Synthesis, biological evaluation of antioxidant-antibacterial activities and computational studies of novel anthracene- and pyrene-based Schiff base derivatives

Gümüş A. , Okumuş V., Gümüş S.

Turkish Journal Of Chemistry, cilt.44, ss.1200-1215, 2020 (SCI Expanded İndekslerine Giren Dergi)

  • Cilt numarası: 44
  • Basım Tarihi: 2020
  • Doi Numarası: 10.3906/kim-2005-61
  • Dergi Adı: Turkish Journal Of Chemistry
  • Sayfa Sayıları: ss.1200-1215


Schiff base derivatives with anthracene- and pyrene-based units, A1-A6 and P1-P6 were synthesized (89%–99% yields). Schiff base derivatives were designed to possess an heterocyclic moiety on one side to enhance the coordinationabilitytowardsmetals. Toinvestigatethebiologicalassayofthenewlysynthesizedcompounds, theirDPPH (2,2-diphenyl-1-picrylhydrazyl) radical scavenging, metal chelating, reducing power, antibacterial and DNA binding activities were tested. A6 (63.1%) showed the maximum free radical scavenging activity among all. However, compound P3 at concentration of 200 µg/mL possessed the highest metal chelating (45.8%) activity and power of reduction. In addition, P3 and A6 showed antibacterial activity against all bacteria tested and both compounds were very well bound to CT-DNA. Density functional theory method with B3LYP/6-311++G(d,p) basis set was performed to get information about the structural and electronic properties of the present compounds. In addition, the metal coordination properties of the dimers of the parent Schiff bases were investigated through interactions with Zn2+.