Facile Synthesis of Amphiphilic Fluorescent Phosphorus Dendron-Based Micelles as Antiproliferative Agents: First Investigations

Jieru Qiu (1, 2) , Liang Chen (1, 2) , Mengsi Zhan (2) , Regis Laurent (1) , Jérôme Bignon (3) , Serge Mignani (4, 5) , Xiangyang Shi (2, 5) , Anne-Marie Caminade (1) , Jean Pierre Majoral (1)

1 LCC - Laboratoire de chimie de coordination
2 CCEB - College of Chemistry, Chemical Engineering and Biotechnology, Donghua University
3 ICSN - Institut de Chimie des Substances Naturelles
4 LCBPT - UMR 8601 - Laboratoire de Chimie et de Biochimie Pharmacologiques et Toxicologiques
5 Centro de Química da Madeira

We designed and synthesized several families of novel amphiphilic fluorescent phosphorus dendron-based micelles showing relevant antiproliferative activities for use in the field of theranostic nanomedicine. Based on straightforward synthesis pathways, 12 amphiphilic phosphorus dendrons bearing 10 protonated cyclic amino groups (generation one), or 20 protonated amino groups (generation two), and 1 hydrophobic chain carrying 1 fluorophore moiety were created. The amphiphilic dendron micelles had the capacity to aggregate in solution using hydrophilic/hydrophobic interactions, which promoted the formation of polymeric micelles. These dendron-based micelles showed moderate to high antiproliferative activities against a panel of tumor cell lines. This paper presents for the first time the synthesis and our first investigations of new phosphorus dendron-based micelles for cancer therapy applications.

Mots clés: Fluorescence; Phosphorus; Micelles; Aromatic compounds; Dendrons

Domaines: Chimie thérapeutique

Jieru Qiu, Liang Chen, Mengsi Zhan, Regis Laurent, Jérôme Bignon, et al.. Facile Synthesis of Amphiphilic Fluorescent Phosphorus Dendron-Based Micelles as Antiproliferative Agents: First Investigations. Bioconjugate Chemistry, 2021, 32 (2), pp.339-349. ⟨10.1021/acs.bioconjchem.0c00716⟩. ⟨hal-03148744⟩