Antimicrobial and antioxidant properties of novel octa-substituted phthalocyanines bearing (trifluoromethoxy)phenoxy groups on peripheral positions


Creative Commons License

Farajzadeh N., Pekbelgin Karaoğlu H. R. , Akin M., ŞAKİ N. , Koçak M.

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, cilt.23, ss.91-102, 2019 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 23
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1142/s1088424619500068
  • Dergi Adı: JOURNAL OF PORPHYRINS AND PHTHALOCYANINES
  • Sayfa Sayıları: ss.91-102

Özet

This study presents a novel phthalonitrile derivative (2) bearing (trifluoromethoxy)phenoxy groups in 4,5 positions. Cyclotetramerization of (2) in N,N-dimethylaminoethanol (DMAE) gave a series of peripherally octa-substituted metallophthalocyanines (3-Zn, 3-Co and 3-Cu). The newly synthesized phthalocyanines have been characterized by a combination of various spectroscopic techniques. Effects of solvent nature on aggregation behavior of 3-Zn were studied using different solvents such as acetone, CHCl3 and dichloromethane (DCM). In addition, the aggregation behavior of the phthalocyanine complex 3-Zn was examined in DCM at different concentrations ranging from 4 x 10(-6)-14 x 10(-6)M. Antimicrobial activities of synthesized compounds were tested by using the thin layer chromotography (TLC)-direct bioautography and disk diffusion methods. In both assays, the molecules showed activity on the tested Gram (+) bacteria. Antioxidant activities of the molecules, on the other hand, were determined by using the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging method and a reducing power assay. The highest activity was obtained with 3-ZnPc for both methods.