Synthesis of New Bis-Schiff Base Podands and Investigation of Their Antioxidant Activity, Biological and Anion Sensor Properties

Yapar G., Demir N., Yıldız M.

8. International Drug Chemistry Cenference, Antalya, Turkey, 27 February - 01 March 2020, pp.243

  • Publication Type: Conference Paper / Summary Text
  • City: Antalya
  • Country: Turkey
  • Page Numbers: pp.243
  • Istanbul Technical University Affiliated: Yes

Abstract

Podands, which are ligands called opened–chain crown ethers, are a class of macrocyclic compounds1 . As a result of saving ring formation step(s) and their ability to complex metal cations, anions and neutral guests selectively, podands have became a significant type of host in host-guest chemistry. A large number of podands with different end groups, chain length and ligation atoms have been synthesized and their complexation properties were studied. A large number of crown ethers and their noncyclic analogues proved to have different biological activities. Schiff bases have also been shown to exhibit a broad range of biological activities such as antiviral, antibacterial, anti-inflammatory, antiproliferative, antiviral; furthermore, they have been used as intermediates in pharmaceutical chemicals and as ligands to form complex with some metal ions1,2 . In the present study, Schiff base podands were synthesized from the reaction of 2-amino-4- methylphenol and 2-amino-3-hydroxypyridine with bis carbonyl podand. The structure of the compounds was determined by FTIR, UV-VIS, MS and NMR spectroscopy methods. The antimicrobial activities of the podands have been investigated for their minimum inhibitory concentration (MIC) to bacteria and yeast cultures. Furthermore, the interactions of Schiff base podands with DNA were investigated by UV-Visible spectra and gel electrophoresis method3 . UV-Vis spectroscopy studies of the interactions between the podands and calf thymus DNA (CT-DNA) showed that the compounds interact with CT-DNA via electrostatic binding. DNA cleavage study showed that the podands cleaved DNA oxidatively. DNA cleavage begins at a concentration as low as 1.56 μM oxidatively, while hydrolytically begins at a high concentration at 100 μM. In addition, antioxidant activities of Schiff base podands were measured using the DPPH method. Also all of Schiff bases, the anion recognition ability were examined by colorimetric, UV–Vis and fluorescence spectroscopy.