Novel anthraquinone based chalcone analogues containing an imine fragment: Synthesis, cytotoxicity and anti-angiogenic activity

Kolundžija, Branka; Marković, Violeta; Stanojković, Tatjana; Joksović, Ljubinka; Matić, Ivana Z.; Todorović, Nina; Nikolić, Milan; Joksović, Milan D.

doi:10.1016/j.bmcl.2013.11.075

Cited by 43 publications

(27 citation statements)

References 32 publications

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“…The highest inhibitory activity was observed for the synthetic chalcone carboxylic acid, suggesting its usefulness in the management of diseases accompanied by aberrant angiogenesis, including progressive growth of solid tumors [ 130 ]. In the years following the study, a number of chalcone derivatives were found to have anticancer and antiangiogenic activities, among others boronic acid-chalcone analogues [ 131 ], 4-maleamide peptidyl chalcone derivatives [ 132 ], imine derivatives of hybrid chalcone analogues [ 133 ], chalcone derivatives containing pyrazole ring [ 134 ] and others.…”

Section: Effect Of Polyphenols On Angiogenesismentioning

confidence: 99%

Antiangiogenic Effect of Flavonoids and Chalcones: An Update

Mirossay

Varinská

Mojžiš

2017

IJMS

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Chalcones are precursors of flavonoid biosynthesis in plants. Both flavonoids and chalcones are intensively investigated because of a large spectrum of their biological activities. Among others, anticancer and antiangiogenic effects account for the research interest of these substances. Because of an essential role in cancer growth and metastasis, angiogenesis is considered to be a promising target for cancer treatment. Currently used antiangiogenic agents are either synthetic compounds or monoclonal antibodies. However, there are some limitations of their use including toxicity and high price, making the search for new antiangiogenic compounds very attractive. Nowadays it is well known that several natural compounds may modulate basic steps in angiogenesis. A lot of studies, also from our lab, showed that phytochemicals, including polyphenols, are potent modulators of angiogenesis. This review paper is focused on the antiangiogenic effect of flavonoids and chalcones and discusses possible underlying cellular and molecular mechanisms.

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Section: Effect Of Polyphenols On Angiogenesismentioning

confidence: 99%

Antiangiogenic Effect of Flavonoids and Chalcones: An Update

Mirossay

Varinská

Mojžiš

2017

IJMS

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“…Compounds induced the activities of caspase-3 and caspase-8 in treated HeLa cells and exhibited strong antiangiogenic activity by showing potent inhibitory potential against matrix metalloproteinases (MMP-2) secretion. Strong implication of MMP-2 is found in angiogenesis and promotes tumor metastatic potential playing crucial role not only in invasion but also in determination of cancer cell transformation, growth, apoptosis, and signal transduction pathways [ 24 ]. 3-Phenylquinolinylchalcone derivatives, 14 and 15 ( Figure 6 ), were synthesized and evaluated for their antiproliferative activities.…”

Section: Molecular Insights Of Anticancer Chalconesmentioning

confidence: 99%

Chalcone Scaffold in Anticancer Armamentarium: A Molecular Insight

Das

Manna

2016

Journal of Toxicology

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“…They were synthesized by phenolic oxidation of the dihalogenated phenols. Recently, a number of pharmacologically interesting bischalcone analogs were synthesized with structural modifications to improve their anti‐cancer potential and chemoprotective properties . Examples of these transformations are formed by joining two chalcone moieties together with different linkages such as bi‐aryl, di‐aryl ether, methylene, the carbon chains of varying lengths, Mannich base, etc.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Biological Evaluation of Novel Bischalcone Derivatives as Carbonic Anhydrase Inhibitors

Arslan

Çelik

Celik

et al. 2016

Archiv der Pharmazie

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Design and synthesis of a new type of bischalcones as an alternative to natural and synthetic bischalcones are reported for the first time. Key steps involved the solvent-free Claisen-Schmidt condensation of chalcones, and the successful first application of the diazotization-diazocoupling reaction in the synthesis of CNNC-linked bischalcones by simple structural modification of p-aminoacetophenone. The structures of all compounds were confirmed by means of FT-IR, (1) H and (13) C NMR, ESI/MS, and elemental analysis. In addition, the newly synthesized compounds were screened for carbonic anhydrase inhibition activities. Almost all bischalcones exhibited moderate-to-good inhibitory activities.

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Novel anthraquinone based chalcone analogues containing an imine fragment: Synthesis, cytotoxicity and anti-angiogenic activity

Cited by 43 publications

References 32 publications

Antiangiogenic Effect of Flavonoids and Chalcones: An Update

Antiangiogenic Effect of Flavonoids and Chalcones: An Update

Chalcone Scaffold in Anticancer Armamentarium: A Molecular Insight

Synthesis and Biological Evaluation of Novel Bischalcone Derivatives as Carbonic Anhydrase Inhibitors

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