Synthesis and Characterization of the Hemi-Salen Ligands and Their Triboron Complexes: Spectroscopy and Examination of Anticancer Properties

被引:15
|
作者
Kilic, Ahmet [1 ]
Koyuncu, Ismail [2 ]
Durgun, Mustafa [1 ]
Ozaslan, Ismail [1 ]
Kaya, Ibrahim Halil [1 ]
Gonel, Ataman [2 ]
机构
[1] Harran Univ, Art & Sci Fac, Dept Chem, TR-63190 Sanliurfa, Turkey
[2] Harran Univ, Dept Biochem, Fac Med, TR-63290 Sanliurfa, Turkey
关键词
hemi-salen ligands; boron complexes; invitro cytotoxicity; reactive oxygen species; anticancer activity; COLON-CANCER CELLS; BORON COMPLEXES; SCHIFF-BASE; TRANSFER HYDROGENATION; EMISSION; ENHANCEMENT; DERIVATIVES; DEATH;
D O I
10.1002/cbdv.201700428
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The synthesis, spectroscopic properties, and invitro cytotoxicity activity of a series of various salen-based triboron complexes have been designed and prepared from hemi-salen (L1H3-L4H3) ligands and BF3Et2O or BPh3 under simple reaction conditions. The hemi-salen (L1H3-L4H3) ligands and their BF2 or BPh2 chelating triboron complexes were characterized by means of NMR (H-1, C-13, F-19, and B-11) spectra, FT-IR spectra, UV/VIS spectra, fluorescence spectra, mass spectra, melting point, as well as elemental analysis. The triboron [L(1-4)(BF2)(3)] and [L(1-4)(BPh2)(3)] complexes were investigated for their absorption and emission properties, and these complexes are also good chelates towards boron(III) fragments such as BF2 or BPh2 quantum yield in solution reaching up to 38%. The hemi-salen (L1H3-L4H3) ligands and their BF2 or BPh2 chelating triboron complexes were tested for the invitro anticancer activity against various cancer and normal cells (HeLa, DLD-1, ECC-1, PC-3, PNT-1A, and CRL-4010), and it was found that the cell viability of cancer cells was decreased while most of the healthy cells could still be viable. Also, the cytotoxicity studies showed that anticancer activity of hemi-salen (L1H3-L4H3) ligands is higher than that of triboron [L(1-4)(BF2)(3)] and [L(1-4)(BPh2)(3)] complexes. The hemi-salen (L1H3-L4H3) ligands showing the strongest cytotoxic effect in PC-3 cells were found to exhibit anticancer activity with apoptosis by increasing the level of ROS in the PC-3 cells.
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页数:13
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