Telodendrimer-Based Macromolecular Drug Design using 1,3-Dipolar Cycloaddition for Applications in Biology

Molecules. 2020 Feb 15;25(4):857. doi: 10.3390/molecules25040857.

Abstract

An architectural polymer containing hydrophobic isoxazole-based dendron and hydrophilic polyethylene glycol linear tail is prepared by a combination of the robust ZnCl2 catalyzed alkyne-nitrile oxide 1,3-dipolar cycloaddition and esterification chemistry. This water soluble amphiphilic telodendrimer acts as a macromolecular biologically active agent and shows concentration dependent reduction of glioblastoma (U251) cell survival.

Keywords: 1,3-dipolar cycloaddition; glioblastoma; macromolecular drug; telodendrimer.

MeSH terms

  • Alkynes / chemistry
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology
  • Catalysis
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Chlorides / chemistry
  • Cycloaddition Reaction
  • Dendrimers / chemical synthesis*
  • Dendrimers / pharmacology
  • Dose-Response Relationship, Drug
  • Drug Design
  • Humans
  • Hydrophobic and Hydrophilic Interactions
  • Isoxazoles / chemical synthesis*
  • Isoxazoles / pharmacology
  • Neuroglia / drug effects*
  • Neuroglia / pathology
  • Nitriles / chemistry
  • Oxides / chemistry
  • Polyethylene Glycols / chemistry*
  • Solubility
  • Water / chemistry
  • Zinc Compounds / chemistry

Substances

  • Alkynes
  • Antineoplastic Agents
  • Chlorides
  • Dendrimers
  • Isoxazoles
  • Nitriles
  • Oxides
  • Zinc Compounds
  • Water
  • Polyethylene Glycols
  • zinc chloride