Zn(II) complex with 2-quinolinecarboxaldehyde selenosemicarbazone: synthesis, structure, interaction studies with DNA/HSA, molecular docking and caspase-8 and-9 independent apoptose induction
Samo za registrovane korisnike
2015
Autori
Filipović, Nenad R.Bjelogrlić, Snežana
Marinković, Aleksandar D.
Verbić, Tatjana Z.
Cvijetić, Ilija N.
Senćanski, Milan V.
Rodić, Marko
Vujčić, Miroslava T.
Sladić, Dušan M.
Striković, Zlatko
Todorović, Tamara R.
Muller, Christian D.
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
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 inducer...s 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.
Izvor:
RSC Advances, 2015, 5, 115, 95191-95211Finansiranje / projekti:
- Interakcije prirodnih proizvoda, njihovih derivata i kompleksnih jedinjenja sa proteinima i nukleinskim kiselinama (RS-MESTD-Basic Research (BR or ON)-172055)
- Proučavanje sinteze, strukture i aktivnosti organskih jedinjenja prirodnog i sintetskog porekla (RS-MESTD-Basic Research (BR or ON)-172013)
- Modeliranje i numeričke simulacije složenih višečestičnih sistema (RS-MESTD-Basic Research (BR or ON)-171017)
- COST Action CM1106 StemChem - Chemical Approaches to Targeting Drug Resistance in Cancer Stem Cells, European Commission
DOI: 10.1039/c5ra19849f
ISSN: 2046-2069
WoS: 000364906600078
Scopus: 2-s2.0-84946944475
Kolekcije
Institucija/grupa
VinčaTY - JOUR AU - Filipović, Nenad R. AU - Bjelogrlić, Snežana AU - Marinković, Aleksandar D. AU - Verbić, Tatjana Z. AU - Cvijetić, Ilija N. AU - Senćanski, Milan V. AU - Rodić, Marko AU - Vujčić, Miroslava T. AU - Sladić, Dušan M. AU - Striković, Zlatko AU - Todorović, Tamara R. AU - Muller, Christian D. PY - 2015 UR - https://vinar.vin.bg.ac.rs/handle/123456789/809 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. 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 and Marinković, Aleksandar D. and Verbić, Tatjana Z. and Cvijetić, Ilija N. and Senćanski, Milan V. and Rodić, Marko and Vujčić, Miroslava T. and Sladić, Dušan M. and Striković, Zlatko and Todorović, Tamara R. 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.", 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., Marinković, A. D., Verbić, T. Z., Cvijetić, I. N., Senćanski, M. V., Rodić, M., Vujčić, M. T., Sladić, D. M., Striković, Z., Todorović, T. R.,& 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, 5(115), 95191-95211. https://doi.org/10.1039/c5ra19849f
Filipović NR, Bjelogrlić S, Marinković AD, Verbić TZ, Cvijetić IN, Senćanski MV, Rodić M, Vujčić MT, Sladić DM, Striković Z, Todorović TR, 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, Marinković, Aleksandar D., Verbić, Tatjana Z., Cvijetić, Ilija N., Senćanski, Milan V., Rodić, Marko, Vujčić, Miroslava T., Sladić, Dušan M., Striković, Zlatko, Todorović, Tamara R., 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 . .