Investigating alkylated prodigiosenes and their Cu(II)-dependent biological activity: Interactions with DNA, antimicrobial and photoinduced anticancer activity
| Autor: | Matilda Kraft, Sylvia Wagner, Sebastian Doniz Kettenmann, Andrea T. Feßler, Stefan Schwarz, Nora Kulak, Gerhard D. Wieland, Karin Danz, Julien Colard-Thomas, Matthew J. White, Arno Wiehe |
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| Přispěvatelé: | Publica |
| Jazyk: | angličtina |
| Rok vydání: | 2022 |
| Předmět: |
Staphylococcus aureus
Alkylation Cell Survival Substituent Antineoplastic Agents Context (language use) Microbial Sensitivity Tests Biochemistry Cell Line Mice Structure-Activity Relationship chemistry.chemical_compound antimicrobial agent Coordination Complexes Drug Discovery Escherichia coli Animals Humans General Pharmacology Toxicology and Pharmaceutics Cytotoxicity Cu(II) complexes Alkyl Cell Proliferation Pharmacology chemistry.chemical_classification DNA cleavage Enterococcus hirae Dose-Response Relationship Drug Molecular Structure Organic Chemistry Biological activity DNA prodigiosenes Antimicrobial Combinatorial chemistry Anti-Bacterial Agents Rats Photochemotherapy chemistry Pseudomonas aeruginosa Molecular Medicine cytotoxicity Drug Screening Assays Antitumor Reactive Oxygen Species 500 Naturwissenschaften und Mathematik::540 Chemie::540 Chemie und zugeordnete Wissenschaften Copper |
| Popis: | Prodigiosenes are a family of red pigments with versatile biological activity. Their tripyrrolic core structure has been modified many times in order to manipulate the spectrum of activity. We have been looking systematically at prodigiosenes substituted at the C ring with alkyl chains of different lengths, in order to assess the relevance of this substituent in a context that has not been investigated before for these derivatives: Cu(II) complexation, DNA binding, self-activated DNA cleavage, photoinduced cytotoxicity and antimicrobial activity. Our results indicate that the hydrophobic substituent has a clear influence on the different aspects of their biological activity. The cytotoxicity study of the Cu(II) complexes of these prodigiosenes shows that they exhibit a strong cytotoxic effect towards the tested tumor cell lines. The Cu(II) complex of a prodigiosene lacking any alkyl chain excelled in its photoinduced anticancer activity, thus demonstrating the potential of prodigiosenes and their metal complexes for an application in photodynamic therapy (PDT). Two derivatives along with their Cu(II) complexes were also shown to be effective antibacterial agents towards S. aureus strains. |
| Databáze: | OpenAIRE |
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