Synthesis, Characterization, in vitro Antifungal Activities and Calf Thymus DNA Interactions of Two Different Hydroxy Benzaldehyde Derivative Schiff Bases from Sulfamethizole: Electrochemical, Spectroscopic and Biological Study


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

RUSSIAN JOURNAL OF ELECTROCHEMISTRY, cilt.55, sa.5, ss.419-428, 2019 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 55 Sayı: 5
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1134/s1023193519050045
  • Dergi Adı: RUSSIAN JOURNAL OF ELECTROCHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.419-428
  • Anahtar Kelimeler: calf thymus DNA, interaction, salicylaldehyde derivatives, Schiff bases, sulfamethizole, COMPLEXES, ALDEHYDES, BEHAVIOR, BINDING
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

In the present work, the Schiff bases were synthesized by reacting sulfamethizole (SMTZ) with two different hydroxy benzaldehydes (2,3-dihydroxy benzaldehyde (DHBA) and 2,4,6-trihydroxy benzaldehyde (THBA)) and characterized by elemental analysis, H-1-NMR and IR spectroscopies. From the obtained data, it was suggested that 4,6-dihydroxy salicylaldehyde reacted with both primary and secondary amine groups of SMTZ. The binding properties between the synthesized Schiff bases and calf thymus DNA (CT-DNA) at the physiological pH (7.4) was investigated by using cyclic voltammetry and UV-Vis spectroscopy techniques. The experimental results verify that the Schiff bases can bind to CT-DNA by electrostatic mode in 1 : 1 stoichiometry. Antifungal activities of the synthesized Schiff bases against Candida albicans ATCC 10231 were studied and their minimum inhibitory concentrations (MIC) were also determined. The MIC value of the Schiff base 1 synthesized from DHBA is smaller than that of the Schiff base 2 obtained from THBA. Although Schiff base 2 binds to CT-DNA with a higher affinity than Schiff base 1, it is less effective than Schiff base 1 against Candida albicans.