Novel anthraquinone based chalcone analogues containing an imine fragment: Synthesis, cytotoxicity and anti-angiogenic activity
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2014
Authors
Kolundzija, BrankaMarkovic, Violeta
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Stanojković, Tatjana
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Joksovic, Ljubinka
Matić, Ivana Z.
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Todorović, Nina
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Nikolić, Marijana
Joksovic, Milan D.
Article (Published version)
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Show full item recordAbstract
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 6.11 mu M. 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.
Keywords:
Chalcone / Anthraquinone / cytotoxicity / AngiogenesisSource:
Bioorganic and Medicinal Chemistry Letters, 2014, 24, 1, 65-71Publisher:
- Oxford : Pergamon-Elsevier Science Ltd
Funding / projects:
- Synthesis, modeling, physicochemical and biological properties of organic compounds and related metal complexes (RS-MESTD-Basic Research (BR or ON)-172016)
- Biological response modifiers in physiological and pathological conditions (RS-MESTD-Basic Research (BR or ON)-175011)
DOI: 10.1016/j.bmcl.2013.11.075
ISSN: 0960-894X
PubMed: 24332490
WoS: 000329114200008
Scopus: 2-s2.0-84891488134
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IHTMTY - JOUR AU - Kolundzija, Branka AU - Markovic, Violeta AU - Stanojković, Tatjana AU - Joksovic, Ljubinka AU - Matić, Ivana Z. AU - Todorović, Nina AU - Nikolić, Marijana AU - Joksovic, Milan D. PY - 2014 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/1523 AB - 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 6.11 mu M. 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. PB - Oxford : Pergamon-Elsevier Science Ltd T2 - Bioorganic and Medicinal Chemistry Letters T1 - Novel anthraquinone based chalcone analogues containing an imine fragment: Synthesis, cytotoxicity and anti-angiogenic activity VL - 24 IS - 1 SP - 65 EP - 71 DO - 10.1016/j.bmcl.2013.11.075 ER -
@article{ author = "Kolundzija, Branka and Markovic, Violeta and Stanojković, Tatjana and Joksovic, Ljubinka and Matić, Ivana Z. and Todorović, Nina and Nikolić, Marijana and Joksovic, Milan D.", year = "2014", 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 6.11 mu M. 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.", publisher = "Oxford : Pergamon-Elsevier Science Ltd", journal = "Bioorganic and Medicinal Chemistry Letters", title = "Novel anthraquinone based chalcone analogues containing an imine fragment: Synthesis, cytotoxicity and anti-angiogenic activity", volume = "24", number = "1", pages = "65-71", doi = "10.1016/j.bmcl.2013.11.075" }
Kolundzija, B., Markovic, V., Stanojković, T., Joksovic, L., Matić, I. Z., Todorović, N., Nikolić, M.,& Joksovic, M. D.. (2014). Novel anthraquinone based chalcone analogues containing an imine fragment: Synthesis, cytotoxicity and anti-angiogenic activity. in Bioorganic and Medicinal Chemistry Letters Oxford : Pergamon-Elsevier Science Ltd., 24(1), 65-71. https://doi.org/10.1016/j.bmcl.2013.11.075
Kolundzija B, Markovic V, Stanojković T, Joksovic L, Matić IZ, Todorović N, Nikolić M, Joksovic MD. Novel anthraquinone based chalcone analogues containing an imine fragment: Synthesis, cytotoxicity and anti-angiogenic activity. in Bioorganic and Medicinal Chemistry Letters. 2014;24(1):65-71. doi:10.1016/j.bmcl.2013.11.075 .
Kolundzija, Branka, Markovic, Violeta, Stanojković, Tatjana, Joksovic, Ljubinka, Matić, Ivana Z., Todorović, Nina, Nikolić, Marijana, Joksovic, Milan D., "Novel anthraquinone based chalcone analogues containing an imine fragment: Synthesis, cytotoxicity and anti-angiogenic activity" in Bioorganic and Medicinal Chemistry Letters, 24, no. 1 (2014):65-71, https://doi.org/10.1016/j.bmcl.2013.11.075 . .