New phthalonitrile/metal phthalocyanine-gold nanoparticle conjugates for biological applications

• Published in: Dalton transactions : an international journal of inorganic chemistry Vol. 51; no. 11; p. 4466
• Main Authors: Aftab, Javaria, Farajzadeh, Nazli, Yenilmez, H Yasemin, Özdemir, Sadin, Gonca, Serpil, Altuntaş Bayır, Zehra
• Format: Journal Article
• Language: English
• Published: England 15-03-2022
• Subjects: Anti-Bacterial Agents - chemical synthesis; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - pharmacology; Antioxidants - chemical synthesis; Antioxidants - chemistry; Antioxidants - pharmacology; Biphenyl Compounds - antagonists & inhibitors; Cell Survival - drug effects; Coordination Complexes - chemical synthesis; Coordination Complexes - chemistry; Coordination Complexes - pharmacology; Escherichia coli - drug effects; Isoindoles - chemistry; Isoindoles - pharmacology; Metal Nanoparticles; Metals, Heavy - chemistry; Metals, Heavy - pharmacology; Microbial Sensitivity Tests; Picrates - antagonists & inhibitors
• ISSN: 1477-9234
• DOI: 10.1039/d2dt00041e

The emergence of nanoscience and its effect on the development of diverse scientific fields, particularly materials chemistry, are well known today. In this study, a new di-substituted phthalonitrile derivative, namely 4,5-bis((4-(dimethylamino)phenyl)ethynyl)phthalonitrile (1), and its octa-substituted metal phthalocyanines {M = Co (2), Zn (3)} were prepared. All the newly synthesized compounds were characterized using a number of spectroscopic approaches, including FT-IR, mass, NMR, and UV-vis spectroscopy. The resultant compounds modified the surface of the gold nanoparticles (NG-1-3). Characterization of the newly synthesized conjugates was carried out by transmission electron microscopy. The antioxidant activity of compounds 1-3, NG-1-3, and NG was evaluated using the DPPH scavenging process and the highest radical scavenging activity was obtained with compounds 1, NG-1, 2, and NG-2 (100%). The antimicrobial activity of compounds 1-3, NG-1-3, and NG was studied using a microdilution assay and the most effective antimicrobial activity was obtained for NG-3 against all the tested microorganisms. The newly synthesized compounds demonstrated high DNA cleavage activity. Compounds 1-3, NG-1-3, and NG significantly inhibited the microbial cell viability of
and exhibited perfect antimicrobial photodynamic therapeutic activity with 100% inhibition after 20 min LED irradiation. Besides, the biofilm inhibition activity of compounds 1-3, NG-1-3, and NG on the growth of
and
were examined and compounds 1-3 and NG-1-3, especially NG-1-3, displayed high biofilm inhibition activities.