Paulovičová Ema, Paulovičová Lucia, Poláková Monika
Dept. Glycomaterials, Immunol. & Cell Culture Labs, Center for Glycomics, Institute of Chemistry, Slovak Academy of Sciences, Dúbravská cesta 9, SK-84538, Bratislava, Slovakia.
Dept. of Glycochemistry, Lab. Sugars & Glycomimics, Center for Glycomics, Institute of Chemistry, Slovak Academy of Sciences, Dúbravská cesta 9, SK-84538, Bratislava, Slovakia.
Chem Biodivers. 2025 Feb;22(2):e202401368. doi: 10.1002/cbdv.202401368. Epub 2024 Nov 18.
Immunobiological activity of selected decyl and (thio)dodecyl hexopyranosides based on d-glucose, d-galactose, N-acetyl d-glucosamine and d-mannose and their effect on leukemia cell lines L1210 and HL-60 and Candida's biofilm were studied. Alkyl d-glucosides and d-galactosides showed mainly similar antiproliferative properties on leukemia cell lines, while N-acetyl d-glucosaminides revealed diverse properties with lower efficacy. Also, the cytokine response of RAW 264.7 macrophages was significantly influenced by the type of sugar moiety and (thio)alkyl chain length. Contrary to the proliferation results, d-glucosides and d-galactosides did not reveal so evident similarities in induction of cytokines. The C. albicans biofilm treatment with the (thio)alkyl glycosides resulted in a significant reduction of Candida cell proliferation resembling the structure and concentration differences of glycosides. The activity of tested derivatives (GalOC12 > GlcOC12 ≈ ManOC12 > GlcNAcOC12) against the C. albicans azole-sensitive clinical strain biofilm differ from the efficacy against C. albicans multiazole-resistant clinical strain biofilm (GlcOC12 > ManOC12 ≈ GalOC12 > GlcNAcOC12). The obtained data clearly demonstrated that the structure of saccharide unit caused different bioimmunological behaviour of such glycosides regardless of the same aglycone length.
