Synthesis and Several Biological Properties of Peripherally Hexyl Benzoate–Substituted Cu <sup>II</sup> , Ni <sup>II</sup> Phthalocyanines

ABSTRACT The present study reports the chemical synthesis, spectroscopic characterization, and evaluation of selected biological properties of copper and nickel phthalocyanines bearing hexyl benzoate substituents. The newly synthesized phthalocyanine (Pc) complexes were characterized using Fourier‐transform infrared (FT‐IR) spectroscopy, UV–Vis spectroscopy, proton nuclear magnetic resonance (1H‐NMR) spectroscopy, and mass spectrometry. In addition to their structural analysis, the antioxidant, antidiabetic, antibiofilm, antimicrobial, microbial viability inhibition, and DNA cleavage activities of the 4HEBCu and 4HEBNi compounds were systematically investigated. 4HEBCu and 4HEBNi exhibited 22.35% and 81.29% antioxidant effects at 25 mg/L, respectively, while their antidiabetic activity was highly effective at 100% and 93.82% at 100 mg/L, respectively. All compounds were found to cause complete cleavage of DNA. 4HEBNi was determined to have superior antimicrobial properties compared with 4HEBCu. The compound 4HEBNi demonstrated the highest activity in inhibiting biofilms of S. aureus and P. aeruginosa . In addition, the activity of both compounds in inhibiting biofilm formation also increased after photodynamic therapy. The inhibition of microbial cell viability was 83.97% for 4HEBCu and 98.89% for 4HEBNi against E. coli at 25 mg/L.

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Publication Details

Journal
Applied Organometallic Chemistry
Published
2025-10-29
DOI
https://doi.org/10.1002/aoc.70433
Primary Topic
Porphyrin and Phthalocyanine Chemistry
Type
article
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article

Synthesis and Several Biological Properties of Peripherally Hexyl Benzoate–Substituted Cu II , Ni II Phthalocyanines

Alı Erdoğmuş, Mustafa Kadir Esen, Fatma Aytan Kılıçarslan, Sadin ÖZDEMİR
Applied Organometallic Chemistry
Porphyrin and Phthalocyanine Chemistry
article

Synthesis and Several Biological Properties of Peripherally Hexyl Benzoate–Substituted Cu II , Ni II Phthalocyanines

Alı Erdoğmuş, Mustafa Kadir Esen, Fatma Aytan Kılıçarslan, Sadin ÖZDEMİR
article en

Abstract

ABSTRACT The present study reports the chemical synthesis, spectroscopic characterization, and evaluation of selected biological properties of copper and nickel phthalocyanines bearing hexyl benzoate substituents. The newly synthesized phthalocyanine (Pc) complexes were characterized using Fourier‐transform infrared (FT‐IR) spectroscopy, UV–Vis spectroscopy, proton nuclear magnetic resonance (1H‐NMR) spectroscopy, and mass spectrometry. In addition to their structural analysis, the antioxidant, antidiabetic, antibiofilm, antimicrobial, microbial viability inhibition, and DNA cleavage activities of the 4HEBCu and 4HEBNi compounds were systematically investigated. 4HEBCu and 4HEBNi exhibited 22.35% and 81.29% antioxidant effects at 25 mg/L, respectively, while their antidiabetic activity was highly effective at 100% and 93.82% at 100 mg/L, respectively. All compounds were found to cause complete cleavage of DNA. 4HEBNi was determined to have superior antimicrobial properties compared with 4HEBCu. The compound 4HEBNi demonstrated the highest activity in inhibiting biofilms of S. aureus and P. aeruginosa . In addition, the activity of both compounds in inhibiting biofilm formation also increased after photodynamic therapy. The inhibition of microbial cell viability was 83.97% for 4HEBCu and 98.89% for 4HEBNi against E. coli at 25 mg/L.

Applied Organometallic ChemistryVol. 39(12)
Yıldız Technical University (TR), Teknoloji Arastirma ve Gelistirme Endustriyel Urunler Bilisim Teknolojileri San Tic (TR), Mersin Üniversitesi (TR)
Openalex Percentile: Top 75%
Porphyrin and Phthalocyanine Chemistry
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Synthesis and Several Biological Properties of Peripherally Hexyl Benzoate–Substituted Cu <sup>II</sup> , Ni <sup>II</sup> Phthalocyanines — Alı Erdoğmuş, Mustafa Kadir Esen, et al. · Applied Organometallic Chemistry (2025) | TGRS Research Map | TGRS