Biosourced Au(III) Complexes from D‐Xylose: Synthesis and Biological Evaluation

• Published in: ChemMedChem Vol. 20; no. 3; pp. e202400565 - n/a
• Main Authors: Pascual, Laura M. H., Devy, Jérôme, Colin, Marius, Chazée, Lise, Guillaneuf, Alexandra, Marin, Béatrice, Plantier‐Royon, Richard, Gatard, Sylvain
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 01.02.2025; Wiley Subscription Services, Inc; Wiley-VCH Verlag
• Subjects: Anti-Bacterial Agents - chemical synthesis; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - pharmacology; Antibacterial; Antibacterial activity; Antiinfectives and antibacterials; Antineoplastic Agents - chemical synthesis; Antineoplastic Agents - chemistry; Antineoplastic Agents - pharmacology; Antitumor; Biological properties; Breast cancer; Cations; Cell Line, Tumor; Cell migration; Cell Movement - drug effects; Cell Proliferation - drug effects; Chemical analysis; Chemical Sciences; Chemistry, Medicinal; Complex; Coordination Complexes - chemical synthesis; Coordination Complexes - chemistry; Coordination Complexes - pharmacology; Dose-Response Relationship, Drug; Drug Screening Assays, Antitumor; E coli; Escherichia coli - drug effects; Gold; Gold - chemistry; Humans; Life Sciences & Biomedicine; Ligands; Mass spectrometry; Mass spectroscopy; Microbial Sensitivity Tests; Molecular Structure; NMR; Nuclear magnetic resonance; Organogold Compounds - chemical synthesis; Organogold Compounds - chemistry; Organogold Compounds - pharmacology; Pharmacology & Pharmacy; Polyamines; Pseudomonas aeruginosa - drug effects; Science & Technology; Staphylococcus aureus - drug effects; Structure-Activity Relationship; Tumor cell lines; Xylose; Xylose - chemistry; Xylose; GOLD(III) COMPLEXES; Gold; ANTIBIOTICS; LIGANDS; Antitumor; AURANOFIN; Antibacterial; Complex
• ISSN: 1860-7179; 1860-7187; 1860-7187
• DOI: 10.1002/cmdc.202400565

A series of xylose‐based ligands was obtained using a convenient approach, in a few steps from D‐xylose. The complexation properties of these ligands towards Au3+ cations have been studied through different methods (multinuclear NMR, mass spectrometry, elemental analysis). The biological properties (antibacterial and anti‐tumoral) of all the isolated xyloside Au(III) complexes were investigated in vitro. The xyloside Au(III) complexes gave the highest activities against E. coli (vs P. aeruginosa, S. aureus and S. epidermidis). The study also revealed that the nature of the sugar may play an important role in determining the selectivity of the antibacterial effect. Preliminary anti‐tumoral evaluations showed that one complex containing a polyamine chain, exhibited interesting anti‐proliferative activities on breast tumor cell lines MDA‐MB‐231 and BT‐20. The anti‐migratory effect of this complex also showed an average 35 % reduction in cell migration on the same two cancer cell lines. A series of biosourced Au(III) complexes was prepared by efficient procedures from D‐xylose. Their ability to inhibit bacterial growth was evaluated on 4 bacterial strains (S. aureus, S. epidermidis, P. aeruginosa and E. coli). Their cytotoxicity and anti‐migratory properties was explored on 2 human mammary adenocarcinomas (MDA‐MB‐231 and BT‐20).