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

Abstract

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 < 0.05). Keywords Chalcone-cyclotriphosphazene • Cancer cell lines • Dielectric property • Cytotoxic activity • Dielectric constant

The comparative reactions of 2‐cis‐4‐ansa and spiro cyclotetraphosphazenes with difunctional ligands: Structural and stereogenic properties, electrochemical, antimicrobial and cytotoxic activity studies

“…The thermal properties of the phosphazene and phosphazenium salts were investigated by the thermoanalytical techniques. [ 20,21a,c ] Thermal stabilities of cyclophosphazene derivatives and their salts are very important data for understanding whether having flame retardant features. [ 51 ] Table 7 and Figures S18 and S19 display the TG thermograms and the thermoanalytical data of some cyclotetraphosphazenes.…”

“…Generally, ferrocene derivatives are also attractive compounds for material science, [ 16 ] organometallic catalysts, [ 17 ] photoluminescent systems, [ 18 ] redox‐active probe materials and electron‐transfer mediators. [ 19 ] Additionally, the thermal decompositions of the cyclotriphosphazenes [ 20 ] and cyclotriphosphazenium salts [ 21 ] were investigated using thermal analysis techniques. Meanwhile, our group published only one report about a series of cyclotetraphosphazenes.…”

Synthesis, and antimicrobial and anticancer activities of sodium acrylate copolymers

“…Absorbance values that were obtained from the wells with poly(NaAc-co-NIPA1:1) and poly(NaAc-co-NIPA2:1) were proportioned to control absorbance values, and vitality values were computed in percentages. 34,38 These tests were repeated at least five times independent of one another on different days.…”

A Review on Synthesis, Structural, Flame Retardancy and Dielectric Properties of Hexasubstituted Cyclotriphosphazene

“…Cyclotriphosphazane, also known as hexachlorophosphazene, is a hexa-membered cyclic ring of organophosphazene with the molecular formula (NPCl 2 ) 6 . This compound is easily modified by replacing the chloro atom existing on the phosphorus atom with an appropriate reagent [ 4 ]. Due to the high reactivity of the P–Cl bond, the corresponding substitution method allows for the introduction of a wide range of substituents [ 5 ] by nucleophilic reaction ( Figure 1 b) to obtain new cyclotriphosphazene derivatives having different chemical and physical properties depending on the characteristics of the substituted groups [ 6 ].…”