Abstract
The construction of synthetic straightforward, biocompatible and biodegradable targeted drug delivery system with fluorescent tracking abilities, high anticancer activities and low side effects is still a challenge in the field of biochemistry and material chemistry. In this work, we constructed targeted paclitaxel (Taxol) delivery nanoparticles composed of permethyl-β-cyclodextrin modified hyaluronic acid (HApCD) and porphyrin modified paclitaxel prodrug (PorTaxol), through host-guest and amphiphilic interactions. The obtained nanoparticles (HATXP) were biocompatible and enzymatic biodegradable due to their hydrophilic hyaluronic acid (HA) shell and hydrophobic Taxol core, and exhibited specific targeting internalization into cancer cells via HA receptor mediated endocytosis effects. The cytotoxicity experiments showed that the HATXP exhibited similar anticancer activities to, but much lower side effects than commercial anticancer drug Taxol. The present work would provide a platform for targeted paclitaxel drug delivery and a general protocol for the design of advanced multifunctional nanoscale biomaterials for targeted drug/gene delivery.
Highlights
On the other hand, the early diagnosis of cancer plays an important role in prevention, early detection and early treatment of cancer and the early find of cancer might promote the survival rate of the patients suffered from cancer
Taking advantage of the ultra-strong host-guest interaction between permethyl-β-CD and porphyrin part, we got a supramolecular complex with amphiphilicity, and this amphiphilic complex could self-assemble to form nanoparticles HApCD-PorTaxol nanoparticles (HATXP) which had a hydrophilic hyaluronic acid (HA) shell that could target HA-receptor over-expressed on the surface of cancer cells, and a hydrophobic PorTaxol prodrug core that possessed fluorescent labeled function (Fig. 1)
HApCD was synthesized by the amide condensation reaction of hyaluronic acid sodium with mono-6-deoxyl-6-ethylenediamino-permethyl-β-CD in phosphate buffer solution (PBS) and characterized by 1H NMR spectroscopy and gel permeation chromatography (GPC)
Summary
The early diagnosis of cancer plays an important role in prevention, early detection and early treatment of cancer and the early find of cancer might promote the survival rate of the patients suffered from cancer. Our group[37] have constructed a safe and simple nanoparticle containing β-cyclodextrin modified HA and adamantane modified cisplatin prodrug via host-guest and amphiphilic interactions, and the obtained nanoparticle could target HA-receptor positive cancer cells, and exhibit better anticancer activities and lower side effects than commercial chemotherapy drug cisplatin in vitro and in vivo. Taking advantage of the ultra-strong host-guest interaction between permethyl-β-CD and porphyrin part, we got a supramolecular complex with amphiphilicity, and this amphiphilic complex could self-assemble to form nanoparticles HATXP which had a hydrophilic HA shell that could target HA-receptor over-expressed on the surface of cancer cells, and a hydrophobic PorTaxol prodrug core that possessed fluorescent labeled function (Fig. 1). The HATXP nanoparticles were stable, biocompatible, biodegradable, and nano-sized, and exhibited similar anticancer activities to, but much lower side effects than commercial anticancer drug paclitaxel (Taxol)
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