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Chem Biodivers ; 15(1)2018 Jan.
Article in English | MEDLINE | ID: mdl-29032600

ABSTRACT

The synthesis, spectroscopic properties, and in vitro cytotoxicity activity of a series of various salen-based triboron complexes have been designed and prepared from hemi-salen (L1 H3  - L4 H3 ) ligands and BF3 ·Et2 O or BPh3 under simple reaction conditions. The hemi-salen (L1 H3  - L4 H3 ) ligands and their BF2 or BPh2 chelating triboron complexes were characterized by means of NMR (1 H, 13 C, 19 F, and 11 B) 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 (L1 H3  - L4 H3 ) ligands and their BF2 or BPh2 chelating triboron complexes were tested for the in vitro 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 (L1 H3  - L4 H3 ) ligands is higher than that of triboron [L(1 - 4) (BF2 )3 ] and [L(1 - 4) (BPh2 )3 ] complexes. The hemi-salen (L1 H3  - L4 H3 ) 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.


Subject(s)
Antineoplastic Agents/pharmacology , Boron Compounds/pharmacology , Ethylenediamines/pharmacology , Antineoplastic Agents/chemical synthesis , Antineoplastic Agents/chemistry , Apoptosis/drug effects , Boron Compounds/chemical synthesis , Boron Compounds/chemistry , Cell Proliferation/drug effects , Cell Survival/drug effects , Cells, Cultured , Dose-Response Relationship, Drug , Drug Screening Assays, Antitumor , Ethylenediamines/chemical synthesis , Ethylenediamines/chemistry , Humans , Ligands , Molecular Structure , Reactive Oxygen Species/metabolism , Structure-Activity Relationship
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