Please use this identifier to cite or link to this item: https://doi.org/10.1007/s00775-012-0923-y
Title: [Zn(phen)(O,N,O)(H2O)] and [Zn(phen)(O,N)(H2O)] with O,N,O is 2,6-dipicolinate and N,O is L-threoninate: Synthesis, characterization, and biomedical properties
Authors: Chin, L.-F.
Kong, S.-M.
Seng, H.-L.
Tiong, Y.-L.
Neo, K.-E.
Maah, M.J.
Khoo, A.S.-B.
Ahmad, M.
Hor, T.-S.A. 
Lee, H.-B.
San, S.-L.
Chye, S.-M.
Ng, C.-H.
Keywords: Dipicolinic acid
L-Threonine
Nasopharyngeal carcinoma
Ternary zinc(II)-1, 10-phenanthroline complex
Topoisomerase I
Issue Date: Oct-2012
Citation: Chin, L.-F., Kong, S.-M., Seng, H.-L., Tiong, Y.-L., Neo, K.-E., Maah, M.J., Khoo, A.S.-B., Ahmad, M., Hor, T.-S.A., Lee, H.-B., San, S.-L., Chye, S.-M., Ng, C.-H. (2012-10). [Zn(phen)(O,N,O)(H2O)] and [Zn(phen)(O,N)(H2O)] with O,N,O is 2,6-dipicolinate and N,O is L-threoninate: Synthesis, characterization, and biomedical properties. Journal of Biological Inorganic Chemistry 17 (7) : 1093-1105. ScholarBank@NUS Repository. https://doi.org/10.1007/s00775-012-0923-y
Abstract: Two ternary Zn(II) complexes, with 1,10-phenanthroline (phen) as the main ligand and a carboxylatecontaining ligand [dipicolinate (dipico) or L-threoninate (L-Thr)] as the subsidiary ligand, were prepared and characterized by elemental analysis, Fourier transform IR, UV, and fluorescence spectroscopy, X-ray diffraction, molar conductivity, and electrospray ionization mass spectrometry. X-ray structure analysis shows that both [Zn(phen)(dipico)(H 2O)]·H2O (1) and [Zn(phen)(L-Thr)(H 2O)Cl] ·2H2O (2) have octahedral geometry about the Zn(II) atom. Both complexes can inhibit topoisomerase I, and have better anticancer activity than cisplatin against nasopharyngeal cancer cell lines, HK1 and HONE-1, with concentrations causing 50 % inhibition of cell proliferation (IC50) in the low micromolar range. Complex 2 has the highest therapeutic index for HK1. Both Zn(II) complexes can induce cell death by apoptosis. Changing the subsidiary ligand in the Zn(II) complexes affects the UV-fluorescence spectral properties of the coordinated phen ligand, the binding affinity for some DNA sequences, nucleobase sequenceselective binding, the phase at which cell cycle progression was arrested for treated cancer cells, and their therapeutic index. © SBIC 2012.
Source Title: Journal of Biological Inorganic Chemistry
URI: http://scholarbank.nus.edu.sg/handle/10635/95435
ISSN: 09498257
DOI: 10.1007/s00775-012-0923-y
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