TY - JOUR
T1 - Effect of Axial Ligand Length on Biological and Anticancer Properties of Axially Disubstituted Silicon Phthalocyanines
AU - Yenilmez, H. Yasemin
AU - Farajzadeh, Nazli
AU - Güler Kuşçulu, Nilgün
AU - Bahar, Dilek
AU - Özdemir, Sadin
AU - Tollu, Gülşah
AU - Güllü, Mithat
AU - Altuntaş Bayır, Zehra
N1 - Publisher Copyright:
© 2023 Wiley-VHCA AG, Zurich, Switzerland.
PY - 2023/4
Y1 - 2023/4
N2 - In this study, three new axially disubstituted silicon phthalocyanines (SiPc1–3) and their quaternized phthalocyanine derivatives (QSiPc1–3) were prepared and characterized. The biological properties (antioxidant, antimicrobial, antibiofilm, and microbial cell viability activities) of the water-soluble silicon phthalocyanines were examined, as well. A 1 % DMSO diluted with pure water was used as a solvent in biological activity studies. All the compounds exhibited high antioxidant activity. They displayed efficient antimicrobial and antimicrobial photodynamic therapeutic properties against various microorganisms, especially Gram (+) bacteria. Additionally, they demonstrated high antibiofilm activities against S. aureus and P. aeruginosa. In addition, 100 % bacterial reduction was obtained for all the studied phthalocyanines against E. coli viable cells. Besides, the DNA cleavage and binding features of compounds (QSiPc1–3) were studied using pBR322 DNA and CT-DNA, respectively. Furthermore, the human topoisomerase I enzyme inhibition activities of compounds QSiPc1–3 were studied. Anticancer properties of the water-soluble compounds were investigated using cell proliferation MTT assay. They exhibited anticarcinogenic activity against the human colon cancer cell line (DLD-1). Compounds QSiPc1 and QSiPc3 displayed a high anticarcinogenic effect on the DLD-1 cell line. The obtained results indicated that all the studied compounds may be effective biological agents and anticancer drugs after further investigations.
AB - In this study, three new axially disubstituted silicon phthalocyanines (SiPc1–3) and their quaternized phthalocyanine derivatives (QSiPc1–3) were prepared and characterized. The biological properties (antioxidant, antimicrobial, antibiofilm, and microbial cell viability activities) of the water-soluble silicon phthalocyanines were examined, as well. A 1 % DMSO diluted with pure water was used as a solvent in biological activity studies. All the compounds exhibited high antioxidant activity. They displayed efficient antimicrobial and antimicrobial photodynamic therapeutic properties against various microorganisms, especially Gram (+) bacteria. Additionally, they demonstrated high antibiofilm activities against S. aureus and P. aeruginosa. In addition, 100 % bacterial reduction was obtained for all the studied phthalocyanines against E. coli viable cells. Besides, the DNA cleavage and binding features of compounds (QSiPc1–3) were studied using pBR322 DNA and CT-DNA, respectively. Furthermore, the human topoisomerase I enzyme inhibition activities of compounds QSiPc1–3 were studied. Anticancer properties of the water-soluble compounds were investigated using cell proliferation MTT assay. They exhibited anticarcinogenic activity against the human colon cancer cell line (DLD-1). Compounds QSiPc1 and QSiPc3 displayed a high anticarcinogenic effect on the DLD-1 cell line. The obtained results indicated that all the studied compounds may be effective biological agents and anticancer drugs after further investigations.
KW - antibiofilm
KW - antioxidant
KW - MTT assay
KW - silicon phthalocyanine
KW - topoisomerase-I enzyme inhibition
UR - http://www.scopus.com/inward/record.url?scp=85149904130&partnerID=8YFLogxK
U2 - 10.1002/cbdv.202201167
DO - 10.1002/cbdv.202201167
M3 - Article
C2 - 36912724
AN - SCOPUS:85149904130
SN - 1612-1872
VL - 20
JO - Chemistry and Biodiversity
JF - Chemistry and Biodiversity
IS - 4
M1 - e202201167
ER -