{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,23]],"date-time":"2026-09-23T11:36:55Z","timestamp":1790163415983,"version":"4.1.0"},"reference-count":23,"publisher":"Elsevier BV","license":[{"start":{"date-parts":[[2015,4,1]],"date-time":"2015-04-01T00:00:00Z","timestamp":1427846400000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.elsevier.com\/tdm\/userlicense\/1.0\/"},{"start":{"date-parts":[[2015,2,23]],"date-time":"2015-02-23T00:00:00Z","timestamp":1424649600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"}],"funder":[{"name":"T\u00e9l\u00e9vie","award":["7.4.529.13.F"],"award-info":[{"award-number":["7.4.529.13.F"]}]},{"name":"FRSM","award":["4525.11"],"award-info":[{"award-number":["4525.11"]}]}],"content-domain":{"domain":["elsevier.com","sciencedirect.com"],"crossmark-restriction":true},"short-container-title":["European Journal of Medicinal Chemistry"],"published-print":{"date-parts":[[2015,4]]},"DOI":"10.1016\/j.ejmech.2015.02.044","type":"journal-article","created":{"date-parts":[[2015,2,23]],"date-time":"2015-02-23T22:20:15Z","timestamp":1424730015000},"page":"45-55","update-policy":"https:\/\/doi.org\/10.1016\/elsevier_cm_policy","source":"Crossref","is-referenced-by-count":24,"special_numbering":"C","title":["3D-QSAR, design, synthesis and characterization of trisubstituted harmine derivatives with in\u00a0vitro antiproliferative properties"],"prefix":"10.1016","volume":"94","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-5233-9872","authenticated-orcid":false,"given":"C\u00e9line","family":"Meinguet","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"C\u00e9line","family":"Bruy\u00e8re","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rapha\u00ebl","family":"Fr\u00e9d\u00e9rick","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"V\u00e9ronique","family":"Mathieu","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Christelle","family":"Vancraeynest","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lionel","family":"Pochet","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Julie","family":"Laloy","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"J\u00e9r\u00e9mie","family":"Mortier","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Gerhard","family":"Wolber","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Robert","family":"Kiss","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bernard","family":"Masereel","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Johan","family":"Wouters","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"78","reference":[{"key":"10.1016\/j.ejmech.2015.02.044_bib1","doi-asserted-by":"crossref","first-page":"64","DOI":"10.1016\/j.ejphar.2010.09.010","article-title":"Harmine inhibits tumour specific neo-vessel formation by regulating VEGF, MMP, TIMP and pro-inflammatory mediators both in\u00a0vivo and in\u00a0vitro","volume":"649","author":"Hamsa","year":"2010","journal-title":"Eur. J. Pharmacol."},{"key":"10.1016\/j.ejmech.2015.02.044_bib2","doi-asserted-by":"crossref","first-page":"e52162","DOI":"10.1371\/journal.pone.0052162","article-title":"A\u00a0natural small molecule harmine inhibits angiogenesis and suppresses tumour growth through activation of p53 in endothelial cells","volume":"7","author":"Dai","year":"2012","journal-title":"PLoS One"},{"key":"10.1016\/j.ejmech.2015.02.044_bib3","doi-asserted-by":"crossref","first-page":"599","DOI":"10.1016\/S1499-3872(11)60102-1","article-title":"Harmine induces apoptosis in HepG2 cells via mitochondrial signaling pathway","volume":"10","author":"Cao","year":"2011","journal-title":"Hepatobiliary Pancreat. Dis. Int."},{"key":"10.1016\/j.ejmech.2015.02.044_bib4","doi-asserted-by":"crossref","first-page":"146","DOI":"10.1002\/ptr.2860","article-title":"The beta-carboline alkaloid harmine inhibits BCRP and can reverse resistance to the anticancer drugs Mitoxantrone and Camptothecin in breast cancer cells","volume":"149","author":"Ma","year":"2010","journal-title":"Phyther. Res."},{"key":"10.1016\/j.ejmech.2015.02.044_bib5","doi-asserted-by":"crossref","first-page":"6489","DOI":"10.1021\/jm300542e","article-title":"Novel trisubstituted harmine derivatives with original in\u00a0vitro anticancer activity","volume":"55","author":"Fr\u00e9d\u00e9rick","year":"2012","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2015.02.044_bib6","doi-asserted-by":"crossref","first-page":"1100","DOI":"10.1021\/jm8013585","article-title":"Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents","volume":"52","author":"Ingrassia","year":"2009","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2015.02.044_bib7","unstructured":"Developmental Therapeutic Program, Division of Cancer Treatment and Diagnosis, National Cancer Institute, Rockville, MD, US. http:\/\/dtp.cancer.gov."},{"key":"10.1016\/j.ejmech.2015.02.044_bib8","doi-asserted-by":"crossref","first-page":"25","DOI":"10.1016\/S1357-2725(98)00128-9","article-title":"Eukaryotic initiation factor eIF2","volume":"31","author":"Kimball","year":"1999","journal-title":"Int. J. Biochem. Cell. Biol."},{"key":"10.1016\/j.ejmech.2015.02.044_bib9","first-page":"195727","article-title":"Drug solubility: importance and enhancement techniques","volume":"2012","author":"Savjani","year":"2012","journal-title":"ISRN Pharm."},{"key":"10.1016\/j.ejmech.2015.02.044_bib10","doi-asserted-by":"crossref","first-page":"235","DOI":"10.1016\/S1056-8719(00)00107-6","article-title":"Drug-like properties and the causes of poor solubility and poor permeability","volume":"44","author":"Lipinski","year":"2000","journal-title":"J.\u00a0Pharmacol. Toxicol. Methods"},{"key":"10.1016\/j.ejmech.2015.02.044_bib11","doi-asserted-by":"crossref","first-page":"1359","DOI":"10.1016\/j.ejmech.2005.07.013","article-title":"CM21: synthesis and antinociceptive activity of some substituted-5-[2-(1,2,3,4-tetrahydrocarbazol-9-yl)ethyl]tetrazol-1-ylalkanones","volume":"40","author":"Rajasekaran","year":"2005","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.ejmech.2015.02.044_bib12","first-page":"1746","volume":"2235","author":"Heathcock","year":"1971","journal-title":"A\u00a0Ster. Total Synth."},{"key":"10.1016\/j.ejmech.2015.02.044_bib13","series-title":"Advanced Chemistry Development, Inc.","author":"ACD\/logPDB, version 12.01","year":"2010"},{"key":"10.1016\/j.ejmech.2015.02.044_bib14","doi-asserted-by":"crossref","first-page":"3","DOI":"10.1016\/S0169-409X(00)00129-0","article-title":"Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings","volume":"46","author":"Lipinski","year":"1997","journal-title":"Adv. Drug Deliv. Rev."},{"key":"10.1016\/j.ejmech.2015.02.044_bib15","doi-asserted-by":"crossref","first-page":"766","DOI":"10.1593\/neo.07535","article-title":"The Amaryllidaceae Isocarbostyril Narciclasine induces apoptosis by activation of the death receptor and\/or mitochondrial pathways in cancer cells but not in normal fibroblasts","volume":"9","author":"Dumont","year":"2007","journal-title":"Neoplasia"},{"key":"10.1016\/j.ejmech.2015.02.044_bib16","doi-asserted-by":"crossref","first-page":"773","DOI":"10.1007\/s10822-006-9078-7","article-title":"Efficient overlay of small organic molecules using 3D pharmacophores","volume":"20","author":"Wolber","year":"2006","journal-title":"J.\u00a0Comput. Aided. Mol. Des."},{"key":"10.1016\/j.ejmech.2015.02.044_bib17","unstructured":"Sybyl 8.1; Tripos Inc. South Hanley Rd, St-Louis, MO, 63144, U.S."},{"key":"10.1016\/j.ejmech.2015.02.044_bib18","series-title":"Discovery Studio Modeling Environment, Release 4.0","author":"Accelrys Software Inc","year":"2012"},{"key":"10.1016\/j.ejmech.2015.02.044_bib19","doi-asserted-by":"crossref","first-page":"18","DOI":"10.1002\/qsar.19880070105","article-title":"Squares compared with multiple regression in conventional","volume":"25","author":"Cramer","year":"1988","journal-title":"Quant. Struct. Relatsh."},{"key":"10.1016\/j.ejmech.2015.02.044_bib20","doi-asserted-by":"crossref","first-page":"3867","DOI":"10.1021\/jm000292e","article-title":"Prediction of drug absorption using multivariate statistics","volume":"43","author":"Egan","year":"2000","journal-title":"J.\u00a0Med. Chem."},{"key":"10.1016\/j.ejmech.2015.02.044_bib21","doi-asserted-by":"crossref","first-page":"135","DOI":"10.1016\/j.ejmech.2012.11.045","article-title":"Synthesis and structure-activity relationships of harmine derivatives as potential antitumor agents","volume":"60","author":"Cao","year":"2013","journal-title":"Eur. J. Med. Chem."},{"key":"10.1016\/j.ejmech.2015.02.044_bib22","doi-asserted-by":"crossref","first-page":"134","DOI":"10.1016\/j.bmc.2010.11.041","article-title":"Synthesis and evaluation of \u03b2-carboline derivatives as potential monoamine oxidase inhibitors","volume":"19","author":"Reniers","year":"2011","journal-title":"Bioorg. Med. Chem."},{"key":"10.1016\/j.ejmech.2015.02.044_bib23","doi-asserted-by":"crossref","first-page":"5320","DOI":"10.1021\/jm2006782","article-title":"3-(2-(Pyridyl)ethenyl) indoles as potential anticancer immunomodulators","volume":"54","author":"Dolusic","year":"2011","journal-title":"J.\u00a0Med. Chem."}],"container-title":["European Journal of Medicinal Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0223523415001403?httpAccept=text\/xml","content-type":"text\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/api.elsevier.com\/content\/article\/PII:S0223523415001403?httpAccept=text\/plain","content-type":"text\/plain","content-version":"vor","intended-application":"text-mining"}],"deposited":{"date-parts":[[2018,9,24]],"date-time":"2018-09-24T18:52:57Z","timestamp":1537815177000},"score":1,"resource":{"primary":{"URL":"https:\/\/linkinghub.elsevier.com\/retrieve\/pii\/S0223523415001403"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2015,4]]},"references-count":23,"alternative-id":["S0223523415001403"],"URL":"https:\/\/doi.org\/10.1016\/j.ejmech.2015.02.044","relation":{},"ISSN":["0223-5234"],"issn-type":[{"value":"0223-5234","type":"print"}],"subject":[],"published":{"date-parts":[[2015,4]]},"assertion":[{"value":"Elsevier","name":"publisher","label":"This article is maintained by"},{"value":"3D-QSAR, design, synthesis and characterization of trisubstituted harmine derivatives with in\u00a0vitro antiproliferative properties","name":"articletitle","label":"Article Title"},{"value":"European Journal of Medicinal Chemistry","name":"journaltitle","label":"Journal Title"},{"value":"https:\/\/doi.org\/10.1016\/j.ejmech.2015.02.044","name":"articlelink","label":"CrossRef DOI link to publisher maintained version"},{"value":"article","name":"content_type","label":"Content Type"},{"value":"Copyright \u00a9 2015 The Authors. Published by Elsevier Masson SAS","name":"copyright","label":"Copyright"}]}}