TY - JOUR
T1 - Fluorinated Phthalocyanine/Silver Nanoconjugates for Multifunctional Biological Applications
AU - Albayrak, Sedef
AU - Farajzadeh, Nazli
AU - Yasemin yenilmez, H.
AU - Özdemir, Sadin
AU - Gonca, Serpil
AU - Altuntaş Bayır, Zehra
N1 - Publisher Copyright:
© 2023 Wiley-VHCA AG, Zurich, Switzerland.
PY - 2023/7
Y1 - 2023/7
N2 - In this study, a new phthalonitrile derivative namely 4-[(2,4-difluorophenyl)ethynyl]phthalonitrile (1) and its metal phthalocyanines (2 and 3) were synthesized. The resultant compounds were conjugated to silver nanoparticles and characterized using transmission electron microscopy (TEM) images. The biological properties of compounds (1–3), their nanoconjugates (4–6), and silver nanoparticles (7) were examined for the first time in this study. The antioxidant activities of biological candidates (1–7) were studied by applying the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay. The highest antioxidant activity was obtained 97.47 % for 200 mg/L manganese phthalocyanine-silver nanoconjugates (6). The antimicrobial and antimicrobial photodynamic therapy (APDT) activities of biological candidates (1–7) were examined using a micro-dilution assay. The highest MIC value was obtained 8 mg/L for nanoconjugate 6 against E. hirae. The studied compounds and their silver nanoconjugates exhibited high APDT activities against all the studied microorganisms. The most effective APDT activities were obtained 4 mg/L for nanoconjugates (5 and 6) against L. pneumophila and E. hirae, respectively. All the studied biological candidates displayed high cell viability inhibition activities against E. coli cell growth. The biofilm inhibition activities of the tested biological candidates were also investigated against S. aureus and P. Aeruginosa. Biological candidates (1–6) can be considered efficient metal nanoparticle-based materials for multi-disciplinary biological applications.
AB - In this study, a new phthalonitrile derivative namely 4-[(2,4-difluorophenyl)ethynyl]phthalonitrile (1) and its metal phthalocyanines (2 and 3) were synthesized. The resultant compounds were conjugated to silver nanoparticles and characterized using transmission electron microscopy (TEM) images. The biological properties of compounds (1–3), their nanoconjugates (4–6), and silver nanoparticles (7) were examined for the first time in this study. The antioxidant activities of biological candidates (1–7) were studied by applying the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay. The highest antioxidant activity was obtained 97.47 % for 200 mg/L manganese phthalocyanine-silver nanoconjugates (6). The antimicrobial and antimicrobial photodynamic therapy (APDT) activities of biological candidates (1–7) were examined using a micro-dilution assay. The highest MIC value was obtained 8 mg/L for nanoconjugate 6 against E. hirae. The studied compounds and their silver nanoconjugates exhibited high APDT activities against all the studied microorganisms. The most effective APDT activities were obtained 4 mg/L for nanoconjugates (5 and 6) against L. pneumophila and E. hirae, respectively. All the studied biological candidates displayed high cell viability inhibition activities against E. coli cell growth. The biofilm inhibition activities of the tested biological candidates were also investigated against S. aureus and P. Aeruginosa. Biological candidates (1–6) can be considered efficient metal nanoparticle-based materials for multi-disciplinary biological applications.
KW - antibiofilm
KW - antimicrobial
KW - antioxidant
KW - fluorinated phthalocyanines
KW - silver nanoconjugates
UR - http://www.scopus.com/inward/record.url?scp=85162979682&partnerID=8YFLogxK
U2 - 10.1002/cbdv.202300389
DO - 10.1002/cbdv.202300389
M3 - Article
C2 - 37366243
AN - SCOPUS:85162979682
SN - 1612-1872
VL - 20
JO - Chemistry and Biodiversity
JF - Chemistry and Biodiversity
IS - 7
M1 - e202300389
ER -