title: Novel anthraquinone based chalcone analogues containing an imine fragment: synthesis, cytotoxicity and anti-angiogenic activity.
abstract: A new class of imine derivatives of hybrid chalcone analogues containing anthraquinone scaffold was synthesized and evaluated for their in vitro cytotoxic activity against HeLa, LS174, and A549 cancer cells. The compound 5n with furan ring linked to imino group showed potent activity against all target cells with IC50 values ranging from 1.76 to 6.11μM. A mode of action study suggested that compounds induced changes typical for apoptosis in HeLa cells. The most active compounds inhibited tubulogenesis and 5h was found to exhibit a strong anti-angiogenic effect.
authors: Institute of Oncology and Radiology of Serbia, Pasterova 14, 11000 Belgrade, Serbia.
authors: Branka
authors: B
authors: Kolundžija
authors: Faculty of Science, Department of Chemistry, University of Kragujevac, R. Domanovića 12, 34000 Kragujevac, Serbia.
authors: Violeta
authors: V
authors: Marković
authors: Institute of Oncology and Radiology of Serbia, Pasterova 14, 11000 Belgrade, Serbia.
authors: Tatjana
authors: T
authors: Stanojković
authors: Faculty of Science, Department of Chemistry, University of Kragujevac, R. Domanovića 12, 34000 Kragujevac, Serbia.
authors: Ljubinka
authors: L
authors: Joksović
authors: Institute of Oncology and Radiology of Serbia, Pasterova 14, 11000 Belgrade, Serbia.
authors: Ivana
authors: I
authors: Matić
authors: Institute for Chemistry, Technology and Metallurgy, Njegoševa 12, 11000 Belgrade, Serbia.
authors: Nina
authors: N
authors: Todorović
authors: Faculty of Medicinal Sciences, University of Kragujevac, S. Markovića 69, 34000 Kragujevac, Serbia.
authors: Marijana
authors: M
authors: Nikolić
authors: Faculty of Science, Department of Chemistry, University of Kragujevac, R. Domanovića 12, 34000 Kragujevac, Serbia. Electronic address: mjoksovic@kg.ac.rs.
authors: Milan D
authors: MD
authors: Joksović
mesh_terms: D020533:Angiogenesis Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000880:Anthraquinones / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D002599:Chalcone / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006367:HeLa Cells; D006801:Humans; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D013329:Structure-Activity Relationship
chemical_list: D020533:Angiogenesis Inhibitors; D000880:Anthraquinones; D000970:Antineoplastic Agents; D007097:Imines; D002599:Chalcone
keywords: Angiogenesis; Anthraquinone; Chalcone; Cytotoxicity