title: Semi-automatic synthesis, antiproliferative activity and DNA-binding properties of new netropsin and bis-netropsin analogues.
abstract: A general route for the semi-automatic synthesis of some new potential minor groove binders was established. Six four-numbered sub-libraries of new netropsin and bis-netropsin analogues have been synthesized using a Syncore Reactor. The structures of the all new substances prepared in this investigation were fully characterized by NMR ((1)H, (13)C), HPLC and LC-MS. The antiproliferative activity of the obtained compounds was tested on MCF-7 breast cancer cells. The ethidium displacement assay using pBR322 confirmed the DNA-binding properties of the new analogues of netropsin and bis-netropsin.
authors.affiliation: Saint Brunon Farmacy, Bohaterów Westerplatte 4 Str., 11-500 Giżycko, Poland. jakubszerszenowicz@o2.pl.
authors.forename: Jakub
authors.initials: J
authors.lastname: Szerszenowicz
authors.affiliation: Department of Organic Chemistry, Medical University, Mickiewicza 2A Str., 15-222 Białystok, Poland. danuta.drozdowska@umb.edu.pl.
authors.forename: Danuta
authors.initials: D
authors.lastname: Drozdowska
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000378:metabolism / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D060326:Chemistry Techniques, Synthetic; D004247:DNA / Q000378:metabolism*; D006801:Humans; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D009429:Netropsin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000378:metabolism* / Q000494:pharmacology*
chemical_list: D000970:Antineoplastic Agents; D009429:Netropsin; C032161:bis-netropsin; D004247:DNA
references.citation: Pharmacol Ther. 2013 Jul;139(1):12-23
references.pmid: 23507040
references.citation: Arch Pharm (Weinheim). 2002 Nov;335(9):422-6
references.pmid: 12447915
references.citation: Molecules. 2011 Apr 11;16(4):3066-76
references.pmid: 21483272
references.citation: Bioconjug Chem. 1998 Sep-Oct;9(5):513-38
references.pmid: 9736486
references.citation: Eur J Med Chem. 2001 May;36(5):461-7
references.pmid: 11451534
references.citation: Med Res Rev. 2004 Jul;24(4):475-528
references.pmid: 15170593
references.citation: Mini Rev Med Chem. 2010 Mar;10(3):217-30
references.pmid: 20408803
references.citation: J Enzyme Inhib Med Chem. 2010 Oct;25(5):629-34
references.pmid: 20429779
references.citation: J Photochem Photobiol B. 2012 Oct 3;115:105-18
references.pmid: 22857824
references.citation: Acta Biochim Pol. 2000;47(1):23-35
references.pmid: 10961675