{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,11,19]],"date-time":"2025-11-19T11:18:40Z","timestamp":1763551120199,"version":"build-2065373602"},"reference-count":43,"publisher":"MDPI AG","issue":"6","license":[{"start":{"date-parts":[[2020,3,19]],"date-time":"2020-03-19T00:00:00Z","timestamp":1584576000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"the Collaborative Grant-in-Aid of the HBUT National &quot;111&quot; Center for Cellular Regulation and Molecular Pharmaceutics","award":["XBTK-2018005"],"award-info":[{"award-number":["XBTK-2018005"]}]},{"name":"the Doctoral Scientific Research Foundation of Hubei University of Technology","award":["BSQD2015004"],"award-info":[{"award-number":["BSQD2015004"]}]},{"DOI":"10.13039\/501100001809","name":"the National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["31400153","31800457"],"award-info":[{"award-number":["31400153","31800457"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Coxsackievirus B3 (CVB3) is the most common cause of acute and chronic viral myocarditis, primarily in children, while human adenovirus infections represent a significant cause of morbidity and mortality worldwide, in people of all ages. A series of novel 2-benzoxyl-phenylpyridine derivatives were evaluated for their potential antiviral activities against CVB3 and adenovirus type 7 (ADV7). Preliminary assays indicated that some of these compounds exhibited excellent antiviral effects on both CVB3 and ADV7 viruses; they could effectively inhibit virus-induced cytopathic effects, reduce viral progeny yields, and had similar or superior antiviral activities compared with the control drug, ribavirin. Further, these compounds targeted the early stages of CVB3 replication in cells, including viral RNA replication and protein synthesis, rather than inactivating the virus directly, inhibiting virus adsorption\/entry, or affecting viral release from cells. Our data demonstrate that the tested 2-benzoxyl-phenylpyridine derivatives are effective inhibitors of CVB3 and ADV7, raising the possibility that these compounds might be feasible candidates for anti-viral agents.<\/jats:p>","DOI":"10.3390\/molecules25061409","type":"journal-article","created":{"date-parts":[[2020,3,20]],"date-time":"2020-03-20T07:29:07Z","timestamp":1584689347000},"page":"1409","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":16,"title":["Antiviral Effects of Novel 2-Benzoxyl-Phenylpyridine Derivatives"],"prefix":"10.3390","volume":"25","author":[{"given":"Yanhong","family":"Wei","sequence":"first","affiliation":[{"name":"National \u201c111\u201d Center for Cellular Regulation and Molecular Pharmaceutics, Key Laboratory of Fermentation Engineering (Ministry of Education), Hubei Provincial Cooperative Innovation Center of Industrial Fermentation, Hubei Key Laboratory of Industrial Microbiology, Sino-German Biomedical Center, School of Materials and Chemical Engineering, Hubei University of Technology, Wuhan 430068, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Haijie","family":"Wang","sequence":"additional","affiliation":[{"name":"National \u201c111\u201d Center for Cellular Regulation and Molecular Pharmaceutics, Key Laboratory of Fermentation Engineering (Ministry of Education), Hubei Provincial Cooperative Innovation Center of Industrial Fermentation, Hubei Key Laboratory of Industrial Microbiology, Sino-German Biomedical Center, School of Materials and Chemical Engineering, Hubei University of Technology, Wuhan 430068, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Caili","family":"Xi","sequence":"additional","affiliation":[{"name":"National \u201c111\u201d Center for Cellular Regulation and Molecular Pharmaceutics, Key Laboratory of Fermentation Engineering (Ministry of Education), Hubei Provincial Cooperative Innovation Center of Industrial Fermentation, Hubei Key Laboratory of Industrial Microbiology, Sino-German Biomedical Center, School of Materials and Chemical Engineering, Hubei University of Technology, Wuhan 430068, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ni","family":"Li","sequence":"additional","affiliation":[{"name":"National \u201c111\u201d Center for Cellular Regulation and Molecular Pharmaceutics, Key Laboratory of Fermentation Engineering (Ministry of Education), Hubei Provincial Cooperative Innovation Center of Industrial Fermentation, Hubei Key Laboratory of Industrial Microbiology, Sino-German Biomedical Center, School of Materials and Chemical Engineering, Hubei University of Technology, Wuhan 430068, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1246-1926","authenticated-orcid":false,"given":"Dong","family":"Li","sequence":"additional","affiliation":[{"name":"School of Materials and Chemical Engineering, Hubei University of Technology, Wuhan 430068, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Chenguang","family":"Yao","sequence":"additional","affiliation":[{"name":"National \u201c111\u201d Center for Cellular Regulation and Molecular Pharmaceutics, Key Laboratory of Fermentation Engineering (Ministry of Education), Hubei Provincial Cooperative Innovation Center of Industrial Fermentation, Hubei Key Laboratory of Industrial Microbiology, Sino-German Biomedical Center, School of Materials and Chemical Engineering, Hubei University of Technology, Wuhan 430068, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ge","family":"Sun","sequence":"additional","affiliation":[{"name":"National \u201c111\u201d Center for Cellular Regulation and Molecular Pharmaceutics, Key Laboratory of Fermentation Engineering (Ministry of Education), Hubei Provincial Cooperative Innovation Center of Industrial Fermentation, Hubei Key Laboratory of Industrial Microbiology, Sino-German Biomedical Center, School of Materials and Chemical Engineering, Hubei University of Technology, Wuhan 430068, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hongmei","family":"Ge","sequence":"additional","affiliation":[{"name":"National \u201c111\u201d Center for Cellular Regulation and Molecular Pharmaceutics, Key Laboratory of Fermentation Engineering (Ministry of Education), Hubei Provincial Cooperative Innovation Center of Industrial Fermentation, Hubei Key Laboratory of Industrial Microbiology, Sino-German Biomedical Center, School of Materials and Chemical Engineering, Hubei University of Technology, Wuhan 430068, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Kanghong","family":"Hu","sequence":"additional","affiliation":[{"name":"National \u201c111\u201d Center for Cellular Regulation and Molecular Pharmaceutics, Key Laboratory of Fermentation Engineering (Ministry of Education), Hubei Provincial Cooperative Innovation Center of Industrial Fermentation, Hubei Key Laboratory of Industrial Microbiology, Sino-German Biomedical Center, School of Materials and Chemical Engineering, Hubei University of Technology, Wuhan 430068, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Qian","family":"Zhang","sequence":"additional","affiliation":[{"name":"School of Materials and Chemical Engineering, Hubei University of Technology, Wuhan 430068, China"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2020,3,19]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"330","DOI":"10.1016\/j.ijcard.2014.09.136","article-title":"Intricacies of cardiac damage in coxsackievirus B3 infection: Implications for therapy","volume":"177","author":"Massilamany","year":"2014","journal-title":"Int. J. Cardiol."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"629","DOI":"10.2217\/fmb.15.5","article-title":"Coxsackievirus B3 replication and pathogenesis","volume":"10","author":"Garmaroudi","year":"2015","journal-title":"Future Microbiol."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"358","DOI":"10.1089\/vim.2004.17.358","article-title":"Coxsackievirus-induced pancreatitis","volume":"17","author":"Huber","year":"2004","journal-title":"Viral Immunol."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"74","DOI":"10.1016\/j.virol.2012.04.005","article-title":"Wild-type coxsackievirus infection dramatically alters the abundance, heterogeneity, and immunostimulatory capacity of conventional dendritic cells in vivo","volume":"429","author":"Kemball","year":"2012","journal-title":"Virology"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"342","DOI":"10.1016\/j.jcv.2012.04.021","article-title":"Epidemiological and etiological characteristics of hand, foot, and mouth disease in Ningbo, China, 2008\u20132011","volume":"54","author":"Ni","year":"2012","journal-title":"J. Clin. Virol."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"109","DOI":"10.4014\/jmb.1708.08009","article-title":"Cholic Acid Attenuates ER Stress-Induced Cell Death in Coxsackievirus-B3 Infection","volume":"28","author":"Han","year":"2018","journal-title":"J. Microbiol. Biotechnol."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"1186","DOI":"10.1016\/j.lfs.2013.05.010","article-title":"Protective effects of losartan in mice with chronic viral myocarditis induced by coxsackievirus B3","volume":"92","author":"Zhang","year":"2013","journal-title":"Life Sci."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"6952","DOI":"10.1016\/j.bmcl.2012.08.120","article-title":"Development of anti-coxsackievirus agents targeting 3C protease","volume":"22","author":"Kim","year":"2012","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"8475","DOI":"10.3390\/molecules16108475","article-title":"Pharmacological and biological antiviral therapeutics for cardiac coxsackievirus infections","volume":"16","author":"Fechner","year":"2011","journal-title":"Molecules"},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"185","DOI":"10.1016\/j.bcp.2011.08.016","article-title":"Combating enterovirus replication: State-of-the-art on antiviral research","volume":"83","author":"Thibaut","year":"2012","journal-title":"Biochem. Pharmacol."},{"key":"ref_11","doi-asserted-by":"crossref","unstructured":"Qiu, F.Z., Shen, X.X., Li, G.X., Zhao, L., Chen, C., Duan, S.X., Guo, J.Y., Zhao, M.C., Yan, T.F., and Qi, J.J. (2018). Adenovirus associated with acute diarrhea: A case-control study. BMC Infect. Dis., 18.","DOI":"10.1186\/s12879-018-3340-1"},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"69","DOI":"10.2174\/1871526516666160407114623","article-title":"Severe adenovirus pneumonia followed by bacterial septicaemia: Relevance of co-infections in allogeneic hematopoietic stem cell transplantation","volume":"16","author":"Engelmann","year":"2016","journal-title":"Infect. Disord. Drug Targets"},{"key":"ref_13","doi-asserted-by":"crossref","unstructured":"Tan, D.Y., Zhu, H.D., Fu, Y.Y., Tong, F., Yao, D.Q., Walline, J., Xu, J., and Yu, X.Z. (2016). Severe community-acquired pneumonia caused by human adenovirus in immunocompetent adults: A multicenter case series. PLoS ONE, 11.","DOI":"10.1371\/journal.pone.0151199"},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"40","DOI":"10.3109\/23744235.2015.1055585","article-title":"Fatal pneumonia cases caused by human adenovirus 55 in immunocompetent adults","volume":"48","author":"Zhang","year":"2015","journal-title":"Infect. Dis."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"392","DOI":"10.1002\/jmv.25333","article-title":"Epidemiology of human adenovirus infection in children hospitalized with lower respiratory tract infections in Hunan, China","volume":"91","author":"Xie","year":"2018","journal-title":"J. Med. Virol."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"99","DOI":"10.1016\/j.bcp.2011.03.027","article-title":"The clinical potential of the acyclic(and cyclic)nucleoside phosphonates: The magic of the phosphonate bond","volume":"82","year":"2011","journal-title":"Biochem. Pharmacol."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"A84","DOI":"10.1016\/j.antiviral.2009.01.005","article-title":"Alkoxyalkyl prodrugs of acyclic nucleoside phosphonates enhance oral antiviral activity and reduce toxicity: Current state of the art","volume":"82","author":"Hostetler","year":"2009","journal-title":"Antivir. Res."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"1010","DOI":"10.1128\/AAC.49.3.1010-1016.2005","article-title":"Antiadenovirus activities of several classes of nucleoside and nucleotide analogues","volume":"49","author":"Naesens","year":"2005","journal-title":"Antimicrob. Agents Chemother."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/j.bbrc.2018.03.145","article-title":"HMGB1 mediates HADV7 infection-induced pulmonary inflammation in mice","volume":"501","author":"Tang","year":"2018","journal-title":"Biochem. Biophys. Res. Commun."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"95","DOI":"10.1016\/j.tifs.2017.09.004","article-title":"A review on enzymatic synthesis of aromatic esters used as flavor ingredients for food, cosmetics and pharmaceuticals industries","volume":"69","year":"2017","journal-title":"Trends Food Sci. Technol."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"1207","DOI":"10.1016\/j.fct.2004.11.014","article-title":"The FEMA GRAS assessment of benzyl derivatives used as flavor ingredients","volume":"43","author":"Adams","year":"2005","journal-title":"Food Chem. Toxicol."},{"key":"ref_22","unstructured":"US Food and Drug Administration (2011). Food additives permitted for direct addition to food for human consumption, flavoring agents and related substances. Code Fed. Regul., 515."},{"key":"ref_23","unstructured":"JECFA (2006, May 18). Safety Evaluation of Certain Food Additives and Contaminants: Prepared by the Seventy Seventh Meeting of the Joint FAO\/WHO Ex-pert Committee on Food Additives (JECFA). Available online: http:\/\/apps.who.int\/iris\/bitstream\/10665\/43645\/1\/9789241660587_eng.pdf."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"174","DOI":"10.1016\/j.indcrop.2015.06.050","article-title":"Essential oils for the development of eco-friendly mosquito larvicides: A review","volume":"76","author":"Pavela","year":"2015","journal-title":"Ind. Crop. Prod."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"6136","DOI":"10.1016\/j.tetlet.2015.09.097","article-title":"Palladium catalyzed ortho-C\u2013H-benzoxylation of 2-arylpyridines using iodobenzene dibenzoates","volume":"56","author":"Zhang","year":"2015","journal-title":"Tetrahedron Lett."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"1795","DOI":"10.1016\/j.febslet.2015.05.027","article-title":"Benserazide, the first allosteric inhibitor of Coxsackievirus B3 3C protease","volume":"589","author":"Kim","year":"2015","journal-title":"FEBS Lett."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"a013003","DOI":"10.1101\/cshperspect.a013003","article-title":"Adenovirus DNA Replication","volume":"5","author":"Hoeben","year":"2013","journal-title":"Cold Spring Harb Perspect. Biol."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"17","DOI":"10.1038\/s41598-018-37290-3","article-title":"Repositioning Salicylanilide Anthelmintic Drugs to Treat Adenovirus Infections","volume":"9","year":"2019","journal-title":"Sci. Rep."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"6978","DOI":"10.3390\/molecules20046978","article-title":"Discovery of Metal Ions Chelator Quercetin Derivatives with Potent Anti-HCV Activities","volume":"20","author":"Zhong","year":"2015","journal-title":"Molecules"},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"3881","DOI":"10.1248\/cpb.33.3881","article-title":"Antiviral activity of natural occurring flavonoids in vitro","volume":"33","author":"Tsuchiya","year":"1985","journal-title":"Chem. Pharm. Bull."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"1169","DOI":"10.1093\/jac\/dkn424","article-title":"Development of antiviral agents for enteroviruses","volume":"62","author":"Chen","year":"2008","journal-title":"J. Antimicrob. Chemother."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"702","DOI":"10.1016\/j.micinf.2004.03.001","article-title":"Regulation of picornavirus gene expression","volume":"6","author":"Bedard","year":"2004","journal-title":"Microbes Infect."},{"key":"ref_33","doi-asserted-by":"crossref","unstructured":"Farkas, T., Yang, K., Le Pendu, J., Baines, J.D., and Cardin, R.D. (2019). The Coxsackievirus and Adenovirus Receptor, a Required Host Factor for Recovirus Infection, Is a Putative Enteric Calicivirus Receptor. J. Virol., 93.","DOI":"10.1128\/JVI.00869-19"},{"key":"ref_34","first-page":"14","article-title":"Viral infectious disease and natural products with antiviral activity","volume":"1","author":"Kitazato","year":"2007","journal-title":"Drug Discov. Ther."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"e01623-16","DOI":"10.1128\/JVI.01623-16","article-title":"Suppression of Adenovirus Replication by Cardiotonic Steroids","volume":"91","author":"Grosso","year":"2017","journal-title":"J. Virol."},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"829","DOI":"10.1016\/j.bmcl.2017.01.022","article-title":"Novel 12N-substituted matrinanes as potential anti-coxsackievirus agents","volume":"274","author":"Li","year":"2017","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"255","DOI":"10.1016\/j.yexcr.2016.10.020","article-title":"Coxsackievirus B3 induces the formation of autophagosomes in cardiac fibroblasts both in vitro and in vivo","volume":"349","author":"Zhai","year":"2016","journal-title":"Exp. Cell Res."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"5","DOI":"10.1111\/liv.13212","article-title":"Ribavirin Revisited in the Era of Direct-Acting Antiviral Therapy for Hepatitis C Virus Infection","volume":"37","author":"Feld","year":"2017","journal-title":"Liver Int."},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"859","DOI":"10.1128\/AAC.44.4.859-866.2000","article-title":"Broadspectrum antiviral activity of the IMP dehydrogenase inhibitor VX-497\u2014a comparison with ribavirin and demonstration of antiviral additivity with alpha interferon","volume":"44","author":"Markland","year":"2000","journal-title":"Antimicrob. Agents Chemother."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"3487","DOI":"10.4049\/jimmunol.160.7.3487","article-title":"Ribavirin inhibits viral-induced macrophage production of TNF, IL-1, the procoagulate fg12 prothrombinase and preserves the Thi cytokines production but inhibits Th2 cytokines response","volume":"160","author":"Ning","year":"1998","journal-title":"J. Immunol."},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"6895","DOI":"10.1073\/pnas.111085598","article-title":"RNA virus error catastrophe: Direct molecular test by using ribavirin","volume":"98","author":"Crotty","year":"2001","journal-title":"PNAS"},{"key":"ref_42","first-page":"493","article-title":"A simple method of estimating fifty percent endpoints","volume":"27","author":"Reed","year":"1938","journal-title":"Am. J. Hyg."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"pdb-prot095505","DOI":"10.1101\/pdb.prot095505","article-title":"Analysis of Cell Viability by the MTT Assay","volume":"6","author":"Kumar","year":"2018","journal-title":"Cold Spring Harb Protoc."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/25\/6\/1409\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T09:09:51Z","timestamp":1760173791000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/25\/6\/1409"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2020,3,19]]},"references-count":43,"journal-issue":{"issue":"6","published-online":{"date-parts":[[2020,3]]}},"alternative-id":["molecules25061409"],"URL":"https:\/\/doi.org\/10.3390\/molecules25061409","relation":{},"ISSN":["1420-3049"],"issn-type":[{"type":"electronic","value":"1420-3049"}],"subject":[],"published":{"date-parts":[[2020,3,19]]}}}