Department of Chemistry, Istanbul Technical University, TR-34469, Istanbul, Turkey.
Department of Chemistry Technology, Mustafa Çıkrıkçıoğlu Vocational School, Kayseri University, TR-38280, Kayseri, Turkey.
Chem Biodivers. 2023 Apr;20(4):e202201167. doi: 10.1002/cbdv.202201167. Epub 2023 Mar 13.
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.
在这项研究中，制备并表征了三种新的轴向取代硅酞菁（SiPc1-3）及其季铵化酞菁衍生物（QSiPc1-3）。还研究了水溶性硅酞菁的生物特性（抗氧化、抗菌、抗生物膜和微生物细胞活力活性）。在生物活性研究中，使用 1% DMSO 与纯水稀释的溶液作为溶剂。所有化合物均表现出较高的抗氧化活性。它们对各种微生物，特别是革兰氏阳性菌，具有有效的抗菌和抗菌光动力治疗特性。此外，它们对金黄色葡萄球菌和铜绿假单胞菌表现出高的抗生物膜活性。此外，所有研究的酞菁化合物对大肠杆菌活细胞的细菌减少率均达到 100%。此外，还分别使用 pBR322 DNA 和 CT-DNA 研究了化合物（QSiPc1-3）的 DNA 切割和结合特性。进一步研究了化合物 QSiPc1-3 对人拓扑异构酶 I 酶的抑制活性。通过细胞增殖 MTT 测定法研究了水溶性化合物的抗癌特性。它们对人结肠癌细胞系（DLD-1）表现出抗癌活性。化合物 QSiPc1 和 QSiPc3 对 DLD-1 细胞系表现出很高的抗癌作用。所得结果表明，所有研究的化合物在进一步研究后可能成为有效的生物制剂和抗癌药物。
