Photocrosslinking Property of Certain Synthesized Bis(arylidene)cycloalkanone based Random Copolyesters with Computational Support and their Anticancer Study

Abstract

The synthesis of random copolyesters involves polycondensation of arylidene diol with curcumin and glutaryl chloride in 1:1:2 ratio. For this monomers, 2,6-bis-(4-hydroxy benzylidene) cyclohexanone, 2,6-bis-(4-hydroxy-3-methoxybenzylidene)cyclohexanone, 2,5-bis-(4-hydroxybenzylidene)cyclopentanone and 2,5-bis-(4-hydroxy-3-methoxy benzylidene)cyclopentanone were synthesized using acid catalyzed Claisen-Schmidt reaction. Qualitative solubility tests reveal that prepared copolyesters dissolve well in polar solvents. The successful formation of copolyesters was confirmed by Fourier transform-infrared spectroscopy and proton nuclear magnetic resonance spectroscopic techniques. Glass transition temperature of prepared polymers was calculated using differential scanning calorimetric analysis. Further, the prepared copolyesters were utilized as in vitro anticancer agents against breast cancer MCF7 cells. The experimental results of phototcrosslinking property of the copolyesters was compared with that of computational method by DFT calculations which shows coincidence of both.

A Computational Study on the Antioxidant Activity of Certain Random Copolyesters Containing Bis(arylidene) Cycloalkanone Moiety in the Main Chain

“…The polyester's inherent viscosity (η inh ) was measured using Ubbelohde viscometer by dissolving 25 mg of pure dry copolyester sample in 25 mL DMF solution. From the flow time measurements, the η inh values were found to be in the range of 0.24-1.36 dL/g, which accounts for the reasonably high molecular weight of the copolyesters [38]. Figs.…”

“…The rest of the monomers used for the synthesis of polymers, i.e., 2,6-bis-(4hydroxybenzylidene)cyclohexanone (BHCH), 2,5-bis-(4-hydroxybenzylidene) cyclopentanone (BHCP), 2,5-bis-(4-hydroxy-3-methoxybenzylidene) cyclopentanone (BVCP) and 2,5-bis-(4-hydroxy-3-ethoxybenzylidene) cyclopentanone (BECP) were synthesized by the same procedure reported elsewhere [37,38].…”

“…In connection with solubility, all five random copolyesters were highly soluble in polar solvents such as DMAc and DMF, partially soluble in moderately polar solvents like THF and acetone, and insoluble in the least polar solvents like benzene and hexane [38].…”

Conducting Behavior of Bischalcone Derivatives

“…In the FTIR spectrum of bischalcone diol, the carbonyl stretching vibration for the enones at 1657 cm -1 . The peak at 3315 cm -1 corresponds to the OH stretching frequency, and the peak at 3017 cm -1 was observed for C-H Stretching frequency [31][32].…”