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Conjugation of squalene to gemcitabine as unique approach exploiting endogenous lipoproteins for drug delivery

Nat Commun. 2017 May 30:8:15678. doi: 10.1038/ncomms15678.

Abstract

Once introduced in the organism, the interaction of nanoparticles with various biomolecules strongly impacts their fate. Here we show that nanoparticles made of the squalene derivative of gemcitabine (SQGem) interact with lipoproteins (LPs), indirectly enabling the targeting of cancer cells with high LP receptors expression. In vitro and in vivo experiments reveal preeminent affinity of the squalene-gemcitabine bioconjugates towards LP particles with the highest cholesterol content and in silico simulations further display their incorporation into the hydrophobic core of LPs. To the best of our knowledge, the use of squalene to induce drug insertion into LPs for indirect cancer cell targeting is a novel concept in drug delivery. Interestingly, not only SQGem but also other squalene derivatives interact similarly with lipoproteins while such interaction is not observed with liposomes. The conjugation to squalene represents a versatile platform that would enable efficient drug delivery by simply exploiting endogenous lipoproteins.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • A549 Cells
  • Animals
  • Calorimetry
  • Cell Line
  • Cell Line, Tumor
  • Cholesterol / chemistry
  • Deoxycytidine / analogs & derivatives*
  • Deoxycytidine / chemistry
  • Drug Delivery Systems*
  • Fluorescence Resonance Energy Transfer
  • Gemcitabine
  • Humans
  • Ligands
  • Lipoproteins / chemistry*
  • Liposomes / chemistry
  • MCF-7 Cells
  • Nanoparticles / chemistry
  • Neoplasms / drug therapy*
  • Rats
  • Receptors, LDL / metabolism
  • Squalene / chemistry*

Substances

  • Ligands
  • Lipoproteins
  • Liposomes
  • Receptors, LDL
  • Deoxycytidine
  • Squalene
  • Cholesterol
  • Gemcitabine