Antitumor and antimicrobial properties of isothiocyanato pentagonal-bipyramidal d metal complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent
Authors
Milenković, Milica R.
Anđelković, Katarina

Matić, Ivana Z.

Vujčić, Miroslava

Sladić, Dušan

Čobeljić, Božidar

Romanović, Mima

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Pentagonal-bipyramidal complexes of 2,6-diacetylpyridine bis(acylhydrazone) ligands
are attractive field of research not only in structural inorganic chemistry and magnetochemistry, but also in bioinorganic chemistry since they exhibit cytotoxic, antimicrobial, SOD mimetic, DNA/RNA binding and nuclease activity. In this work we investigated antitumor and antimicrobial activity of pentagonal-bipyramidal isothiocyanato complexes of Mn(II) ([Mn(H2L)(NCS)2](SCN)2·CH3OH) (1), Ni(II)([Ni(H2L)(NCS)2](SCN)2·2H2O) (2), Co(II) ([Co(H2L)(NCS)2](SCN)2·2H2O (3) and
[Co(H2L)(NCS)2][Co(NCS)4]·2H2O) (4), Zn(II) ([Zn(H2L)(NCS)2][Zn(NCS)4]·2H2O) (5), Cd(II) ([Cd(H2L)(NCS)2][Cd(NCS)4]·2H2O) (6) and Fe(III) ([Fe(L)(NCS)2](SCN)·2H2O (7) and [Fe(L)(NCS)2][Fe(NCS)5(H2O)]·4H2O) (8), with the condensation product of 2,6-diacetylpyridine and Girard’s T reagent (H2LCl2). The complexes showed moderate to low cytotoxic activities towards five tested human cancer cell lines (HeLa, MDA-MB-453, K562, LS174 and A549...), while the ligand was inactive. The best activity was observed in the case of complexes 8, 4 and 6. The potential of the most active complexes to induce HeLa and K562 cell cycle perturbations was also studied. Cd(II) complex (6) caused significant increase of apoptotic subG1 cells in both cell lines. Fe(III) complex (8) induced significant changes in cell cycle phase distribution only in HeLa cells. Morphological changes in HeLa cells treated with complexes 8, 4 and 6 were also indicative of apoptosis, with complex 6 having again the most pronounced effect. Complexes 8, 4 and 6 bind to
DNA, most probably by electrostatic interactions, and perturb DNA structure. Complexes 4 and 8 cause cleavage of plasmid DNA in vitro. Iron (III) complexes showed better antimicrobial activity than complexes of other metals with this ligand, but lower than activity of standard antimicrobial drugs.
Source:
Serbian Biochemical Society Eighth Conference with international participation, “Coordination in Biochemistry and Life”, University of Novi Sad – Rectorate Hall, 16.11.2018. Novi Sad, Serbia, 2018, 33-40Publisher:
- Serbian Biochemical Society
Funding / projects:
- Interactions of natural products, their derivatives and coordination compounds with proteins and nucleic acids (RS-172055)
- Biological response modifiers in physiological and pathological conditions (RS-175011)
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IHTMTY - CONF AU - Milenković, Milica R. AU - Anđelković, Katarina AU - Matić, Ivana Z. AU - Vujčić, Miroslava AU - Sladić, Dušan AU - Čobeljić, Božidar AU - Romanović, Mima PY - 2018 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/3542 AB - Pentagonal-bipyramidal complexes of 2,6-diacetylpyridine bis(acylhydrazone) ligands are attractive field of research not only in structural inorganic chemistry and magnetochemistry, but also in bioinorganic chemistry since they exhibit cytotoxic, antimicrobial, SOD mimetic, DNA/RNA binding and nuclease activity. In this work we investigated antitumor and antimicrobial activity of pentagonal-bipyramidal isothiocyanato complexes of Mn(II) ([Mn(H2L)(NCS)2](SCN)2·CH3OH) (1), Ni(II)([Ni(H2L)(NCS)2](SCN)2·2H2O) (2), Co(II) ([Co(H2L)(NCS)2](SCN)2·2H2O (3) and [Co(H2L)(NCS)2][Co(NCS)4]·2H2O) (4), Zn(II) ([Zn(H2L)(NCS)2][Zn(NCS)4]·2H2O) (5), Cd(II) ([Cd(H2L)(NCS)2][Cd(NCS)4]·2H2O) (6) and Fe(III) ([Fe(L)(NCS)2](SCN)·2H2O (7) and [Fe(L)(NCS)2][Fe(NCS)5(H2O)]·4H2O) (8), with the condensation product of 2,6-diacetylpyridine and Girard’s T reagent (H2LCl2). The complexes showed moderate to low cytotoxic activities towards five tested human cancer cell lines (HeLa, MDA-MB-453, K562, LS174 and A549), while the ligand was inactive. The best activity was observed in the case of complexes 8, 4 and 6. The potential of the most active complexes to induce HeLa and K562 cell cycle perturbations was also studied. Cd(II) complex (6) caused significant increase of apoptotic subG1 cells in both cell lines. Fe(III) complex (8) induced significant changes in cell cycle phase distribution only in HeLa cells. Morphological changes in HeLa cells treated with complexes 8, 4 and 6 were also indicative of apoptosis, with complex 6 having again the most pronounced effect. Complexes 8, 4 and 6 bind to DNA, most probably by electrostatic interactions, and perturb DNA structure. Complexes 4 and 8 cause cleavage of plasmid DNA in vitro. Iron (III) complexes showed better antimicrobial activity than complexes of other metals with this ligand, but lower than activity of standard antimicrobial drugs. PB - Serbian Biochemical Society C3 - Serbian Biochemical Society Eighth Conference with international participation, “Coordination in Biochemistry and Life”, University of Novi Sad – Rectorate Hall, 16.11.2018. Novi Sad, Serbia T1 - Antitumor and antimicrobial properties of isothiocyanato pentagonal-bipyramidal d metal complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent SP - 33 EP - 40 UR - https://hdl.handle.net/21.15107/rcub_cer_3542 ER -
@conference{ author = "Milenković, Milica R. and Anđelković, Katarina and Matić, Ivana Z. and Vujčić, Miroslava and Sladić, Dušan and Čobeljić, Božidar and Romanović, Mima", year = "2018", abstract = "Pentagonal-bipyramidal complexes of 2,6-diacetylpyridine bis(acylhydrazone) ligands are attractive field of research not only in structural inorganic chemistry and magnetochemistry, but also in bioinorganic chemistry since they exhibit cytotoxic, antimicrobial, SOD mimetic, DNA/RNA binding and nuclease activity. In this work we investigated antitumor and antimicrobial activity of pentagonal-bipyramidal isothiocyanato complexes of Mn(II) ([Mn(H2L)(NCS)2](SCN)2·CH3OH) (1), Ni(II)([Ni(H2L)(NCS)2](SCN)2·2H2O) (2), Co(II) ([Co(H2L)(NCS)2](SCN)2·2H2O (3) and [Co(H2L)(NCS)2][Co(NCS)4]·2H2O) (4), Zn(II) ([Zn(H2L)(NCS)2][Zn(NCS)4]·2H2O) (5), Cd(II) ([Cd(H2L)(NCS)2][Cd(NCS)4]·2H2O) (6) and Fe(III) ([Fe(L)(NCS)2](SCN)·2H2O (7) and [Fe(L)(NCS)2][Fe(NCS)5(H2O)]·4H2O) (8), with the condensation product of 2,6-diacetylpyridine and Girard’s T reagent (H2LCl2). The complexes showed moderate to low cytotoxic activities towards five tested human cancer cell lines (HeLa, MDA-MB-453, K562, LS174 and A549), while the ligand was inactive. The best activity was observed in the case of complexes 8, 4 and 6. The potential of the most active complexes to induce HeLa and K562 cell cycle perturbations was also studied. Cd(II) complex (6) caused significant increase of apoptotic subG1 cells in both cell lines. Fe(III) complex (8) induced significant changes in cell cycle phase distribution only in HeLa cells. Morphological changes in HeLa cells treated with complexes 8, 4 and 6 were also indicative of apoptosis, with complex 6 having again the most pronounced effect. Complexes 8, 4 and 6 bind to DNA, most probably by electrostatic interactions, and perturb DNA structure. Complexes 4 and 8 cause cleavage of plasmid DNA in vitro. Iron (III) complexes showed better antimicrobial activity than complexes of other metals with this ligand, but lower than activity of standard antimicrobial drugs.", publisher = "Serbian Biochemical Society", journal = "Serbian Biochemical Society Eighth Conference with international participation, “Coordination in Biochemistry and Life”, University of Novi Sad – Rectorate Hall, 16.11.2018. Novi Sad, Serbia", title = "Antitumor and antimicrobial properties of isothiocyanato pentagonal-bipyramidal d metal complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent", pages = "33-40", url = "https://hdl.handle.net/21.15107/rcub_cer_3542" }
Milenković, M. R., Anđelković, K., Matić, I. Z., Vujčić, M., Sladić, D., Čobeljić, B.,& Romanović, M.. (2018). Antitumor and antimicrobial properties of isothiocyanato pentagonal-bipyramidal d metal complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. in Serbian Biochemical Society Eighth Conference with international participation, “Coordination in Biochemistry and Life”, University of Novi Sad – Rectorate Hall, 16.11.2018. Novi Sad, Serbia Serbian Biochemical Society., 33-40. https://hdl.handle.net/21.15107/rcub_cer_3542
Milenković MR, Anđelković K, Matić IZ, Vujčić M, Sladić D, Čobeljić B, Romanović M. Antitumor and antimicrobial properties of isothiocyanato pentagonal-bipyramidal d metal complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. in Serbian Biochemical Society Eighth Conference with international participation, “Coordination in Biochemistry and Life”, University of Novi Sad – Rectorate Hall, 16.11.2018. Novi Sad, Serbia. 2018;:33-40. https://hdl.handle.net/21.15107/rcub_cer_3542 .
Milenković, Milica R., Anđelković, Katarina, Matić, Ivana Z., Vujčić, Miroslava, Sladić, Dušan, Čobeljić, Božidar, Romanović, Mima, "Antitumor and antimicrobial properties of isothiocyanato pentagonal-bipyramidal d metal complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent" in Serbian Biochemical Society Eighth Conference with international participation, “Coordination in Biochemistry and Life”, University of Novi Sad – Rectorate Hall, 16.11.2018. Novi Sad, Serbia (2018):33-40, https://hdl.handle.net/21.15107/rcub_cer_3542 .