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pubmed-article:20863598pubmed:dateCreated2010-10-11lld:pubmed
pubmed-article:20863598pubmed:abstractTextNew 1,5-dihydro-4-(substituted phenyl)-3H-furo[3,4-b]carbazol-3-ones were synthesised via a key step Diels-Alder reaction under microwave irradiation. 3-Formylindole was successfully used in a 6-step synthesis to obtain those complex heterocycles. The Diels-Alder reaction generating the carbazole ring was optimised under thermal conditions or microwave irradiation. After cleavage of functional groups, DNA binding, topoisomerase inhibition and cytotoxic properties of the new-formed furocarbazoles were investigated. These carbazoles do not present a strong interaction with the DNA, and do not modify the relaxation of the DNA in the presence of topoisomerase I or II except for one promising compound. This compound is a potent topoisomerase II inhibitor, and its cellular activity is not moderated compared to etoposide. The synthesis of these molecules allowed the generalisation of the method using indole and 5-OBn indole and several benzaldehydes. The synthesis of these molecules produced chemical structures endowed with promising cytotoxic and topoisomerase II inhibition activities.lld:pubmed
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pubmed-article:20863598pubmed:authorpubmed-author:RoscaSorinSlld:pubmed
pubmed-article:20863598pubmed:copyrightInfoCopyright © 2010 Elsevier Masson SAS. All rights reserved.lld:pubmed
pubmed-article:20863598pubmed:issnTypeElectroniclld:pubmed
pubmed-article:20863598pubmed:volume45lld:pubmed
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pubmed-article:20863598pubmed:year2010lld:pubmed
pubmed-article:20863598pubmed:articleTitleSynthesis and biological activities of new furo[3,4-b]carbazoles: potential topoisomerase II inhibitors.lld:pubmed
pubmed-article:20863598pubmed:affiliationInstitut de Chimie Organique et Analytique, Université d'Orléans, CNRS UMR 6005, B.P. 6759, 45067 Orléans Cedex 2, France.lld:pubmed
pubmed-article:20863598pubmed:publicationTypeJournal Articlelld:pubmed
pubmed-article:20863598pubmed:publicationTypeResearch Support, Non-U.S. Gov'tlld:pubmed
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