Structural investigation of interactions between halogenated flavonoids and the lipid membrane along with their role as cytotoxic agents.

Anita Dudek, Natalia Szulc, Aleksandra Pawlak, Paulina Struga��a-Danak, Agnieszka Krawczyk-��ebek, Martyna Perz, Edyta Kostrzewa-Sus��ow, Hanna Pruchnik
Author Information
  1. Anita Dudek: Department of Physics and Biophysics, Faculty of Biotechnology and Food Sciences, Wroc��aw University of Environmental and Life Sciences, Norwida 25, 50-375, Wroc��aw, Poland. anita.dudek@upwr.edu.pl.
  2. Natalia Szulc: Department of Physics and Biophysics, Faculty of Biotechnology and Food Sciences, Wroc��aw University of Environmental and Life Sciences, Norwida 25, 50-375, Wroc��aw, Poland.
  3. Aleksandra Pawlak: Department of Pharmacology and Toxicology, Faculty of Veterinary Medicine, Wroc��aw University of Environmental and Life Sciences, Norwida 31, 50-375, Wroc��aw, Poland.
  4. Paulina Struga��a-Danak: Department of Physics and Biophysics, Faculty of Biotechnology and Food Sciences, Wroc��aw University of Environmental and Life Sciences, Norwida 25, 50-375, Wroc��aw, Poland.
  5. Agnieszka Krawczyk-��ebek: Department of Food Chemistry and Biocatalysis, Faculty of Biotechnology and Food Sciences, Wroc��aw University of Environmental and Life Sciences, Norwida 25, 50-375, Wroc��aw, Poland.
  6. Martyna Perz: Department of Food Chemistry and Biocatalysis, Faculty of Biotechnology and Food Sciences, Wroc��aw University of Environmental and Life Sciences, Norwida 25, 50-375, Wroc��aw, Poland.
  7. Edyta Kostrzewa-Sus��ow: Department of Food Chemistry and Biocatalysis, Faculty of Biotechnology and Food Sciences, Wroc��aw University of Environmental and Life Sciences, Norwida 25, 50-375, Wroc��aw, Poland.
  8. Hanna Pruchnik: Department of Physics and Biophysics, Faculty of Biotechnology and Food Sciences, Wroc��aw University of Environmental and Life Sciences, Norwida 25, 50-375, Wroc��aw, Poland.

Abstract

This study focuses on understanding the structural and molecular changes in lipid membranes under the influence of six halogenated flavonoid derivatives differing in the number and position of substitution of chlorine and bromine atoms (D1-D6). Utilizing various analytical techniques, including fluorometric methods, dynamic light scattering (DLS), attenuated Fourier transform infrared spectroscopy (ATR- FTIR), and FT-Raman spectroscopy, the research aims to elucidate the mechanisms underlying the interaction of flavonoids with cell membranes. Additionally, the study includes in silico analyses to explore the physicochemical properties of these compounds and their potential pharmaceutical applications, along with toxicity studies to assess their effects on cancer, normal, and red blood cells. Our study showed the ability of halogenated derivatives to interact mostly with the outer part of the membrane, especially in the lipid heads region however, some of them were able to penetrate deeper into the membrane and affect the fluidity of hydrocarbon chains. The potential to reduce cancer cell viability, the lack of toxicity towards erythrocytes, and the favourable physicochemical and pharmacokinetic properties suggest these halogenated flavonoids potential candidates for exploring their potential for medical use.

Keywords

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MeSH Term

Cytotoxins
Flavonoids
Halogenation
Fluorometry
Dynamic Light Scattering
Spectroscopy, Fourier Transform Infrared
Lipid Bilayers
Erythrocytes
Humans
Cell Line

Chemicals

Cytotoxins
Flavonoids
Lipid Bilayers

Word Cloud

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