Synthesis and evaluation of stearylated hyaluronic acid for the active delivery of liposomes to liver endothelial cells

Biological & Pharmaceutical Bulletin
Naoyuki ToriyabeHideyoshi Harashima

Abstract

Hyaluronic acid (HA) is a naturally-occurring ligand that can be useful for targeting liver endothelial cells. We describe herein the development of a new HA-lipid conjugate for the efficient delivery of liposomes to liver endothelial cells. When free HA coated cationic liposomes were injected into mice, their accumulation in the liver was significantly decreased depending on the content of free HA, while accumulation in the lung was not significantly changed. When cationic liposomes modified with HA-stearylamine (HA-SA conjugate) were injected in mice, liver accumulation was increased depending on the amount of HA-SA conjugate and accumulation in the lung was drastically reduced, compared to non-modified liposomes. Confocal imaging analyses showed that HA-SA modified liposomes were accumulated to a greater extent along with blood vessels than non-modified liposomes, suggesitng that HA-SA modified liposomes are distributed in endothelial cells in the liver. Collectively, these findings indicate that an HA-SA conjugate is a useful material that can be used to modify liposomes and for delivering bioactive liposomal cargoes to liver endothelial cells.

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Citations

Mar 28, 2013·Journal of Drug Delivery·Silvia ArpiccoElias Fattal
Nov 10, 2011·Biomacromolecules·Mandana VeisehEva A Turley
Nov 26, 2015·Advanced Drug Delivery Reviews·Franco DosioElias Fattal
Mar 1, 2012·Journal of Controlled Release : Official Journal of the Controlled Release Society·Klaas PoelstraLeonie Beljaars
Aug 13, 2013·International Journal of Pharmaceutics·Afsana AkhterHideyoshi Harashima
Jun 25, 2014·Nanomedicine·Koldo UrbiolaConchita Tros de Ilarduya
Jul 18, 2016·Journal of Hepatology·Johanne PoissonPierre-Emmanuel Rautou
Jul 31, 2019·Journal of Biomaterials Applications·Ana Paula Bernardes AlmeidaEliana Martins Lima
Aug 28, 2014·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Hao LiuDaocheng Wu
Apr 16, 2020·Cells·Erica LafozVirginia Hernández-Gea
Jun 24, 2020·Advanced Drug Delivery Reviews·Roland BöttgerShyh-Dar Li
Jun 5, 2021·European Journal of Pharmaceutics and Biopharmaceutics : Official Journal of Arbeitsgemeinschaft Für Pharmazeutische Verfahrenstechnik E.V·Daniel Fleischmann, Achim Goepferich

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