Phthalocyanine and azaphthalocyanines containing eugenol: synthesis, DNA interaction and comparison of lipase inhibition properties

Abstract

Novel eugenol-substituted zinc(II) azaphthalocyanines (ZnAzaPcs) were synthesised and their lipase inhibition and DNA binding properties compared with phthalocyanines (Pcs) containing eugenol. This is the first study on lipase inhibition and DNA binding of Pcs and AzaPcs containing a pharmacophore group, such as eugenol. The novel ZnAzaPcs were characterised using a combination of FT-IR, 1 H NMR, 13 C NMR, UV-Vis, MS and elemental analysis. The crystal structures of two pyrazine compounds were also determined by the single crystal diffraction technique. This study showed that two phthalocyanines compounds (3a and 4a) could be potential lipase inhibitor agents due to greater hydrophobicity than other azaphtalocyanines. Compound 4a displayed lowest IC 50 value. Non-intercalative binding to DNA was identified only for compound 2a.

A New Water-Soluble Zinc Azaphthalocyanine Containing Azo Groups: Synthesis, Characterization, Fastness and Antibacterial Properties on Cotton Fabric

“…Synthesis of the novel Azo-ZnAzaPc was performed according to the procedure stated in the literature [38,39]. 5-Chloropyrazine-2,3-dicarbonitrile and 4-[(4hydroxyphenyl) azo] benzene sodiumsulfonate were prepared according to literature procedures [40,41].…”

Microwave-Assisted Synthesis and Biological Evaluation of Some Coumarin Hydrazides

“…Lipase inhibition potential of synthesized compounds was investigated according to the method described previously (39,40) against porcine pancreatic lipase using 4-nitrophenylpalmitate as the substrate. Enzyme and compounds (10 µM) were preincubated for 20 minutes at 37 °C in 50 mM pH 7.5 phosphate buffer containing 5mM sodium deoxycholate and 1 mg/mL gum arabic.…”

Photoelectrocatalytic degradation of partially hydrolyzed polyacrylamide using a novel particle electrode

“…The discovery of TPyzPzs has attracted signicant attention because of their industrial applications in diverse areas, especially as materials for various electronic devices, 12,13 photoactivators of singlet oxygen production for photodynamic therapy [14][15][16][17][18] and uorescence quenchers for the detection of DNA. [19][20][21][22] Three-dimensional electrodes are more attractive than twodimensional electrodes because of their extensive interfacial electrode surface and high mass transfer rates. 23,24 In a threedimensional electrode system, many small regular or random particles are stacked in the electrical eld and form charged microelectrodes, also called particle electrodes.…”