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


Öztürk N., Pekbelgin Karaoğlu H. R., Akın M., Şaki N., Koçak M.

Porphyrin Science by Women, Fabienne Dumoulin (Acıbadem Mehmet Ali Aydınlar University,Tebello Nyokong (Rhodes University,and Penelope J Brothers (Australian National University, Editör, World Scientific Publishing , Singapore, ss.91-102, 2021

  • Yayın Türü: Kitapta Bölüm / Araştırma Kitabı
  • Basım Tarihi: 2021
  • Yayınevi: World Scientific Publishing
  • Basıldığı Şehir: Singapore
  • Sayfa Sayıları: ss.91-102
  • Editörler: Fabienne Dumoulin (Acıbadem Mehmet Ali Aydınlar University,Tebello Nyokong (Rhodes University,and Penelope J Brothers (Australian National University, Editör
  • Acıbadem Mehmet Ali Aydınlar Üniversitesi Adresli: Evet

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 × 10-6–14 × 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.