Several biological properties and synthesis of 2-(4-methylthiazol-5-yl) ethoxy substitute zinc phthalocyanine

Solğun D., Özdemir S., Dündar A., Ağırtaş M. S.

Applied Organometallic Chemistry, vol.38, no.1, 2024 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 38 Issue: 1
  • Publication Date: 2024
  • Doi Number: 10.1002/aoc.7324
  • Journal Name: Applied Organometallic Chemistry
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Aerospace Database, BIOSIS, Chemical Abstracts Core, Chimica, Communication Abstracts, Compendex, Metadex, DIALNET, Civil Engineering Abstracts
  • Keywords: antimicrobial, antioxidant, DNA cleavage, phthalocyanine, synthesis
  • Van Yüzüncü Yıl University Affiliated: Yes


In this study, 4-(2-(4-methylthiazol-5-yl) ethoxy) phthalonitrile (3) and zinc phthalocyanine complex (4) were synthesized and characterized. UV–vis and fluorescence spectra, aggregation, and fluorescence parameters of the zinc phthalocyanine compound were investigated. As biological properties, DPPH radical capture, antidiabetic, DNA cutting, antimicrobial, photodynamic antimicrobial, anti-biofilm activities, and microbial cell viability parameters of the compounds were determined. The highest antioxidant activity was found as 62.80% at 100 mg/L concentration with compound 4, and compound 4 also showed the best antidiabetic activity as 65.17% at 400 mg/L concentration. In DNA cutting activity, it was determined that 3 and 4 cut DNA at all concentrations. For compounds 3–4, the minimum inhibitory concentration (MIC) values were found to be 32 and 16 mg/L for Enterococcus hirae and Enterococcus feacalis, respectively. The strongest MIC value of photodynamic antimicrobial activity was achieved as 4 mg/L for E. feacalis with 4. It was observed that both compounds inhibited the microbial viability activity of Escherichia coli by 100% at concentrations of 100 mg/L. Compound 4 inhibited biofilms of Pseudomonas aureginosa and Staphylococcus aureus as 92.48% and 98.56% at 50 mg/L concentration, respectively.