Biological properties of hexadeca-substituted metal phthalocyanines bearing different functional groups

Farajzadeh N., ÖZDEMİR S., Tollu G., Bayır Z., Koçak M.

JOURNAL OF INORGANIC BIOCHEMISTRY, cilt.234, 2022 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 234
  • Basım Tarihi: 2022
  • Doi Numarası: 10.1016/j.jinorgbio.2022.111888
  • Dergi Adı: JOURNAL OF INORGANIC BIOCHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Aquatic Science & Fisheries Abstracts (ASFA), BIOSIS, CAB Abstracts, Chemical Abstracts Core, Chimica, EMBASE, MEDLINE, Veterinary Science Database
  • Anahtar Kelimeler: Biofilm inhibition, Cell viability, Hexadeca-substituted phthalocyanine, Malonic ester, Transesterfication, MICROWAVE-ASSISTED SYNTHESIS, UNSYMMETRICAL PHTHALOCYANINES, PHOTOPHYSICAL PROPERTIES, ANTIOXIDANT PROPERTIES, DNA, METALLOPHTHALOCYANINES, COMPLEXES, BEHAVIOR
  • İstanbul Teknik Üniversitesi Adresli: Evet

Özet

In this study, a new tetra-substituted phthalonitrile (diethyl 2-(2-chloro-4,5-dicyano-3,6-bis(hexyloxy)phenyl) malonate) bearing three different substituents was synthesized and characterized. Due to the basic medium, transesterification occurred during the synthesis of the target phthalocyanines [M = Zn (II), Cu (II), Co (II), In (III), Lu (III)] in n-pentanol and the ethyl groups were replaced with pentyl groups. The biological features of the resultant compounds were studied for the first time in this study. All the compounds exhibited high antioxidant, antimicrobial, and DNA cleavage activities. The highest antioxidant activity was obtained 90.39% for lutetium phthalocyanine at 100 mg/L. The most effective MIC value was obtained 8 mg/L against Candida parapisilosis. The most effective microbial cell viability inhibition was obtained 100% for cobalt and lutetium phthalocyanines. They exhibited excellent biofilm inhibiton activities. Higher biofilm inhibition was achieved using light irradiation. The compounds exhibited higher biofilm inhibition activities with photodynamic against Staphylococcus aureus compared with Pseudo aureginosa.