000 \u0000 <p>Antimicrobial resistance is one of the biggest threats to public health across the globe. Bacteria, fungi, viruses, and protozoans have been exhibiting resistance against antimicrobial drugs making them ineffective. Hence, the development of new antibiotics with a different mode of action is highly desirable. In this study, 10 new chromone-incorporated fused thiazolo[2,3-<i>b</i>]quinazolinone derivatives, <b>8a-j</b>, have been prepared via Biginelli reaction involving aromatic aldehydes, 1-tetralone, and thiourea followed by a reaction with 2-chloro-<i>N</i>-phenylacetamide, and Knoevenagel condensation with 3-formylchromone. All the structures of the compounds were characterized by NMR, FTIR, and mass spectrometry. The in vitro antibacterial activities of all the synthesized compounds against the four different microbial strains were evaluated. Among them, few compounds demonstrated prominent activity against <i>Staphylococcus aureus</i>, <i>Streptococcus pyogenes</i>, and <i>Pseudomonas aeruginosa</i>. No appreciable activity of any compound against <i>Klebsiella pneumoniae</i> was observed. Molecular docking studies were employed to reveal the interactions responsible for the potent compounds' activities against <i>S. aureus</i>, <i>S. pyogenes</i>, and <i>P. aeruginosa.</i> Both in vitro and in silico studies have been carried out by using standard agar well diffusion protocol and Auto Dock Vina in PyRx. The results indicated that compound <b>8c</b> was the potential compound as it showed good affinity toward the receptors of all three organisms. Molecular dynamics simulation of the <b>8c-1JIJ</b> complex for 100 ns further confirmed the potentiality of <b>8c</b>. The pharmacokinetic properties of the compounds indicate that the studied molecules have exhibited a favorable profile.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 11","pages":"1642-1652"},"PeriodicalIF":2.0,"publicationDate":"2024-09-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142209408","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
Synthesis, Photophysical Properties and Cytotoxic Activities of Isoxazole-Containing Difluoroboron Complexes 含异噁唑的二氟硼络合物的合成、光物理性质和细胞毒活性
IF 2 3区 化学
Journal of Heterocyclic Chemistry Pub Date : 2024-09-05 DOI: 10.1002/jhet.4894
Kirill S. Sadovnikov, Dmitry A. Vasilenko, Nadezhda E. Astakhova, Artem S. Sazonov, Alexei A. Yakushev, Yulia A. Gracheva, Yuri K. Grishin, Victor A. Tafeenko, Elena R. Milaeva, Elena B. Averina
{"title":"Synthesis, Photophysical Properties and Cytotoxic Activities of Isoxazole-Containing Difluoroboron Complexes","authors":"Kirill S. Sadovnikov,&nbsp;Dmitry A. Vasilenko,&nbsp;Nadezhda E. Astakhova,&nbsp;Artem S. Sazonov,&nbsp;Alexei A. Yakushev,&nbsp;Yulia A. Gracheva,&nbsp;Yuri K. Grishin,&nbsp;Victor A. Tafeenko,&nbsp;Elena R. Milaeva,&nbsp;Elena B. Averina","doi":"10.1002/jhet.4894","DOIUrl":"10.1002/jhet.4894","url":null,"abstract":"<div>\u0000 \u0000 <p>A large series of previously unknown isoxazole containing difluoroboron β-diketonate has been designed and synthesized from the available starting compounds. The photophysical properties of obtained compounds were studied, and the effects of the substituents in aromatic and isoxazole cycles of the BF<sub>2</sub> complexes on the fluorescence were investigated. The effect of solvatochromism were demonstrated. Cytotoxic activity against MCF-7 (breast carcinoma), HCT-116 (colon carcinoma), A549 (pulmonary carcinoma) and WI38 (fibroblasts from lung tissue) cell lines was tested and moderate toxicity in the concentration range of 10–100 μM was found for several compounds.</p>\u0000 </div>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 10","pages":"1627-1636"},"PeriodicalIF":2.0,"publicationDate":"2024-09-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142209409","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
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