Polycyclic Aromatic Compounds最新文献

{"title":"New Chromone-Thiazolopyrimidine Hybrids as Potent TNF-α, IL-6 and PGE2 Inhibitors: Synthesis, Anti-Inflammatory Evaluation and Molecular Modeling Studies","authors":"Dina H. Dawood ,&nbsp;Dalia O. Saleh ,&nbsp;Gehad A. Abdel Jaleel ,&nbsp;Eman S. Nossier","doi":"10.1080/10406638.2023.2278668","DOIUrl":"10.1080/10406638.2023.2278668","url":null,"abstract":"<div><div>Inflammation is deemed to be a substantial and terrifying indicator of the advancement of diverse life‐threatening diseases. Regarding the preceding studies that assured the remarkable efficiency of chromone scaffolds and thiazolopyrimidine-based compounds as efficacious anti-inflammatory candidates, a new chromone-thiazolopyrimidine hybrid <strong>3a–t</strong> was synthesized and investigated for their <em>in vivo</em> anti-inflammatory efficacy as well as their ulcerogenic effect. The majority of the examined candidates displayed a noticeable anti-inflammatory potency comparable to the standard drug (celecoxib), and interestingly, they exhibited no ulcerogenic effect. Moreover, the promising compounds <strong>3a</strong>, <strong>3c</strong>, <strong>3i</strong>, and <strong>3 l</strong> were assessed for their inhibitory properties against the production of various inflammatory mediators (TNF-α, IL-6, and PGE2). They demonstrated a noteworthy suppression efficiency on the emission of TNF-α, IL-6 and PGE2 (TNF-α level range 52.30-63.56 pg/mL, IL-6 level range 165.44–177.17 pg/mL, PGE2 level range 38.46–47.21 pg/mL) relative to celecoxib (49.77, 164.49, and 37.50 pg/mL, respectively). Additionally, the molecular docking studies for the bioactive derivatives <strong>3a, 3c, 3i</strong>, and <strong>3l</strong> were accomplished to determine the interaction forms inside the binding sites of the inflammatory mediators TNF-α, IL-6, and mPGES-1. The screened receptors exhibited essential binding interactions with the chromone and the 3-oxothiazolo[3,2-a]pyrimidine scaffolds. Finally, ADME investigations of the latter derivatives portended their significant oral bioavailability and GI absorption.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"44 10","pages":"Pages 6564-6588"},"PeriodicalIF":2.4,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138493763","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":"Topological Descriptors of Crystal Carbon Graphite","authors":"Sohan Lal ,&nbsp;Vijay Kumar Bhat ,&nbsp;Sahil Sharma","doi":"10.1080/10406638.2023.2283197","DOIUrl":"10.1080/10406638.2023.2283197","url":null,"abstract":"<div><div>Graph theory plays an important role in modeling, designing, and analyzing the structural characteristics of any molecular structure or complex network. The numerical quantities associated with a molecular structure are called topological descriptors. These descriptors are essential for understanding the topology of molecular structures and their physicochemical properties. In this paper, we study the molecular structure of crystal carbon graphite for <em>r</em>-level, which is one of the most well-known allotropes of carbon. Furthermore, some topological descriptors for the molecular structure of crystal carbon graphite have been computed using degree and neighborhood degree sum-based techniques. The obtained results may be used in understanding the structural characteristics and making predictions about certain physiochemical properties of crystal carbon graphite.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"44 10","pages":"Pages 6659-6680"},"PeriodicalIF":2.4,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138504151","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":"Novel 1,3-Indanedione-Thiazole Hybrids as Small-Molecule SARS-COV-2 Main Protease Inhibitors With Potential anti-Coronaviral Activity","authors":"Thoraya A. Farghaly ,&nbsp;Ghada S. Masaret ,&nbsp;Hanan Gaber Abdulwahab","doi":"10.1080/10406638.2024.2318442","DOIUrl":"10.1080/10406638.2024.2318442","url":null,"abstract":"<div><div>Since arising in 2019, COVID 19 has been causing rapidly-increasing mortality and morbidity rates across the globe. Herein, novel 1,3-indanedione-thiazole hybrids were designed and synthesized as small-molecule SARS-COV-2 Main protease (M^pro) inhibitors with potential anti-covid activity. All target compounds were screened <em>in vitro</em> for their ability to inhibit SARS-COV-2 M^pro. Several compounds displayed potent SARS-COV-2 M^pro inhibition at one-digit IC₅₀ values ranging from 4.3 to 9.9 µM, compared to ritonavir (IC₅₀= 2.4 µM). Moreover, antiviral assay revealed the ability of compounds <strong>12c, 12f,</strong> and <strong>16a</strong> to significantly inhibit the replication of SARS-COV-2 in Vero cells at EC₅₀ values of 7.79, 2.79 and 1.65 µM, respectively, relative to ritonavir (EC₅₀ = 1.72 µM). Cytotoxicity assay was also conducted. None of the tested compounds exhibited significant cytotoxicity in Vero cells showing CC₅₀ values from 171.77 to 299.96 µM and SI from 38.5 to 178.6 µM. In addition, a docking study revealed proper orientation and well-fitting of title compounds into the binding pocket of SARS-COV-2 Main protease.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"44 10","pages":"Pages 6941-6956"},"PeriodicalIF":2.4,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140072355","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":"Multi-step Synthesis of Novel Pyrazole Derivatives as Anticancer Agents","authors":"Amita K. Vyas ,&nbsp;Kaushik S. Lunagariya ,&nbsp;Ranjan C. Khunt","doi":"10.1080/10406638.2023.2278664","DOIUrl":"10.1080/10406638.2023.2278664","url":null,"abstract":"<div><div>The attractiveness of pyrazole and its derivatives is increasing because of their numerous potential pharmacological applications. A novel series of pyrazole hybrid compounds (<strong>6A–6L</strong>) has been synthesized, and all the intermediates and the final products were characterized by 1H NMR, IR, and mass spectrometry. Pyrazole derivatives were screened for their anticancer activity against the NCI-60 cell lines, and grouped into nine different subpanels. <em>In-vitro</em> anticancer studies of the targeted compounds showed that the compounds <strong>6C</strong>, <strong>6D</strong>, <strong>6F</strong>, <strong>6I</strong>, and <strong>6J</strong> showed potent anticancer activity against renal cancer, ovarian cancer, melanoma, and leukemia cancer.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"44 10","pages":"Pages 6550-6563"},"PeriodicalIF":2.4,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135340441","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":"Molecular Engineering of Indacenodifuran-Based Non-Fullerene Acceptors for Efficient Organic Solar Cells","authors":"Muzammil Hussain ,&nbsp;Muhammad Adnan ,&nbsp;Riaz Hussain ,&nbsp;Zobia Irshad ,&nbsp;Azhar Ali Haidry ,&nbsp;Aijaz Rasool Chaudhry","doi":"10.1080/10406638.2023.2284801","DOIUrl":"10.1080/10406638.2023.2284801","url":null,"abstract":"<div><div>Energy-efficient non-fullerene acceptors attracting great attention for developing efficient organic solar cells (OSCs). Though many materials have been developed to improve the optical and optoelectronic characteristics of OSCs, the search continues to strengthen this field further. Therefore, herein, we designed an environmentally-benign indacenodifuran-based electron acceptor molecules (MH1-MH8) by substituting various end-capped electron-withdrawing moieties (COOH, SO3H, NO2, and CN). The open-circuit-voltages, binding energy, transition energy, transition density analysis, and electron and hole reorganization energies for MH1–MH8 were computed for these materials. These designed materials MH1-MH8 have better photovoltaic, photophysical, and electrical properties than R due to their narrower bandgap (1.91 eV), higher absorption (725.56 and 785.46 nm in gas and chloroform), low-mobility of electrons (0.0033) and holes (0.0019), and lower binding energy of 0.20 eV). We have also performed a charge transfer study by establishing a donor:acceptor complex MH2:PTB7-TH, showing a great charge transformation at the donor:acceptor interface. Thus, the designed compounds (MH1-MH8) with excellent optoelectronic properties could be considered a promising and environmentally friendly option to create compelling organic solar cells.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"44 10","pages":"Pages 6806-6833"},"PeriodicalIF":2.4,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138681354","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, Characterization, Anticancer, Pharmacokinetic, and Docking Studies of Vanillin-Benzimidazole Derivatives as Aromatase Inhibitors","authors":"Azizah M. Malebari ,&nbsp;Syed Nazreen ,&nbsp;Serag Eldin I. Elbehairi ,&nbsp;Ahmed A. Elhenawy ,&nbsp;Antar A. Abdelhamid ,&nbsp;Anas Alfarsi ,&nbsp;Ali A. Shati ,&nbsp;Esam A. Alqurashi ,&nbsp;Mohammad Y. Alfaifi ,&nbsp;Mohammad Salman Akhtar ,&nbsp;Mohammad Mahboob Alam","doi":"10.1080/10406638.2023.2289486","DOIUrl":"10.1080/10406638.2023.2289486","url":null,"abstract":"<div><div>The current work highlights the preparation and antitumor activity of new benzimidazole derivatives of the natural product vanillin as a novel aromatase inhibitor. All the newly reported hybrids were characterized using sophisticated analytical techniques like NMR, IR, and mass spectrometry. The anticancer results against five cancer cell lines exhibited compounds <strong>6, 7,</strong> and <strong>8</strong> to be most sensitive with IC₅₀ in the range 0.36–8.65 μM, whereas doxorubicin showed IC₅₀ of 4.74 μM and 3.69 μM toward breast cancer cells, MCF-7 and MDA-MB-231, respectively. Also, compound <strong>6</strong> revealed promising aromatase inhibition with IC₅₀ 0.064 μM while <strong>7</strong> and <strong>8</strong> with IC₅₀ 1.16 and 2.87 μM, respectively. Compound <strong>9-</strong>bearing morpholine heterocycle revealed a better antibacterial effect on <em>S. aureus</em> with 22 mm (ZI) and MIC of 25 µg/disk than amoxicillin. These synthesized compounds displayed desirable pharmacokinetic properties and interacted with active sites of the aromatase enzyme in docking study. In conclusion, compound <strong>6</strong> was found to be a promising molecule as an aromatase inhibitor for breast cancer therapy.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"44 10","pages":"Pages 6845-6861"},"PeriodicalIF":2.4,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138693123","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":"An Overview of the Synthetic Routes and Pharmacological Aspects of Pyridine, Isoxazole, Thiazole, and Indole Derivatives","authors":"Pallavi H. M. ,&nbsp;Zabiulla ,&nbsp;Shaukath Ara Khanum","doi":"10.1080/10406638.2023.2294768","DOIUrl":"10.1080/10406638.2023.2294768","url":null,"abstract":"<div><div>Heterocyclic compounds, which are a privileged class of molecules with both natural and pharmacological value, plays an essential role in drug development. Research interest on heterocycles increasing rapidly due to the extensive pharmacological efficacy as more than 90% of novel drugs contain heterocycles. Nitrogen heterocyclic compounds, which are structural units of essential bioactive chemicals such as antibiotics, vitamins, hormones, etc, are more prevalent in nature than other types of heterocyclic ring systems. This analysis of the literature may provide a chance for chemists to develop innovative derivatives of heterocycles and their derivatives that have been demonstrated to be useful and safe agents in improving biological and industrial life quality.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"44 10","pages":"Pages 7168-7196"},"PeriodicalIF":2.4,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138947410","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":"An Alternative Green Method for Synthesis of 3-Amino-5-Methylisoxazole Schiff Bases and Their Bioactivity Evaluation","authors":"Kovan Dilawer Issa ,&nbsp;Rostam Rasul Braiem","doi":"10.1080/10406638.2024.2302530","DOIUrl":"10.1080/10406638.2024.2302530","url":null,"abstract":"<div><div>Isoxazole Schiff bases play an important role in medicinal chemistry, pharmacy, coordination chemistry, and industrial chemistry, therefore, finding easier and more reliable procedures for their synthesis is still in process. The present work deals with a single-step condensation reaction between 3-amino-5-methylisoxazole and various aromatic aldehydes to furnish a Schiff base scaffold of isoxazole (including one new compound) with excellent yields in a short time. The procedure is a solvent-free condition using DMEA as a green catalyst. The products were evaluated for their antibacterial efficacy against gram-positive and gram-negative bacteria including <em>Staphylococcus aureus</em>, <em>Staphylococcus epidermidis</em>, <em>Pseudomonas aeruginosa</em>, and <em>Salmonella abony</em>. The antioxidant activity of the products was tested and the ascorbic acid and quercetin were used as standards. The produced Schiff bases exhibited the ability to scavenge the free radicals from the DPPH. This means that the products can be used as antioxidants. Two of the synthesized compounds were evaluated for their anticancer activity by testing their cytotoxic potency, which showed diminishing toxicity of cell lines against human breast cancer cell lines and gastric adenocarcinoma cell lines. Therefore, the products can be utilized as anticancer agents.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"44 10","pages":"Pages 6874-6884"},"PeriodicalIF":2.4,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139440948","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":"Encapsulating 2-Aminopyridine With Zeolite Imidazole Framework Nanoparticles for Induction of Cell Death via pH-Responsive Delivery in Hepatocellular Carcinoma (HepG2) Cells","authors":"Azar Zochedh ,&nbsp;Kaliraj Chandran ,&nbsp;Karthick Arumugam ,&nbsp;Mohana Priya ,&nbsp;Murugan Anbazhagan ,&nbsp;Asath Bahadur Sultan ,&nbsp;Sureba Sukumaran ,&nbsp;Cibe Chakaravarthy ,&nbsp;Karthikeyan Palaniyandi ,&nbsp;Thandavarayan Kathiresan","doi":"10.1080/10406638.2024.2344764","DOIUrl":"10.1080/10406638.2024.2344764","url":null,"abstract":"<div><div>The key objective for establishing a new drug delivery system is to transport therapeutic medications in the body’s circulatory system and deliver them to selected therapeutic spots. In the current study, 2-aminopyridine (2AP), a bioactive molecule, was wrapped around a metal oxide framework known as the Zeolite imidazole framework (ZIF-8) for efficient drug delivery in HepG2 cells. To begin with, an <em>in-silico</em> technique molecular docking to access the binding capability of 2AP with EGFR target, and it exhibited a score of −7.4 kcal/mol. The morphology of the nanoparticles was examined through SEM and TEM analysis, DLS and Zeta potential exhibited the particle size, stability and further elements and functional groups present in ZIF-8 and 2AP@ZIF-8 was examined through EDX, TGA, XRD, and FTIR analysis. The drug loading capacity of ZIF-8 was examined and the drug release efficiency of ZIF-8 for the delivery of 2AP was evaluated in the phosphate-buffered saline under different pH conditions and witnessed the pH-responsive and sustained drug release. The dose-dependent and time-dependent anticancer efficacy of 2AP@ZIF-8 nanoparticles treated HepG2 cells has been investigated through the <em>in-vitro</em> MTT assay method. The IC₅₀ values of 2AP@ZIF-8 nanoparticles for 24, 48, and 72 h were observed to be 54.8, 48.5, and 45.3 μg/mL, respectively. The ZIF-8 and 2AP@ZIF-8 showed nontoxic to HEK293 cells. Overall, our findings showed that ZIF-8 offers a pH-responsive release of 2AP loaded and 2AP@ZIF-8 caused cell death in HepG2 cells, suggesting novel therapeutic approaches against hepatocellular carcinoma.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"44 10","pages":"Pages 7031-7049"},"PeriodicalIF":2.4,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140883945","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":"Onions, Salt and Palm Oil Marination Reduced Polycyclic Aromatic Hydrocarbon in Cooked Chevon and Beef Meat: A Risk Assessment Study","authors":"Bedford Ikechukwu Oformata ,&nbsp;Akwoba Joseph Ogugua ,&nbsp;Victor Oluwatoyin Akinseye ,&nbsp;Ekene J. Nweze ,&nbsp;John Anaelom Nwanta ,&nbsp;Reginald Ikechukwu Obidike","doi":"10.1080/10406638.2024.2366195","DOIUrl":"10.1080/10406638.2024.2366195","url":null,"abstract":"<div><div>The roles of foods in human health can be greatly influenced by processing. The process of singeing deposits polycyclic aromatic hydrocarbons (PAHs) on meat. However, some food additives have shown tendencies to reduce PAHs levels in singed food. This study conducted a risk assessment study on the effect of onions, salt and palm oil marination on Polycyclic aromatic hydrocarbon in cooked chevon and beef meat. The singed meat samples were cooked with specific quantities of additives (onions, salt and palm oil). PAHs levels were analyzed using Gas Chromatography Mass spectrophotometer (GC-MS) and the health risk assessment was conducted as described by USEPA. Our findings revealed that meat samples singed with augmented fire wood accumulated more PAHs than those singed with only firewood; also chevon accumulated more PAHs than beef. PAHs content in all singed meat samples cooked with maximum quantity of additives (15 g) for 30 min had reduction in concentration of about 99%. The estimated daily intake (EDI) showed that PAHs concentration were higher in uncooked meat samples singed with augmented firewood. The least concentration of PAH was seen in cooked chevon singed with only firewood (9.39E-06 mg/kg/day). The hazard quotients (HQs) evaluated showed that cooking the meat samples with additives, notably decreased PAHs concentration (from between 10⁻¹ and 10⁻³ to between 10⁻⁵ and 10⁻⁷). The hazard index (HI) observed showed that PAHs concentration in cooked samples were lower than in uncooked samples. The Carcinogenic potency showed that the uncooked singed meat samples could lead to health complications except for the chevon sample singed with only firewood. However, all cooked samples showed lower health hazards with potency index which were all less than one (&lt;1). The findings suggest that chevon accumulated PAHs more than beef. However, the carcinogenic potency of the PAHs in chevon was less than beef after cooking with additives.</div></div>","PeriodicalId":20303,"journal":{"name":"Polycyclic Aromatic Compounds","volume":"44 10","pages":"Pages 7087-7108"},"PeriodicalIF":2.4,"publicationDate":"2024-11-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141504062","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}