DNA interaction, cytotoxic and phototoxic properties of new water‐soluble zinc (II) phthalocyanines. (7th October 2022)

• Record Type: Journal Article
• Authors: Biyiklioglu, Zekeriya; Baş, Hüseyin; Altun, Yasemin; Yalçın, Can Özgür; Barut, Burak
• Is Part Of: Applied organometallic chemistry. Volume 36:Number 12(2022)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2022-10-07
• Subjects: cytotoxicity -- DNA interaction -- phototoxicity -- phthalocyanine: A549 cells -- synthesis; Organometallic chemistry -- Periodicals; Organometallic compounds -- Periodicals; 547.05
• DOI: 10.1002/aoc.6900
• Languages: English
• ISSNs: 0268-2605

Abstract

Abstract : In this paper, we have synthesized water‐soluble peripherally tetra and octa‐({6‐[3‐(dimethylamino)phenoxy]hexyl}oxy) groups substituted zinc (II) phthalocyanines (DM‐C6‐ZnQ and o‐DM‐C6‐ZnQ ). Also, we have investigated ct‐DNA binding, supercoiled plasmid DNA cleavage properties of DM‐C6‐ZnQ and o‐DM‐C6‐ZnQ by using spectrophotometric and electrophoretic methods. On the other hand, cytotoxic and phototoxic effects of DM‐C6‐ZnQ and o‐DM‐C6‐ZnQ were examined using (3‐(4, 5‐dimethylthiazol‐2‐yl)‐2, 5‐diphenyltetrazolium bromide (MTT) assay on human lung adenocarcinoma (A549) cell lines. In UV–Vis absorption studies, hypochromism was observed about 18% for DM‐C6‐ZnQ and 57% for o‐DM‐C6‐ZnQ on addition of increasing concentrations of ct‐DNA. The intrinsic binding constant ( K b ) values of DM‐C6‐ZnQ and o‐DM‐C6‐ZnQ were 3.82 (±0.14) × 10 4 M −1 and 2.34 (±0.05) × 10 5 M −1, respectively. The supercoiled plasmid DNA cleavage studies showed that DM‐C6‐ZnQ and o‐DM‐C6‐ZnQ had no DNA damage actions in the dark. On the other hand, they caused DNA damage depending on the light dose. In the MTT assay, the compounds had low cytotoxic properties on A549 cell lines, but they showed significant phototoxic actions. These results reveal that the compounds interact with DNA and have phototoxic properties; it has been determined that they have the potential to be photosensitizing agents for photodynamic therapy. Abstract : ►Synthesis of water‐soluble zinc (II) phthalocyanines. ► Investigation of ct‐DNA binding, supercoiled plasmid DNA cleavage properties of water‐soluble zinc (II) phthalocyanines. ► The cytotoxic and phototoxic effects of water‐soluble zinc (II) phthalocyanines against human lung adenocarcinoma (A549) cell lines.