COST Action CM1106 StemChem - Chemical Approaches to Targeting Drug Resistance in Cancer Stem Cells

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COST Action CM1106 StemChem - Chemical Approaches to Targeting Drug Resistance in Cancer Stem Cells

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Supplementary data for the article: Božić, A.; Marinković, A.; Bjelogrlić, S.; Todorović, T. R.; Cvijetić, I. N.; Novaković, I.; Muller, C. D.; Filipović, N. R. Quinoline Based Mono- and Bis-(Thio)Carbohydrazones: Synthesis, Anticancer Activity in 2D and 3D Cancer and Cancer Stem Cell Models. RSC Advances 2016, 6 (106), 104763–104781. https://doi.org/10.1039/c6ra23940d

Božić, Aleksandra R.; Marinković, Aleksandar; Bjelogrlić, Snežana K.; Todorović, Tamara; Cvijetić, Ilija; Novaković, Irena T.; Muller, Christian D.; Filipović, Nenad R.

(Royal Soc Chemistry, Cambridge, 2016)

TY  - DATA
AU  - Božić, Aleksandra R.
AU  - Marinković, Aleksandar
AU  - Bjelogrlić, Snežana K.
AU  - Todorović, Tamara
AU  - Cvijetić, Ilija
AU  - Novaković, Irena T.
AU  - Muller, Christian D.
AU  - Filipović, Nenad R.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3604
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Supplementary data for the article: Božić, A.; Marinković, A.; Bjelogrlić, S.; Todorović, T. R.; Cvijetić, I. N.; Novaković, I.; Muller, C. D.; Filipović, N. R. Quinoline Based Mono- and Bis-(Thio)Carbohydrazones: Synthesis, Anticancer Activity in 2D and 3D Cancer and Cancer Stem Cell Models. RSC Advances 2016, 6 (106), 104763–104781. https://doi.org/10.1039/c6ra23940d
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3604
ER  - 
@misc{
author = "Božić, Aleksandra R. and Marinković, Aleksandar and Bjelogrlić, Snežana K. and Todorović, Tamara and Cvijetić, Ilija and Novaković, Irena T. and Muller, Christian D. and Filipović, Nenad R.",
year = "2016",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Supplementary data for the article: Božić, A.; Marinković, A.; Bjelogrlić, S.; Todorović, T. R.; Cvijetić, I. N.; Novaković, I.; Muller, C. D.; Filipović, N. R. Quinoline Based Mono- and Bis-(Thio)Carbohydrazones: Synthesis, Anticancer Activity in 2D and 3D Cancer and Cancer Stem Cell Models. RSC Advances 2016, 6 (106), 104763–104781. https://doi.org/10.1039/c6ra23940d",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3604"
}
Božić, A. R., Marinković, A., Bjelogrlić, S. K., Todorović, T., Cvijetić, I., Novaković, I. T., Muller, C. D.,& Filipović, N. R.. (2016). Supplementary data for the article: Božić, A.; Marinković, A.; Bjelogrlić, S.; Todorović, T. R.; Cvijetić, I. N.; Novaković, I.; Muller, C. D.; Filipović, N. R. Quinoline Based Mono- and Bis-(Thio)Carbohydrazones: Synthesis, Anticancer Activity in 2D and 3D Cancer and Cancer Stem Cell Models. RSC Advances 2016, 6 (106), 104763–104781. https://doi.org/10.1039/c6ra23940d. in RSC Advances
Royal Soc Chemistry, Cambridge..
https://hdl.handle.net/21.15107/rcub_cherry_3604
Božić AR, Marinković A, Bjelogrlić SK, Todorović T, Cvijetić I, Novaković IT, Muller CD, Filipović NR. Supplementary data for the article: Božić, A.; Marinković, A.; Bjelogrlić, S.; Todorović, T. R.; Cvijetić, I. N.; Novaković, I.; Muller, C. D.; Filipović, N. R. Quinoline Based Mono- and Bis-(Thio)Carbohydrazones: Synthesis, Anticancer Activity in 2D and 3D Cancer and Cancer Stem Cell Models. RSC Advances 2016, 6 (106), 104763–104781. https://doi.org/10.1039/c6ra23940d. in RSC Advances. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3604 .
Božić, Aleksandra R., Marinković, Aleksandar, Bjelogrlić, Snežana K., Todorović, Tamara, Cvijetić, Ilija, Novaković, Irena T., Muller, Christian D., Filipović, Nenad R., "Supplementary data for the article: Božić, A.; Marinković, A.; Bjelogrlić, S.; Todorović, T. R.; Cvijetić, I. N.; Novaković, I.; Muller, C. D.; Filipović, N. R. Quinoline Based Mono- and Bis-(Thio)Carbohydrazones: Synthesis, Anticancer Activity in 2D and 3D Cancer and Cancer Stem Cell Models. RSC Advances 2016, 6 (106), 104763–104781. https://doi.org/10.1039/c6ra23940d" in RSC Advances (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3604 .

Quinoline based mono- and bis-(thio) carbohydrazones: synthesis, anticancer activity in 2D and 3D cancer and cancer stem cell models

Božić, Aleksandra R.; Marinković, Aleksandar; Bjelogrlić, Snežana K.; Todorović, Tamara; Cvijetić, Ilija; Novaković, Irena T.; Muller, Christian D.; Filipović, Nenad R.

(Royal Soc Chemistry, Cambridge, 2016)

TY  - JOUR
AU  - Božić, Aleksandra R.
AU  - Marinković, Aleksandar
AU  - Bjelogrlić, Snežana K.
AU  - Todorović, Tamara
AU  - Cvijetić, Ilija
AU  - Novaković, Irena T.
AU  - Muller, Christian D.
AU  - Filipović, Nenad R.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2352
AB  - A comparative study of antitumor activity of mono- and bis-quinoline based (thio) carbohydrazones was investigated by a series of tests on two human malignant cell lines: acute monocytic leukemia (THP-1) and pancreatic adenocarcinoma cancer stem cells (AsPC-1). Thiocarbohydrazones (TCHs) revealed superior pro-apoptotic activity over carbohydrazones (CHs) on both tested cell phenotypes, also displaying multi-target profile activities. Programmed cell death triggered by TCHs was partially caspase-dependent, mainly caspase-8 related. Activity against cancer stem cells (CSCs) was evaluated on 2D monolayers and 3D spheroidal models, where two out of three tested bis-TCHs successfully stimulated apoptosis accompanied by a reduction in size of treated spheres. Additionally, all bis-TCHs induced significant decrease in percentage of CD44-expressing AsPC-1 cells that indicate on their ability to induce reprogramming of CSC phenotype. Current results highly support further assessment of bis-TCHs in order to specify their specific targets in cancer cells and particularly in the CSCs subpopulation.
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Quinoline based mono- and bis-(thio) carbohydrazones: synthesis, anticancer activity in 2D and 3D cancer and cancer stem cell models
VL  - 6
IS  - 106
SP  - 104763
EP  - 104781
DO  - 10.1039/c6ra23940d
ER  - 
@article{
author = "Božić, Aleksandra R. and Marinković, Aleksandar and Bjelogrlić, Snežana K. and Todorović, Tamara and Cvijetić, Ilija and Novaković, Irena T. and Muller, Christian D. and Filipović, Nenad R.",
year = "2016",
abstract = "A comparative study of antitumor activity of mono- and bis-quinoline based (thio) carbohydrazones was investigated by a series of tests on two human malignant cell lines: acute monocytic leukemia (THP-1) and pancreatic adenocarcinoma cancer stem cells (AsPC-1). Thiocarbohydrazones (TCHs) revealed superior pro-apoptotic activity over carbohydrazones (CHs) on both tested cell phenotypes, also displaying multi-target profile activities. Programmed cell death triggered by TCHs was partially caspase-dependent, mainly caspase-8 related. Activity against cancer stem cells (CSCs) was evaluated on 2D monolayers and 3D spheroidal models, where two out of three tested bis-TCHs successfully stimulated apoptosis accompanied by a reduction in size of treated spheres. Additionally, all bis-TCHs induced significant decrease in percentage of CD44-expressing AsPC-1 cells that indicate on their ability to induce reprogramming of CSC phenotype. Current results highly support further assessment of bis-TCHs in order to specify their specific targets in cancer cells and particularly in the CSCs subpopulation.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Quinoline based mono- and bis-(thio) carbohydrazones: synthesis, anticancer activity in 2D and 3D cancer and cancer stem cell models",
volume = "6",
number = "106",
pages = "104763-104781",
doi = "10.1039/c6ra23940d"
}
Božić, A. R., Marinković, A., Bjelogrlić, S. K., Todorović, T., Cvijetić, I., Novaković, I. T., Muller, C. D.,& Filipović, N. R.. (2016). Quinoline based mono- and bis-(thio) carbohydrazones: synthesis, anticancer activity in 2D and 3D cancer and cancer stem cell models. in RSC Advances
Royal Soc Chemistry, Cambridge., 6(106), 104763-104781.
https://doi.org/10.1039/c6ra23940d
Božić AR, Marinković A, Bjelogrlić SK, Todorović T, Cvijetić I, Novaković IT, Muller CD, Filipović NR. Quinoline based mono- and bis-(thio) carbohydrazones: synthesis, anticancer activity in 2D and 3D cancer and cancer stem cell models. in RSC Advances. 2016;6(106):104763-104781.
doi:10.1039/c6ra23940d .
Božić, Aleksandra R., Marinković, Aleksandar, Bjelogrlić, Snežana K., Todorović, Tamara, Cvijetić, Ilija, Novaković, Irena T., Muller, Christian D., Filipović, Nenad R., "Quinoline based mono- and bis-(thio) carbohydrazones: synthesis, anticancer activity in 2D and 3D cancer and cancer stem cell models" in RSC Advances, 6, no. 106 (2016):104763-104781,
https://doi.org/10.1039/c6ra23940d . .
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Supplementary data for article: Filipović, N. R.; Bjelogrlić, S. K.; Marinković, A.; Verbić, T.; Cvijetić, I.; Sencanski, M.; Rodić, M.; Vujčić, M.; Sladić, D.; Strikovic, Z.; et al. Zn(II) Complex with 2-Quinolinecarboxaldehyde Selenosemicarbazone: Synthesis, Structure, Interaction Studies with DNA/HSA, Molecular Docking and Caspase-8 and-9 Independent Apoptose Induction. RSC Advances 2015, 5 (115), 95191–95211. https://doi.org/10.1039/c5ra19849f

Filipović, Nenad R.; Bjelogrlić, Snežana K.; Marinković, Aleksandar; Verbić, Tatjana; Cvijetić, Ilija; Senćanski, Milan; Rodić, Marko; Vujčić, Miroslava; Sladić, Dušan; Striković, Zlatko; Todorović, Tamara; Muller, Christian D.

(Royal Soc Chemistry, Cambridge, 2015)

TY  - DATA
AU  - Filipović, Nenad R.
AU  - Bjelogrlić, Snežana K.
AU  - Marinković, Aleksandar
AU  - Verbić, Tatjana
AU  - Cvijetić, Ilija
AU  - Senćanski, Milan
AU  - Rodić, Marko
AU  - Vujčić, Miroslava
AU  - Sladić, Dušan
AU  - Striković, Zlatko
AU  - Todorović, Tamara
AU  - Muller, Christian D.
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3461
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Supplementary data for article: Filipović, N. R.; Bjelogrlić, S. K.; Marinković, A.; Verbić, T.; Cvijetić, I.; Sencanski, M.; Rodić, M.; Vujčić, M.; Sladić, D.; Strikovic, Z.; et al. Zn(II) Complex with 2-Quinolinecarboxaldehyde Selenosemicarbazone: Synthesis, Structure, Interaction Studies with DNA/HSA, Molecular Docking and Caspase-8 and-9 Independent Apoptose Induction. RSC Advances 2015, 5 (115), 95191–95211. https://doi.org/10.1039/c5ra19849f
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3461
ER  - 
@misc{
author = "Filipović, Nenad R. and Bjelogrlić, Snežana K. and Marinković, Aleksandar and Verbić, Tatjana and Cvijetić, Ilija and Senćanski, Milan and Rodić, Marko and Vujčić, Miroslava and Sladić, Dušan and Striković, Zlatko and Todorović, Tamara and Muller, Christian D.",
year = "2015",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Supplementary data for article: Filipović, N. R.; Bjelogrlić, S. K.; Marinković, A.; Verbić, T.; Cvijetić, I.; Sencanski, M.; Rodić, M.; Vujčić, M.; Sladić, D.; Strikovic, Z.; et al. Zn(II) Complex with 2-Quinolinecarboxaldehyde Selenosemicarbazone: Synthesis, Structure, Interaction Studies with DNA/HSA, Molecular Docking and Caspase-8 and-9 Independent Apoptose Induction. RSC Advances 2015, 5 (115), 95191–95211. https://doi.org/10.1039/c5ra19849f",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3461"
}
Filipović, N. R., Bjelogrlić, S. K., Marinković, A., Verbić, T., Cvijetić, I., Senćanski, M., Rodić, M., Vujčić, M., Sladić, D., Striković, Z., Todorović, T.,& Muller, C. D.. (2015). Supplementary data for article: Filipović, N. R.; Bjelogrlić, S. K.; Marinković, A.; Verbić, T.; Cvijetić, I.; Sencanski, M.; Rodić, M.; Vujčić, M.; Sladić, D.; Strikovic, Z.; et al. Zn(II) Complex with 2-Quinolinecarboxaldehyde Selenosemicarbazone: Synthesis, Structure, Interaction Studies with DNA/HSA, Molecular Docking and Caspase-8 and-9 Independent Apoptose Induction. RSC Advances 2015, 5 (115), 95191–95211. https://doi.org/10.1039/c5ra19849f. in RSC Advances
Royal Soc Chemistry, Cambridge..
https://hdl.handle.net/21.15107/rcub_cherry_3461
Filipović NR, Bjelogrlić SK, Marinković A, Verbić T, Cvijetić I, Senćanski M, Rodić M, Vujčić M, Sladić D, Striković Z, Todorović T, Muller CD. Supplementary data for article: Filipović, N. R.; Bjelogrlić, S. K.; Marinković, A.; Verbić, T.; Cvijetić, I.; Sencanski, M.; Rodić, M.; Vujčić, M.; Sladić, D.; Strikovic, Z.; et al. Zn(II) Complex with 2-Quinolinecarboxaldehyde Selenosemicarbazone: Synthesis, Structure, Interaction Studies with DNA/HSA, Molecular Docking and Caspase-8 and-9 Independent Apoptose Induction. RSC Advances 2015, 5 (115), 95191–95211. https://doi.org/10.1039/c5ra19849f. in RSC Advances. 2015;.
https://hdl.handle.net/21.15107/rcub_cherry_3461 .
Filipović, Nenad R., Bjelogrlić, Snežana K., Marinković, Aleksandar, Verbić, Tatjana, Cvijetić, Ilija, Senćanski, Milan, Rodić, Marko, Vujčić, Miroslava, Sladić, Dušan, Striković, Zlatko, Todorović, Tamara, Muller, Christian D., "Supplementary data for article: Filipović, N. R.; Bjelogrlić, S. K.; Marinković, A.; Verbić, T.; Cvijetić, I.; Sencanski, M.; Rodić, M.; Vujčić, M.; Sladić, D.; Strikovic, Z.; et al. Zn(II) Complex with 2-Quinolinecarboxaldehyde Selenosemicarbazone: Synthesis, Structure, Interaction Studies with DNA/HSA, Molecular Docking and Caspase-8 and-9 Independent Apoptose Induction. RSC Advances 2015, 5 (115), 95191–95211. https://doi.org/10.1039/c5ra19849f" in RSC Advances (2015),
https://hdl.handle.net/21.15107/rcub_cherry_3461 .

Zn(II) complex with 2-quinolinecarboxaldehyde selenosemicarbazone: synthesis, structure, interaction studies with DNA/HSA, molecular docking and caspase-8 and-9 independent apoptose induction

Filipović, Nenad R.; Bjelogrlić, Snežana K.; Marinković, Aleksandar; Verbić, Tatjana; Cvijetić, Ilija; Senćanski, Milan; Rodić, Marko; Vujčić, Miroslava; Sladić, Dušan; Striković, Zlatko; Todorović, Tamara; Muller, Christian D.

(Royal Soc Chemistry, Cambridge, 2015)

TY  - JOUR
AU  - Filipović, Nenad R.
AU  - Bjelogrlić, Snežana K.
AU  - Marinković, Aleksandar
AU  - Verbić, Tatjana
AU  - Cvijetić, Ilija
AU  - Senćanski, Milan
AU  - Rodić, Marko
AU  - Vujčić, Miroslava
AU  - Sladić, Dušan
AU  - Striković, Zlatko
AU  - Todorović, Tamara
AU  - Muller, Christian D.
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1960
AB  - A new Zn(II)-based potential chemotherapeutic agent was synthesized from the ligand 2-quinolinecarboxaldehyde selenosemicarbazone (Hqasesc). Single crystal X-ray diffraction analysis showed that the Zn(II) complex consists of a cation [Zn(Hqasesc)(2)](2+), two perchlorate anions and one ethanol solvent molecule. The interaction of calf thymus (CT) DNA and human serum albumin (HSA) with the Zn(II) complex was explored using absorption and emission spectral methods, and also has been supported by molecular docking studies. The complex has more affinity to minor DNA groove than major, with no significant intercalation. The HSA interaction studies of the complex revealed the quenching of the intrinsic fluorescence of the HSA through a static quenching mechanism. The antitumor activity of the ligand and the complex against pancreatic adenocarcinoma cell line (AsPC-1) and acute monocytic leukemia (THP-1) cells was evaluated. Both compounds are strong concentration-dependent apoptosis inducers in THP-1 cells. While Hqasesc in AsPC-1 cells induces apoptosis only at the highest concentration, treatment with the Zn complex shows a concentration-dependent apoptotic response, where the treated cells are arrested in the G1-to-S phase accompanied with extensive activation of caspase-8 and -9. These results indicate that the ligand and Zn(II) complex display cell phenotype specific activity.
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Zn(II) complex with 2-quinolinecarboxaldehyde selenosemicarbazone: synthesis, structure, interaction studies with DNA/HSA, molecular docking and caspase-8 and-9 independent apoptose induction
VL  - 5
IS  - 115
SP  - 95191
EP  - 95211
DO  - 10.1039/c5ra19849f
ER  - 
@article{
author = "Filipović, Nenad R. and Bjelogrlić, Snežana K. and Marinković, Aleksandar and Verbić, Tatjana and Cvijetić, Ilija and Senćanski, Milan and Rodić, Marko and Vujčić, Miroslava and Sladić, Dušan and Striković, Zlatko and Todorović, Tamara and Muller, Christian D.",
year = "2015",
abstract = "A new Zn(II)-based potential chemotherapeutic agent was synthesized from the ligand 2-quinolinecarboxaldehyde selenosemicarbazone (Hqasesc). Single crystal X-ray diffraction analysis showed that the Zn(II) complex consists of a cation [Zn(Hqasesc)(2)](2+), two perchlorate anions and one ethanol solvent molecule. The interaction of calf thymus (CT) DNA and human serum albumin (HSA) with the Zn(II) complex was explored using absorption and emission spectral methods, and also has been supported by molecular docking studies. The complex has more affinity to minor DNA groove than major, with no significant intercalation. The HSA interaction studies of the complex revealed the quenching of the intrinsic fluorescence of the HSA through a static quenching mechanism. The antitumor activity of the ligand and the complex against pancreatic adenocarcinoma cell line (AsPC-1) and acute monocytic leukemia (THP-1) cells was evaluated. Both compounds are strong concentration-dependent apoptosis inducers in THP-1 cells. While Hqasesc in AsPC-1 cells induces apoptosis only at the highest concentration, treatment with the Zn complex shows a concentration-dependent apoptotic response, where the treated cells are arrested in the G1-to-S phase accompanied with extensive activation of caspase-8 and -9. These results indicate that the ligand and Zn(II) complex display cell phenotype specific activity.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Zn(II) complex with 2-quinolinecarboxaldehyde selenosemicarbazone: synthesis, structure, interaction studies with DNA/HSA, molecular docking and caspase-8 and-9 independent apoptose induction",
volume = "5",
number = "115",
pages = "95191-95211",
doi = "10.1039/c5ra19849f"
}
Filipović, N. R., Bjelogrlić, S. K., Marinković, A., Verbić, T., Cvijetić, I., Senćanski, M., Rodić, M., Vujčić, M., Sladić, D., Striković, Z., Todorović, T.,& Muller, C. D.. (2015). Zn(II) complex with 2-quinolinecarboxaldehyde selenosemicarbazone: synthesis, structure, interaction studies with DNA/HSA, molecular docking and caspase-8 and-9 independent apoptose induction. in RSC Advances
Royal Soc Chemistry, Cambridge., 5(115), 95191-95211.
https://doi.org/10.1039/c5ra19849f
Filipović NR, Bjelogrlić SK, Marinković A, Verbić T, Cvijetić I, Senćanski M, Rodić M, Vujčić M, Sladić D, Striković Z, Todorović T, Muller CD. Zn(II) complex with 2-quinolinecarboxaldehyde selenosemicarbazone: synthesis, structure, interaction studies with DNA/HSA, molecular docking and caspase-8 and-9 independent apoptose induction. in RSC Advances. 2015;5(115):95191-95211.
doi:10.1039/c5ra19849f .
Filipović, Nenad R., Bjelogrlić, Snežana K., Marinković, Aleksandar, Verbić, Tatjana, Cvijetić, Ilija, Senćanski, Milan, Rodić, Marko, Vujčić, Miroslava, Sladić, Dušan, Striković, Zlatko, Todorović, Tamara, Muller, Christian D., "Zn(II) complex with 2-quinolinecarboxaldehyde selenosemicarbazone: synthesis, structure, interaction studies with DNA/HSA, molecular docking and caspase-8 and-9 independent apoptose induction" in RSC Advances, 5, no. 115 (2015):95191-95211,
https://doi.org/10.1039/c5ra19849f . .
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