Polycyclic Aromatic Compounds最新文献

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Fabrication of Fe3O4@AMNA-CuBr Nanocomposite as a Highly Efficient and Reusable Heterogenous Catalyst for Synthesis of Highly Substituted Oxazoles 制备 Fe3O4@AMNA-CuBr 纳米复合材料,作为合成高取代恶唑的高效、可重复使用的异源催化剂
IF 2.4 3区 化学
Polycyclic Aromatic Compounds Pub Date : 2024-10-20 DOI: 10.1080/10406638.2023.2276251
{"title":"Fabrication of Fe3O4@AMNA-CuBr Nanocomposite as a Highly Efficient and Reusable Heterogenous Catalyst for Synthesis of Highly Substituted Oxazoles","authors":"","doi":"10.1080/10406638.2023.2276251","DOIUrl":"10.1080/10406638.2023.2276251","url":null,"abstract":"<div><div>Research on synthetic methods for the preparation of oxazoles is an important issue among synthetic chemists because oxazole derivatives are structural subunits of various natural active products and are valuable synthetic and pharmaceutical precursors. In this research work, we constructed CuBr supported on surface of magnetic Fe<sub>3</sub>O<sub>4</sub> nanoparticles modified with 6-(aminomethyl)nicotinic acid [Fe<sub>3</sub>O<sub>4</sub>@AMNA-CuBr nanocomposite] and evaluated its catalytic activity for the preparation of highly substituted oxazoles through one-pot three-component reactions of diphenylacetylene derivatives with aryl nitriles and water in PEG as the solvent. The results shown that the Fe<sub>3</sub>O<sub>4</sub>@AMNA-CuBr catalyst was used 8 times without significant decrease in catalytic activity. XRD and TEM analysis confirmed that the structure and morphology that the Fe<sub>3</sub>O<sub>4</sub>@AMNA-CuBr catalyst did not change after 8 runs.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135480599","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 and Insecticidal Assessment of Some Innovative Heterocycles Incorporating a Pyrazole Moiety 一些含有吡唑分子的创新杂环化合物的合成和杀虫评估
IF 2.4 3区 化学
Polycyclic Aromatic Compounds Pub Date : 2024-10-20 DOI: 10.1080/10406638.2023.2276248
{"title":"Synthesis and Insecticidal Assessment of Some Innovative Heterocycles Incorporating a Pyrazole Moiety","authors":"","doi":"10.1080/10406638.2023.2276248","DOIUrl":"10.1080/10406638.2023.2276248","url":null,"abstract":"<div><div>The compound 1,3-diphenyl-1<em>H</em>-pyrazole-4-carbaldehyde (<strong>1</strong>) was utilized as a fundamental component in the synthesis of novel <em>N</em>-phenyl pyrazole derivatives. Substituted <em>N</em>-phenyl pyrazole compounds including 2-cyano-3-(1,3-diphenyl-1<em>H</em>-pyrazol-4-yl)-<em>N</em>-Substituted-acrylamide derivatives (<strong>4a</strong>–<strong>h</strong>), 4-(hydrazineylidenemethyl)-1,3-diphenyl-1<em>H</em>-pyrazole (<strong>6</strong>) and 2-cyano-<em>N'</em>-((1,3-diphenyl-1<em>H</em>-pyrazol-4-yl)methylene)-acetohydrazide (<strong>11</strong>) were obtained in moderate yields through the reaction of <strong>1</strong> with 2-cyano-<em>N</em>-substituted acetamide derivatives <strong>3a</strong>–<strong>h,</strong> hydrazine hydrate, and cyanoacetohydrazide under basic-catalyzed conditions, respectively. Moreover, hydrazinyl-pyarzole <strong>6</strong> reacted with 4,5,6,7-tetrabromoisobenzofuran-1,3-dione <strong>(7)</strong> to afford 4,5,6,7-tetrabromo-2-(((1,3-diphenyl-1<em>H</em>-pyrazol-4-yl)methylene)amino)- isoindoline-1,3-dione <strong>(8).</strong> Furthermore, pyrazoloacetohydrazide <strong>11</strong> is condensed with salicylaldehyde derivatives <strong>12a</strong>–<strong>e</strong> to give pyrazolochromene carbohydrazide derivatives <strong>13a</strong>–<strong>e</strong>. Also, acetohydrazide <strong>11</strong> refluxed with <em>N, N</em>-dimethylformamide dimethyl acetal to produce 2-cyano-3-(dimethylamino)-<em>N'</em>-((1,3-diphenyl-1<em>H</em>-pyrazol-4-yl)methylene)acrylohydrazide (<strong>15</strong>), which upon exposure to acidic conditions underwent cyclization to form 4-((dimethylamino)methylene)-6-(1,3-diphenyl-1<em>H</em>-pyrazol-4-yl)pyridazine-3,5(4<em>H</em>,6<em>H</em>)-dione (<strong>16</strong>). The newly synthesized compounds were identified and confirmed using elemental and spectral data analyses as IR, MS, <sup>1</sup>H NMR, <sup>13</sup>C NMR, and 2D NMR analysis (H-H COSY, HSQC, HMBC, and NOSEY), Also, DFT studies were done to prove the geometrical optimization and spatial distributions orbitals of compounds <strong>4a</strong> and <strong>11</strong>. The toxicity of <em>N</em>-phenylpyrazole compounds was tested against the corn leaf aphid (<em>Rhopalosiphum maidis</em>) and the mealy plum aphid (<em>Hyalopterus pruni</em>). Compounds <strong>4c, 13c,</strong> and <strong>13d</strong> were found to be the most potent to control the two insects compared with acetamiprid 20% SP recommended by the Ministry of Agriculture. The biochemical investigation of insects was studied to the most effective compounds on insects as well, and the toxicity of compounds <strong>4c, 13c,</strong> and <strong>13d</strong> was studied on the predators (<em>Hippodamia variegata, Cydonia vicina isis, Cydonia vicina nilotica, and 4<sup>th</sup> instar larvae H. variegata</em>) under laboratory conditions.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135480602","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
A Catalyst-Free One-Pot Multicomponent Green Strategy for the Synthesis of Spiroindene-1,3dione-Benzochromene/ Thio-Chromene Derivatives under Neat/Aqueous Conditions 在洁净/水溶液条件下合成螺茚-1,3-二酮-苯并铬烯/硫代铬烯衍生物的无催化剂单锅多组分绿色策略
IF 2.4 3区 化学
Polycyclic Aromatic Compounds Pub Date : 2024-10-20 DOI: 10.1080/10406638.2023.2270126
{"title":"A Catalyst-Free One-Pot Multicomponent Green Strategy for the Synthesis of Spiroindene-1,3dione-Benzochromene/ Thio-Chromene Derivatives under Neat/Aqueous Conditions","authors":"","doi":"10.1080/10406638.2023.2270126","DOIUrl":"10.1080/10406638.2023.2270126","url":null,"abstract":"<div><div>An efficient, facile, and catalyst-free one-pot multicomponent green strategy under neat or aqueous conditions has been developed to synthesize a series of spiro compounds that contain two biologically active pharmacophores, benzochromenes/thio-chromenes and indan-1,3-dione, in a single molecular framework. The desired Spiroindene-1,3dione-benzochromene/thio-chromene derivatives were yielded through a one-pot, three-component reaction between ninhydrin, substituted 1,3-dicarbonyls, and 2-naphthol/2-naphthalene thiol <em>via</em> the Knoevenagel–Michael cascade. The advances of this strategy include high product yields (94–82%), the formation of a new asymmetric center, cost-effectiveness, atom economy, and a straightforward workup procedure that does not require any additional purification steps.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135869248","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
The Merrifield–Simmons Index of the Fullerene Derivative Hexagonal System 富勒烯衍生物六方体系的梅里菲尔德-西蒙斯指数
IF 2.4 3区 化学
Polycyclic Aromatic Compounds Pub Date : 2024-10-20 DOI: 10.1080/10406638.2023.2274476
{"title":"The Merrifield–Simmons Index of the Fullerene Derivative Hexagonal System","authors":"","doi":"10.1080/10406638.2023.2274476","DOIUrl":"10.1080/10406638.2023.2274476","url":null,"abstract":"<div><div>The fullerene derivative hexagonal system is obtained from fullerene <em>C<sub>n</sub></em> and hexagonal system sticked by a common edge. The Merrifield–Simmons index of a graph <em>G</em> is defined as the total number of the independent sets of <em>G</em>. In this paper, we give the lower and larger bound of Merrifield–Simmons index of the fullerene derivative hexagonal system. Furthermore, we give two formulas of the Merrifield–Simmons index of the fullerene derivative hexagonal system <em>C</em><sub>20</sub> ⊗ <em>l</em>(<em>n</em>) and <em>C</em><sub>20</sub> ⊗ (<em>l</em>(<em>n</em><sub>1</sub>), <em>l</em>(<em>n</em><sub>2</sub>)).</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135933109","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
Anticancer and anti-Inflammatory Activities of Garcinol and Its Analogs 加西诺及其类似物的抗癌和抗炎活性
IF 2.4 3区 化学
Polycyclic Aromatic Compounds Pub Date : 2024-10-20 DOI: 10.1080/10406638.2023.2270116
{"title":"Anticancer and anti-Inflammatory Activities of Garcinol and Its Analogs","authors":"","doi":"10.1080/10406638.2023.2270116","DOIUrl":"10.1080/10406638.2023.2270116","url":null,"abstract":"<div><div>Bioactive molecules have been significantly known for therapeutic potential. One such molecule, garcinol, is a naturally occurring benzophenone derived from medicinally applicable many species of garcinia family, more specifically <em>Garcinia indica</em>. Diverse therapeutic applications of garcinol and <em>Garcinia indica</em> have been studied and documented in the literature. This review covers our previous study on garcinol and its analogs as target-specific potential anti-cancer and anti-inflammatory agents. Also, it accomplishes recent reports on the medicinal significance and challenges of garcinol and its analogs to develop as therapeutics.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136078739","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
Design, Synthesis, Spectral Analysis, Drug Likeness Prediction, and Molecular Docking Investigations of New Naphtho[2,1-b]Furan Encompassing Pyrimidines as Potential Antimicrobial Agents 作为潜在抗菌剂的新型萘并[2,1-b]呋喃嘧啶的设计、合成、光谱分析、药物相似性预测和分子对接研究
IF 2.4 3区 化学
Polycyclic Aromatic Compounds Pub Date : 2024-10-20 DOI: 10.1080/10406638.2023.2272012
{"title":"Design, Synthesis, Spectral Analysis, Drug Likeness Prediction, and Molecular Docking Investigations of New Naphtho[2,1-b]Furan Encompassing Pyrimidines as Potential Antimicrobial Agents","authors":"","doi":"10.1080/10406638.2023.2272012","DOIUrl":"10.1080/10406638.2023.2272012","url":null,"abstract":"<div><div>In view of the extremely important biological and medicinal properties of napthofurans, the synthesis of these heterocycles has fascinated the interest of medicinal and organic chemists. Keeping this in mind, we herein report the synthesis and antimicrobial evaluation of 4-<em>N</em>-aryl-naphtho[2,1-<em>b</em>]furo[3,2-<em>d</em>] pyrimidines <strong>5 (a–l)</strong>. Structures of these synthesized compounds were confirmed by spectral analysis like IR, NMR, and Mass spectrometry. The <em>in vitro</em> antimicrobial activities were reported for all the compounds <strong>5 (a–l)</strong>. The compounds <strong>5e</strong> and <strong>5f</strong> exhibited excellent antibacterial, antifungal, and antidermatophytic activities against tested pathogens at MIC 3.125, and 3.125 µg/mL, respectively. Furthermore, molecular docking studies of these compounds against <em>S. aureus</em> tyrosyl-tRNA synthetase (<strong>PDB ID: 1JIJ</strong>), <em>S. aureus Gyrase</em> (<strong>PDB ID: 2XCT</strong>), and SARS-CoV-2 Omicron (<strong>PDB ID: 7TOB</strong>), revealed the potential binding mode of the ligands to the site of the appropriate targets. Finally, drug-likeness and structure-activity relationship studies were also disclosed.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136157106","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, Cytotoxic, and Antioxidant Activity of Some Benzoquinoline-Based Heterocycles 一些苯并喹啉基杂环化合物的合成、细胞毒性和抗氧化活性
IF 2.4 3区 化学
Polycyclic Aromatic Compounds Pub Date : 2024-10-20 DOI: 10.1080/10406638.2023.2270767
{"title":"Synthesis, Cytotoxic, and Antioxidant Activity of Some Benzoquinoline-Based Heterocycles","authors":"","doi":"10.1080/10406638.2023.2270767","DOIUrl":"10.1080/10406638.2023.2270767","url":null,"abstract":"<div><div>A series of benzoquinoline-based heterocycles was synthesized using 2-((3-chlorobenzo[<em>f</em>]quinolin-2-yl)methylene)hydrazine-1-carbothioamide as a key material <em>via</em> condensation of 3-chlorobenzo[<em>f</em>]quinoline-2-carbaldehyde with thiosemicarbazide. The titled thiosemicarbazone scaffold was conducted with some carbon electrophilic reagents such as acetic anhydride, chloroacetyl chloride, chloroacetic acid, 2-bromo-1-(3-nitrophenyl)ethan-1-one, 2-chloro-<em>N</em>-phenylacetamide, and dimethyl but-2-ynedioate to obtain triazole thione, imidazolone, thiazolidinone, and thiazole derivatives. On the other hand, hydrazinolysis of thiosemicarbazone did not proceed as expected but it gave the azine derivative. The <em>in vitro</em> antitumor and antioxidant activity of the synthesized compounds were screened and revealed that triazole thione and thiazole derivatives were the most potent.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136234152","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, Anti-Proliferative Activity, DFT and Docking Studies of Some Novel Chloroquinoline-Based Heterocycles 一些新型氯喹啉基杂环的合成、抗增殖活性、DFT 和 Docking 研究
IF 2.4 3区 化学
Polycyclic Aromatic Compounds Pub Date : 2024-10-20 DOI: 10.1080/10406638.2023.2271112
{"title":"Synthesis, Anti-Proliferative Activity, DFT and Docking Studies of Some Novel Chloroquinoline-Based Heterocycles","authors":"","doi":"10.1080/10406638.2023.2271112","DOIUrl":"10.1080/10406638.2023.2271112","url":null,"abstract":"<div><div>Cancer is one of the leading causes of death. Quinoline is well known as one of the most potent pharmaceutically active scaffolds with remarkable pharmacological properties. So, in this article, we focused our efforts on the utility of the key scaffold <em>N</em>′-(1-(4-((7-chloroquinolin-4-yl)amino)phenyl)ethylidene)-2-cyanoacetohydrazide (<strong>5</strong>) in the synthesis of their novel heterocyclic compounds with potential as anticancer agents. Based on these preliminary screening results against four different human cancer cell lines (HepG2, MCF-7, HCT-116, and PC-3). Gratifyingly, compounds <strong>9</strong> and <strong>16</strong> showed the highest anticancer activity. Adenosine A2B receptor (A2BAR) was found to be the probable cellular target for both promising candidate compounds <strong>9</strong> and <strong>16</strong>. The docking study of tested compounds <strong>9</strong> and <strong>16</strong> revealed that they bind more strongly to the A2BAR as compared to that of its co-crystalized ligand, suggesting that the anticancer activities of the tested compounds may be related to their ability to block the A2BAR receptor signaling in cancer cells, leading to cell death. Computational studies and countersurfaces of the novel compounds helped us clarify and interpret the compounds that have high and low anticancer activity. Noteworthy, the results of these studies are approximately compatible with what was done <em>in vitro</em>.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"134909692","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
Computational Analysis on Molecular Stability and Binding Affinity of 3-(Aminothiazolyl)Quinolone Derivative as Multitargeting Antibacterial Agents through Ab Initio Methods and Molecular Docking 通过 Ab Initio 方法和分子对接计算分析 3-(氨基噻唑基)喹诺酮衍生物作为多靶点抗菌剂的分子稳定性和结合亲和力
IF 2.4 3区 化学
Polycyclic Aromatic Compounds Pub Date : 2024-10-20 DOI: 10.1080/10406638.2023.2270123
{"title":"Computational Analysis on Molecular Stability and Binding Affinity of 3-(Aminothiazolyl)Quinolone Derivative as Multitargeting Antibacterial Agents through Ab Initio Methods and Molecular Docking","authors":"","doi":"10.1080/10406638.2023.2270123","DOIUrl":"10.1080/10406638.2023.2270123","url":null,"abstract":"<div><div>The present study deals with the application of <em>ab initio</em> method using density functional theory (DFT) at M06-2X/6-311++G(d,p) to characterize the considered molecule completely. Though the anti-bacterial activity of the 3-(amino thiazolyl)quinolone derivatives was studied, the effects of intermolecular hydrogen bonding on chemical and biological processes remain unexplored or have not been thoroughly investigated so far. Investigations into non-covalent interactions were carried out using the reduced density gradient methodology and the quantum theory of atoms in molecules. An electron localization function was used to investigate the electronic vicinity of each atom in a molecule. Natural bond orbital analysis was used to determine the correlated stabilization energies for the intermolecular hydrogen bonds (H-bonds) that are responsible for the molecular stability of the dimer structure. The electrophilic and nucleophilic sites were predicted using the molecular electrostatic potential. The density of states and partial density of states were also used to represent the frontier molecular orbitals. The inhibitory activities of the compound with different classes of bacteria were also investigated using molecular docking simulation.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135218206","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
Design, Characterization and Antimicrobial Efficiency of Novel Annulated Furo[3'',2'':6',7']Chromeno[3',4':4,5]Furo [3,2-b]Pyridines 新型环状呋喃并[3'',2'':6',7']色并[3',4':4,5]呋喃并[3,2-b]吡啶的设计、表征和抗菌效率
IF 2.4 3区 化学
Polycyclic Aromatic Compounds Pub Date : 2024-10-20 DOI: 10.1080/10406638.2023.2270119
{"title":"Design, Characterization and Antimicrobial Efficiency of Novel Annulated Furo[3'',2'':6',7']Chromeno[3',4':4,5]Furo [3,2-b]Pyridines","authors":"","doi":"10.1080/10406638.2023.2270119","DOIUrl":"10.1080/10406638.2023.2270119","url":null,"abstract":"<div><div>The principle approach of the present study is directed to find an appropriate technique to create a new category of multi-fused compounds including furo[3,2-<em>g</em>]chromenes. The novel 2-acetyl-3-amino-6,10-dimethoxy-4-oxo-4<em>H</em>-difuro[3,2-<em>c</em>:3′,2′-<em>g</em>]chromene (<strong>3</strong>) was efficiently synthesized and utilized as a key intermediate to build a new class of multi-fused compounds namely furo[3′′,2′′:6′,7′]chromeno[3′,4′:4,5]furo[3,2-<em>b</em>]pyridines. Reaction of precursor <strong>3</strong> with active methylene nitriles yielded 2-amino-3-substituted furo[3′′,2′′:6′,7′]chromeno[3′,4′:4,5]furo[3,2-<em>b</em>]pyridines <strong>4</strong>–<strong>9</strong>. Also, Friedländer's reaction of precursor <strong>3</strong> with active methylene ketones produced hetero-annulated furochromenofuropyridines <strong>10</strong>–<strong>13</strong>. The synthesized compounds showed high inhibition action when tested <em>in vitro</em> against fungal strains, whereas compounds <strong>3</strong> and <strong>8</strong> showed good inhibitory effects against all types of tested microorganisms. The structures of the novel annulated compounds were inferred using spectral and analytical results.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":null,"pages":null},"PeriodicalIF":2.4,"publicationDate":"2024-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135778414","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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