Synthesis, characterization, antibacterial and antitumoral activities of mononuclear zinc complexes containing tridentate amine based ligands with N3 or N2O donor groups

Fernandes, Christiane, Horn, Adolfo, Vieira-Da-Motta, Olney, Kanashiro, Milton M., Rocha, Michelle R., Moreira, Rafaela O., Morcelli, Samila R., Lopes, Bruna F., Mathias, Luciana da S., Borges, Franz V., Borges, Layla J. H., Freitas, William R., Visentin, Lorenzo C., Almeida, Joao C. de A. and Schenk, Gerhard (2014) Synthesis, characterization, antibacterial and antitumoral activities of mononuclear zinc complexes containing tridentate amine based ligands with N3 or N2O donor groups. Inorganica Chimica Acta, 416 35-48. doi:10.1016/j.ica.2014.02.040

Attached Files (Some files may be inaccessible until you login with your UQ eSpace credentials)
Name Description MIMEType Size Downloads
UQ329343OA.pdf Full text (open access) application/pdf 2.65MB 0

Author Fernandes, Christiane
Horn, Adolfo
Vieira-Da-Motta, Olney
Kanashiro, Milton M.
Rocha, Michelle R.
Moreira, Rafaela O.
Morcelli, Samila R.
Lopes, Bruna F.
Mathias, Luciana da S.
Borges, Franz V.
Borges, Layla J. H.
Freitas, William R.
Visentin, Lorenzo C.
Almeida, Joao C. de A.
Schenk, Gerhard
Title Synthesis, characterization, antibacterial and antitumoral activities of mononuclear zinc complexes containing tridentate amine based ligands with N3 or N2O donor groups
Journal name Inorganica Chimica Acta   Check publisher's open access policy
ISSN 0020-1693
1873-3255
Publication date 2014-05-24
Year available 2014
Sub-type Article (original research)
DOI 10.1016/j.ica.2014.02.040
Open Access Status Not yet assessed
Volume 416
Start page 35
End page 48
Total pages 14
Place of publication Amsterdam, Netherlands
Publisher Elsevier
Language eng
Abstract The synthesis and characterization of the four zinc(II) complexes [Zn(HL1)Cl-2] (1), [Zn(H2L2)Cl-2](2), [Zn(H2L3)Cl-2] (3) and[Zn(H2L4)Cl-2] (4), where HL1 = (bis-2-pyridylmethyl)amine, H2L2 = (2-hydroxybenzyl- 2-pyridylmethyl) amine, H2L3 = N-2[(pyridine-2-ylmethyl)amino)ethanol, H2L4 = 1-[(pyridine-2-ylmethyl)- amino]-propan-2-ol are reported; (3) and (4) are new while (2) was reported previously but its structure had not been determined. The complexes were characterized by elemental analysis, IR, UV-Vis and NMR spectroscopic, electrospray ionization mass spectrometry (ESI(+)-MS) and tandem mass spectrometry ESI(+)-MS/MS). X-ray diffraction studies were performed for complexes (1)-(3) revealing the presence of mononuclear structures in the solid state. The X-ray analyses of (1) and (3) demonstrate that HL1 and HL2 act as tridentate ligands, while the ligand H2L2 in (2) is bidentate. The cytotoxic properties of the ligands and of all the complexes were examined using human leukemia THP-1, U937 and Molt-4 cells. Complex (4) exhibited the highest cytotoxicity in this series with an IC50 value of 75 +/- 1 mu mol L (1) against U937 cells. Transmission electron microscopy (TEM) reveals ultrastructural changes typical of apoptotic cells. The induction of apoptosis was confirmed by the annexin V assay. The antimicrobial activity of complexes (1)-(4) was also investigated in vitro against four Gram-positive bacteria (ATCC10832, ATCC25923, COL) and the clinical Staphylococcus aureus isolate LSA88 (SEC/SEF/ TSST-1+). Complex (2) showed the most potent inhibitory activity, reaching almost 100% of inhibition against all strains tested. Morphological investigations using TEM indicate that the antibacterial activity of complex (2) may be associated with the inhibition of cell wall and therefore cell division. (C) 2014 Elsevier B. V. All rights reserved.
Formatted abstract
The synthesis and characterization of the four zinc(II) complexes [Zn(HL1)Cl2] (1), [Zn(H2L2)Cl 2](2), [Zn(H2L3)Cl2] (3) and[Zn(H2L4)Cl2] (4), where HL1 = (bis-2-pyridylmethyl)amine, H2L2 = (2-hydroxybenzyl-2- pyridylmethyl)amine, H2L3 = N-2[(pyridine-2-ylmethyl) amino)ethanol, H2L4 = 1-[(pyridine-2-ylmethyl)-amino]- propan-2-ol are reported; (3) and (4) are new while (2) was reported previously but its structure had not been determined. The complexes were characterized by elemental analysis, IR, UV-Vis and NMR spectroscopic, electrospray ionization mass spectrometry (ESI(+)-MS) and tandem mass spectrometry ESI(+)-MS/MS). X-ray diffraction studies were performed for complexes (1)-(3) revealing the presence of mononuclear structures in the solid state. The X-ray analyses of (1) and (3) demonstrate that HL1 and HL2 act as tridentate ligands, while the ligand H2L2 in (2) is bidentate. The cytotoxic properties of the ligands and of all the complexes were examined using human leukemia THP-1, U937 and Molt-4 cells. Complex (4) exhibited the highest cytotoxicity in this series with an IC50 value of 75 ± 1 μmol L-1 against U937 cells. Transmission electron microscopy (TEM) reveals ultrastructural changes typical of apoptotic cells. The induction of apoptosis was confirmed by the annexin V assay. The antimicrobial activity of complexes (1)-(4) was also investigated in vitro against four Gram-positive bacteria (ATCC10832, ATCC25923, COL) and the clinical Staphylococcus aureus isolate LSA88 (SEC/SEF/TSST-1+). Complex (2) showed the most potent inhibitory activity, reaching almost 100% of inhibition against all strains tested. Morphological investigations using TEM indicate that the antibacterial activity of complex (2) may be associated with the inhibition of cell wall and therefore cell division.
Keyword Mononuclear Zn complexes
ESI(+)-MS/MS
Crystal structure
Antibacterial activity
Cytotoxic activity
Transmission electron microscopy (TEM)
Q-Index Code C1
Q-Index Status Confirmed Code
Grant ID FT120100694
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: Official 2015 Collection
School of Chemistry and Molecular Biosciences
 
Versions
Version Filter Type
Citation counts: TR Web of Science Citation Count  Cited 7 times in Thomson Reuters Web of Science Article | Citations
Scopus Citation Count Cited 6 times in Scopus Article | Citations
Google Scholar Search Google Scholar
Created: Tue, 06 May 2014, 10:13:40 EST by System User on behalf of School of Chemistry & Molecular Biosciences