Synthesis, characterization and crystal structures of two pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. Anticancer properties of various metal complexes of the same ligand
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2017
Authors
Anđelković, Katarina K.
Milenković, Milica R.

Pevec, Andrej

Turel, Iztok

Matić, Ivana Z.

Vujčić, Miroslava

Sladić, Dušan

Radanović, Dušanka D.

Brađan, Gabrijela
Belosević, Svetlana
Čobeljić, Božidar

Article (Published version)

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In this work synthesis, characterization and crystal structures of two isothiocyanato Fe(III) complexes with 2,2'[2,6-pyridinediylbis(ethylidyne-1-hydraziny1-2-ylidene)]bis[N,N,N-trimethyl-2-oxoethanaminium] dichloride (H2LCl2) ligand, with composition [FeL(NCS)(2)]SCN center dot 2H(2)O and [FeL(NCS)(2)](2)[Fe(H2O)(NCS)(5)}4H(2)O, has been reported. Both iron(III) complexes possess the same pentagonal-bipyramidal complex cation, while the nature of their anions depends on mole ratio of NH4SCN and FeCl3 center dot 6H(2)O used in reaction. Cytotoxic activity of new Fe(III) complexes, as well as of previously synthesized isothiocyanato Co(II), Ni(II), Mn(II), Zn(II) and Cd(II) complexes with the same ligand, was tested against five human cancer cell lines (HeLa, MDA-MB-453, K562, LS174 and A549) and normal cell line MRC-5. The best activity was observed in the case of Fe(III), Co(II) and Cd(II) complexes. The investigation of potential of these complexes to induce HeLa and K562 cell cycle... perturbations was also evaluated. Mechanism of cell death mode was elucidated on the basis of morphological changes of HeLa cells as well as identification of target caspases. It was established that DNA damage could be responsible for the activity of Fe(III) and Co(II) complexes. Synopsis: Pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent have been synthesized and characterized. Cytotoxic activity of Fe(III) complexes and Co(II), Ni(II), Mn (II), Zn(II) and Cd(II) complexes with the same ligand was tested. The best activity was observed in the case of Fe (III), Co(II) and Cd(II) complexes.
Keywords:
2,6-diacetylpyridine dihydrazone / Pentagonal-bipyramidal / Fe(III) complexes / Crystal structure / Cytotoxicity / DNA interactionsSource:
Journal of Inorganic Biochemistry, 2017, 174, 137-149Publisher:
- Elsevier Science Inc, New York
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)
- Slovenian Research Agency [P-0175]
Note:
- Peer-reviewed manuscript: http://cherry.chem.bg.ac.rs/handle/123456789/3258
- Supplementary material: http://cherry.chem.bg.ac.rs/handle/123456789/3259
DOI: 10.1016/j.jinorgbio.2017.06.011
ISSN: 0162-0134
PubMed: 28672143
WoS: 000406647700014
Scopus: 2-s2.0-85021421632
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Institution/Community
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Anđelković, Katarina K. AU - Milenković, Milica R. AU - Pevec, Andrej AU - Turel, Iztok AU - Matić, Ivana Z. AU - Vujčić, Miroslava AU - Sladić, Dušan AU - Radanović, Dušanka D. AU - Brađan, Gabrijela AU - Belosević, Svetlana AU - Čobeljić, Božidar PY - 2017 UR - https://cherry.chem.bg.ac.rs/handle/123456789/2495 AB - In this work synthesis, characterization and crystal structures of two isothiocyanato Fe(III) complexes with 2,2'[2,6-pyridinediylbis(ethylidyne-1-hydraziny1-2-ylidene)]bis[N,N,N-trimethyl-2-oxoethanaminium] dichloride (H2LCl2) ligand, with composition [FeL(NCS)(2)]SCN center dot 2H(2)O and [FeL(NCS)(2)](2)[Fe(H2O)(NCS)(5)}4H(2)O, has been reported. Both iron(III) complexes possess the same pentagonal-bipyramidal complex cation, while the nature of their anions depends on mole ratio of NH4SCN and FeCl3 center dot 6H(2)O used in reaction. Cytotoxic activity of new Fe(III) complexes, as well as of previously synthesized isothiocyanato Co(II), Ni(II), Mn(II), Zn(II) and Cd(II) complexes with the same ligand, was tested against five human cancer cell lines (HeLa, MDA-MB-453, K562, LS174 and A549) and normal cell line MRC-5. The best activity was observed in the case of Fe(III), Co(II) and Cd(II) complexes. The investigation of potential of these complexes to induce HeLa and K562 cell cycle perturbations was also evaluated. Mechanism of cell death mode was elucidated on the basis of morphological changes of HeLa cells as well as identification of target caspases. It was established that DNA damage could be responsible for the activity of Fe(III) and Co(II) complexes. Synopsis: Pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent have been synthesized and characterized. Cytotoxic activity of Fe(III) complexes and Co(II), Ni(II), Mn (II), Zn(II) and Cd(II) complexes with the same ligand was tested. The best activity was observed in the case of Fe (III), Co(II) and Cd(II) complexes. PB - Elsevier Science Inc, New York T2 - Journal of Inorganic Biochemistry T1 - Synthesis, characterization and crystal structures of two pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. Anticancer properties of various metal complexes of the same ligand VL - 174 SP - 137 EP - 149 DO - 10.1016/j.jinorgbio.2017.06.011 ER -
@article{ author = "Anđelković, Katarina K. and Milenković, Milica R. and Pevec, Andrej and Turel, Iztok and Matić, Ivana Z. and Vujčić, Miroslava and Sladić, Dušan and Radanović, Dušanka D. and Brađan, Gabrijela and Belosević, Svetlana and Čobeljić, Božidar", year = "2017", abstract = "In this work synthesis, characterization and crystal structures of two isothiocyanato Fe(III) complexes with 2,2'[2,6-pyridinediylbis(ethylidyne-1-hydraziny1-2-ylidene)]bis[N,N,N-trimethyl-2-oxoethanaminium] dichloride (H2LCl2) ligand, with composition [FeL(NCS)(2)]SCN center dot 2H(2)O and [FeL(NCS)(2)](2)[Fe(H2O)(NCS)(5)}4H(2)O, has been reported. Both iron(III) complexes possess the same pentagonal-bipyramidal complex cation, while the nature of their anions depends on mole ratio of NH4SCN and FeCl3 center dot 6H(2)O used in reaction. Cytotoxic activity of new Fe(III) complexes, as well as of previously synthesized isothiocyanato Co(II), Ni(II), Mn(II), Zn(II) and Cd(II) complexes with the same ligand, was tested against five human cancer cell lines (HeLa, MDA-MB-453, K562, LS174 and A549) and normal cell line MRC-5. The best activity was observed in the case of Fe(III), Co(II) and Cd(II) complexes. The investigation of potential of these complexes to induce HeLa and K562 cell cycle perturbations was also evaluated. Mechanism of cell death mode was elucidated on the basis of morphological changes of HeLa cells as well as identification of target caspases. It was established that DNA damage could be responsible for the activity of Fe(III) and Co(II) complexes. Synopsis: Pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent have been synthesized and characterized. Cytotoxic activity of Fe(III) complexes and Co(II), Ni(II), Mn (II), Zn(II) and Cd(II) complexes with the same ligand was tested. The best activity was observed in the case of Fe (III), Co(II) and Cd(II) complexes.", publisher = "Elsevier Science Inc, New York", journal = "Journal of Inorganic Biochemistry", title = "Synthesis, characterization and crystal structures of two pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. Anticancer properties of various metal complexes of the same ligand", volume = "174", pages = "137-149", doi = "10.1016/j.jinorgbio.2017.06.011" }
Anđelković, K. K., Milenković, M. R., Pevec, A., Turel, I., Matić, I. Z., Vujčić, M., Sladić, D., Radanović, D. D., Brađan, G., Belosević, S.,& Čobeljić, B.. (2017). Synthesis, characterization and crystal structures of two pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. Anticancer properties of various metal complexes of the same ligand. in Journal of Inorganic Biochemistry Elsevier Science Inc, New York., 174, 137-149. https://doi.org/10.1016/j.jinorgbio.2017.06.011
Anđelković KK, Milenković MR, Pevec A, Turel I, Matić IZ, Vujčić M, Sladić D, Radanović DD, Brađan G, Belosević S, Čobeljić B. Synthesis, characterization and crystal structures of two pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. Anticancer properties of various metal complexes of the same ligand. in Journal of Inorganic Biochemistry. 2017;174:137-149. doi:10.1016/j.jinorgbio.2017.06.011 .
Anđelković, Katarina K., Milenković, Milica R., Pevec, Andrej, Turel, Iztok, Matić, Ivana Z., Vujčić, Miroslava, Sladić, Dušan, Radanović, Dušanka D., Brađan, Gabrijela, Belosević, Svetlana, Čobeljić, Božidar, "Synthesis, characterization and crystal structures of two pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. Anticancer properties of various metal complexes of the same ligand" in Journal of Inorganic Biochemistry, 174 (2017):137-149, https://doi.org/10.1016/j.jinorgbio.2017.06.011 . .