{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T04:36:36Z","timestamp":1760243796621,"version":"build-2065373602"},"reference-count":21,"publisher":"MDPI AG","issue":"2","license":[{"start":{"date-parts":[[2011,2,14]],"date-time":"2011-02-14T00:00:00Z","timestamp":1297641600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/3.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>A series of benzonaphthyridine derivatives bearing the C=N linkage moiety were designed and synthesized. The structures of all the newly synthesized compounds were identified by elemental analysis, 1H-NMR, 13C-NMR and MS. Their anti-intestinal nematode activities against Nippostrongylus brazilliensis were evaluated in vivo by an oral route in male rats. Among these compounds, at concentrations of 10 mg\/kg of rat, the compound 7-chloro-2-methoxy-10-(4-(4\u2032-(1H-indol-5\u2032-yl)methylene)aminophenyl)-amino-benzo[b][1,5] naphthyridine (4n) produced the highest activity, with 80.2% deparasitization. These compounds may find usefulness in the discovery and development of new anti-intestinal drugs.<\/jats:p>","DOI":"10.3390\/molecules16021593","type":"journal-article","created":{"date-parts":[[2011,2,14]],"date-time":"2011-02-14T12:41:22Z","timestamp":1297687282000},"page":"1593-1602","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["Synthesis and Anti-Intestinal Nematode Activity of Variously Substituted Benzonaphthyridine Derivatives"],"prefix":"10.3390","volume":"16","author":[{"given":"Li-Ping","family":"Duan","sequence":"first","affiliation":[{"name":"Key Laboratory of Parasitology and Vector Biology at National Institute of Parasitic Diseases, Chinese Center for Disease Control and Prevention, WHO Collaborating Centre for Malaria, Schistosomiasis, and Filariasis, National Institute of Parasitic Diseases, Shanghai 200025, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ai-Dan","family":"Wen","sequence":"additional","affiliation":[{"name":"Key Laboratory of Parasitology and Vector Biology at National Institute of Parasitic Diseases, Chinese Center for Disease Control and Prevention, WHO Collaborating Centre for Malaria, Schistosomiasis, and Filariasis, National Institute of Parasitic Diseases, Shanghai 200025, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ning-Bo","family":"Wu","sequence":"additional","affiliation":[{"name":"Key Laboratory of Parasitology and Vector Biology at National Institute of Parasitic Diseases, Chinese Center for Disease Control and Prevention, WHO Collaborating Centre for Malaria, Schistosomiasis, and Filariasis, National Institute of Parasitic Diseases, Shanghai 200025, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yi","family":"Tao","sequence":"additional","affiliation":[{"name":"Key Laboratory of Parasitology and Vector Biology at National Institute of Parasitic Diseases, Chinese Center for Disease Control and Prevention, WHO Collaborating Centre for Malaria, Schistosomiasis, and Filariasis, National Institute of Parasitic Diseases, Shanghai 200025, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hao-Bing","family":"Zhang","sequence":"additional","affiliation":[{"name":"Key Laboratory of Parasitology and Vector Biology at National Institute of Parasitic Diseases, Chinese Center for Disease Control and Prevention, WHO Collaborating Centre for Malaria, Schistosomiasis, and Filariasis, National Institute of Parasitic Diseases, Shanghai 200025, China"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2011,2,14]]},"reference":[{"unstructured":"(2004, January 29-30). 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Hyg."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/j.actatropica.2005.01.013","article-title":"Tribendimidine: A promising, safe and broad-spectrum anthelmintic agent from China","volume":"94","author":"Xiao","year":"2005","journal-title":"Acta Trop."},{"key":"ref_6","first-page":"6","article-title":"Tribendimidine enteric coated tablet in treatment of 1,292 cases with intestinal nematode infection-a phase IV clinical trial (in Chinese)","volume":"26","author":"Zhang","year":"2008","journal-title":"Chin. J. Parasitol. Parasit. Dis."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"54","DOI":"10.1016\/j.actatropica.2008.01.003","article-title":"Artemether, artesunate, praziquantel and tribendimidine administered singly at different dosages against Clonorchis sinensis: a comparative in vivo study","volume":"106","author":"Xiao","year":"2008","journal-title":"Acta Trop."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"1096","DOI":"10.1128\/AAC.01366-06","article-title":"Evaluation of the in vivo activity of tribendimidine against Schistosoma mansoni, Fasciola hepatica, Clonorchis sinensis, and Opisthorchis viverrini","volume":"51","author":"Keiser","year":"2007","journal-title":"Antimicrob. Agents Chemother."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"22","DOI":"10.1016\/j.tetlet.2008.10.022","article-title":"Novel naphthalimide derivatives with near-infrared emission: Synthesis via photochemical cycloaromatization, fluorescence in solvents and living cell","volume":"50","author":"Duan","year":"2009","journal-title":"Tetrahedron Lett."},{"doi-asserted-by":"crossref","unstructured":"Duan, L.P., Xu, Y.F., and Qian, X.H. (2008). Highly Sensitive and Selective Pd2+ Sensor of Naphthalimide Derivative Based on Complexation with Alkynes and Thio-heterocycle. Chem. Commun., 6339\u20136341.","key":"ref_10","DOI":"10.1039\/b815298e"},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"16160","DOI":"10.1021\/ja806928n","article-title":"A highly sensitive and selective OFF-ON fluorescent sensor for cadmium in aqueous solution and living cell","volume":"130","author":"Cheng","year":"2008","journal-title":"J. Am. Chem. Soc."},{"key":"ref_12","first-page":"730","article-title":"Crystal structure and herbicidal activity 5,7-dimetyoxy-(2,4-dichlorophenoxyacetylimino)-2H1,2,4-thiadiazolo[2,3-a]pyrimidine","volume":"6","author":"Xue","year":"2005","journal-title":"J. Chin. Struct. Chem."},{"key":"ref_13","first-page":"79","article-title":"Ultrasonic irradiated synthesis and herbicidal activities of5,7-disubstituted-2-(substitutedpyridine-3-formylimino)2H-1,2,4-thiadiazolo[2,3-a]pyrimine derivatives","volume":"82","author":"Xue","year":"2005","journal-title":"J. Indian Chem. Soc."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"225","DOI":"10.1016\/j.arabjc.2010.06.004","article-title":"Novel 2H-[1,2,4]thiadiazolo[2,3-a]pyrimidine derivatives bearing chiral S-2-(4-chlorophenyl)-3-methylbutyric acid moiety: Design, synthesis and biology activity","volume":"3","author":"Duan","year":"2010","journal-title":"Arab. J. Chem."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"403","DOI":"10.1128\/AAC.37.3.403","article-title":"Structure-activity relationships and modes of action of 9-anilinoacridines against chloroquine-resistant Plasmodium falciparum in vitro","volume":"37","author":"Chavalitshewinkoo","year":"1993","journal-title":"Antimicrob. Agents Chemother."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"1486","DOI":"10.1021\/jm00036a014","article-title":"Synthesis and in vitro evaluation of 9-Anilino-3,6-diaminoacridines Active Against a Multidrug-Resistant Strain of the Malaria Parasite Plasmodium falciparum","volume":"37","author":"Gamage","year":"1994","journal-title":"J. Med. Chem."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"991","DOI":"10.1128\/AAC.37.5.991","article-title":"9-Anilinoacridines as potential antileishmanial agents","volume":"37","author":"Mauel","year":"1993","journal-title":"Antimicrob. Agents Chemother."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"2634","DOI":"10.1021\/jm970232h","article-title":"Structure-activity relationships for the Antileishmanial and Antitrypanosomal Activities of 1-Substituted 9-Anilinoacridines","volume":"40","author":"Gamage","year":"1997","journal-title":"J. Med. Chem."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"1644","DOI":"10.1128\/AAC.36.8.1644","article-title":"In vitro study of anticancer acridines as potential antitrypanosomal and antimalarial","volume":"36","author":"Figgitt","year":"1992","journal-title":"Antimicrob. Agents Chemother."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"276","DOI":"10.1021\/jm00345a015","article-title":"Potential antitumor agents: Quantitative relationships between experimental antitumor activity, toxicity, and structure for the general class of 9-anilinoacridine antitumor agents","volume":"25","author":"Denny","year":"1982","journal-title":"J. Med. Chem."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"62","DOI":"10.1016\/S0014-4894(03)00094-8","article-title":"Necator americanus: maintenance through one hundred generations in golden hamsters (Mesocricetus auratus).I. Host sex-associated differences in hookworm burden and fecundity","volume":"104","author":"Xue","year":"2003","journal-title":"Exp. 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