synthesis, dna-binding and antiproliferative properties of acridine and 5-methylacridine derivatives吖啶的合成、dna结合蛋白和抗增殖特性和5-methylacridine衍生品.pdfVIP

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synthesis, dna-binding and antiproliferative properties of acridine and 5-methylacridine derivatives吖啶的合成、dna结合蛋白和抗增殖特性和5-methylacridine衍生品.pdf

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synthesis, dna-binding and antiproliferative properties of acridine and 5-methylacridine derivatives吖啶的合成、dna结合蛋白和抗增殖特性和5-methylacridine衍生品

Molecules 2012, 17, 7067-7082; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis, DNA-Binding and Antiproliferative Properties of Acridine and 5-Methylacridine Derivatives Rubén Ferreira 1,2, Anna Aviñó 1,2, Stefania Mazzini 3 and Ramon Eritja 1,2,* 1 Institute for Research in Biomedicine (IRB Barcelona), Baldiri Reixac 10, E-08028 Barcelona, Spain; E-Mails: ruben.ferreira@ (R.F.); anna.avinyo@ (A.A.) 2 Institute for Advanced Chemistry of Catalonia (IQAC), CSIC, CIBER-BBN Networking Centre on Bioengineering, Biomaterials and Nanomedicine, Jordi Girona 18, E-08034 Barcelona, Spain 3 Department of Agro-Food Molecular Sciences (DISMA), University of Milan, Via Celoria 2, 20133 Milan, Italy; E-Mail: stefania.mazzini@unimi.it * Author to whom correspondence should be addressed; E-Mails: recgma@cid.csic.es or ramon.eritja@; Tel.: +34-93-403-9942; Fax: +34-93-204-5904. Received: 8 May 2012; in revised form: 24 May 2012 / Accepted: 4 June 2012 / Published: 8 June 2012 Abstract: Several acridine derivatives were synthesized and their anti-proliferative activity was determined. The most active molecules were derivatives of 5-methylacridine-4- carboxylic acid. The DNA binding properties of the synthesized acridines were analyzed by competitive dialysis and compared with the anti-proliferative activities. While inactive acridine derivatives showed high selectivity for G-quadruplex structures, the most active 5-methylacridine-4-carboxamide derivatives had high affinity for DNA but