Publikationsdatenbank

Investigating alkylated prodigiosenes and their Cu(II)-dependent biological activity:
interactions with DNA, antimicrobial and photoinduced anticancer activity (2022)

Art

Zeitschriftenartikel / wissenschaftlicher Beitrag

Autoren

Doniz Kettenmann, Sebastian

White, Matthew

Colard-Thomas, Julien

Kraft, Matilda (WE 7)

Feßler, Andrea T. (WE 7)

Danz, Karin

Wieland, Gerhard

Wagner, Sylvia

Schwarz, Stefan (WE 7)

Wiehe, Arno

Kulak, Nora

Quelle

ChemMedChem : chemistry enabling drug discovery

Bandzählung: 17

Heftzählung: 3

Seiten: Artikel e202100702

ISSN: 1860-7187

Sprache

Englisch

Verweise

URL (Volltext): https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cmdc.202100702

DOI: 10.1002/cmdc.202100702

Pubmed: 34779147

Kontakt

Institut für Mikrobiologie und Tierseuchen

Robert-von-Ostertag-Str. 7-13
14163 Berlin
+49 30 838 51843 / 66949
mikrobiologie@vetmed.fu-berlin.de

Abstract / Zusammenfassung

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 showed also antimicrobial activity against Staphylococcus aureus strains.