Electrochemical and Spectroscopic Studies on the Interaction Modes of Calf Thymus DNA with Antibacterial Schiff Bases obtained from Substituted Salicylaldehydes and Sulfamethizole


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PEHLİVAN V., Biçer E., Genç Bekiroğlu Y., DEGE N.

INTERNATIONAL JOURNAL OF ELECTROCHEMICAL SCIENCE, cilt.13, sa.11, ss.10700-10717, 2018 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 13 Sayı: 11
  • Basım Tarihi: 2018
  • Doi Numarası: 10.20964/2018.11.33
  • Dergi Adı: INTERNATIONAL JOURNAL OF ELECTROCHEMICAL SCIENCE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.10700-10717
  • Anahtar Kelimeler: Antimicrobial activity, DNA interaction, Schiff bases, Substituted salicylaldehydes, Sulfamethizole, IN-VITRO, CRYSTAL-STRUCTURE, METAL-COMPLEXES, DRUG, BINDING, SULFATHIAZOLE, BEHAVIOR, DOCKING
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

In this study, two Schiff bases have been prepared from the condensation of sulfamethizole (SMTZ) with 3-methoxy and 5-nitro derivatives of salicylaldehyde. These compounds have been characterized by elemental analysis, FT-IR, UV-Vis, H-1-NMR, melting point and X-ray measurements. The in vitro anti-bacterial properties of these Schiff bases against various microorganisms (E. coli ATCC 25922, S. aureus ATCC 25923 and trimethoprim sulfamethoxazole resistant clinical isolate E. coli (SXT-R E. coli)) have been also investigated. The Schiff base with -NO2 (Schiff base B, MIC: 0.5 mu g mL(-1)) shows stronger antibacterial activity than SMTZ, other reactive compounds and the Schiff base with - OCH3 (Schiff base A) against S. aureus ATCC 25923. The interaction of the Schiff bases with calf thymus DNA (CT-DNA) in the physiological pH (7.4) was studied by electrochemical and spectroscopic methods. The electrochemical and spectroscopic data revealed that Schiff bases bind to CT-DNA in 1:1 stoichiometry. The binding affinity followed the order Schiff base A > Schiff base B. It has been found that the binding affinity orders determined from different methods are in good agreement with each other. The obtained results indicate that Schiff base A binds to CT-DNA by means of electrostatic forces; however, Schiff base B could interact with CT-DNA molecule by intercalative mode.