Synthesis, structural and thermal characterizations, dielectric properties and in vitro cytotoxic activities of new 2,2,4,4-tetra(4′-oxy-substituted-chalcone)-6,6-diphenylcyclotriphosphazene derivatives

In this study, we aimed to investigate the relationship between the cytotoxic and dielectric properties of newly synthesized 2,2,4,4-tetra(4′-oxy-substituted-chalcone)-6,6-diphenylcyclotriphosphazene derivatives (3–10) . Firstly, 2,2,4,4-tetrachloro-6,6-diphenyl cyclotriphosphazene (2) was obtained...

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Bibliographic Details
Published in:Medicinal chemistry research 2017-05, Vol.26 (5), p.962-974
Main Authors: Koran, Kenan, Tekin, Çiğdem, Biryan, Fatih, Tekin, Suat, Sandal, Süleyman, Görgülü, Ahmet Orhan
Format: Article
Language:English
Subjects:
Acetone
Alkylation
Aluminum chloride
Benzene
Biochemistry
Biomedical and Life Sciences
Biomedicine
Cell Biology
Colorimetry
Cytotoxicity
Dielectric constant
Dielectric properties
Mitochondria
Original Research
Ovarian cancer
Pharmacology/Toxicology
Potassium carbonate
Prostate cancer
Thermodynamic properties
Tumor cell lines
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Summary:In this study, we aimed to investigate the relationship between the cytotoxic and dielectric properties of newly synthesized 2,2,4,4-tetra(4′-oxy-substituted-chalcone)-6,6-diphenylcyclotriphosphazene derivatives (3–10) . Firstly, 2,2,4,4-tetrachloro-6,6-diphenyl cyclotriphosphazene (2) was obtained through Friedel Crafts alkylation in the presence of hexachlorocyclotriphosphazene, benzene and triethylamine and anhydrous AlCl 3 . The compounds 3–10 were synthesized from the reaction of the hydroxychalcone compounds ( 1a–h) with 2 in the presence of K 2 CO 3 and within the acetone solvent for the first time and their dielectric constant, dielectric loss factor and ac conductivity of compounds 3–10 were examined through the impedance analyzer as a function of frequency. The in vitro cytotoxic activities of compounds 3–10 in five different concentrations (1, 5, 25, 50, and 100 µM) were analyzed by colorimetric MTT assay which is based on reduction of MTT salt by mitochondria of alive cells over the human ovarian cancer (A2780) and human prostate cancer (PC-3 and LNCaP) cell lines. The LogIC 50 values of 3–10 were calculated by using a Graphpad prism 6 programs on a computer. The obtained results suggests that the compounds have a powerful cytotoxic activity (especially A2780, p  
ISSN:1054-2523
1554-8120
DOI:10.1007/s00044-017-1810-4