Biodegradable Oxamide-Phenylene-Based Mesoporous Organosilica Nanoparticles with Unprecedented Drug Payloads for Delivery in Cells

Jonas G Croissant; Yevhen Fatieiev; Khachatur Julfakyan; Jie Lu; Abdul-Hamid Emwas; Dalaver H Anjum; Haneen Omar; Fuyuhiko Tamanoi; Jeffrey I Zink; Niveen M Khashab

doi:10.1002/chem.201601714

Biodegradable Oxamide-Phenylene-Based Mesoporous Organosilica Nanoparticles with Unprecedented Drug Payloads for Delivery in Cells

Chemistry. 2016 Oct 10;22(42):14806-14811. doi: 10.1002/chem.201601714. Epub 2016 Jun 30.

Authors

Affiliations

¹ Smart Hybrid Materials Laboratory, Advanced Membranes and Porous Materials Center, King Abdullah University of Science and Technology, Thuwal, Saudi Arabia.
² Department of Chemistry and Biochemistry, California NanoSystems Institute, Jonsson Comprehensive Cancer Center, University of California Los Angeles, Los Angeles, California, USA.
³ Department of Microbiology, Immunology and Molecular Genetics, California NanoSystems Institute, Jonsson Comprehensive Cancer Center, University of California Los Angeles, Los Angeles, California, USA.
⁴ Imaging and Characterization Laboratory, King Abdullah University of Science and Technology, Thuwal, Saudi Arabia.
⁵ Smart Hybrid Materials Laboratory, Advanced Membranes and Porous Materials Center, King Abdullah University of Science and Technology, Thuwal, Saudi Arabia. Niveen.khashab@kaust.edu.sa.

PMID: 27258139
DOI: 10.1002/chem.201601714

Abstract

We describe biodegradable mesoporous hybrid nanoparticles (NPs) in the presence of proteins and their applications for drug delivery. We synthesized oxamide phenylene-based mesoporous organosilica nanoparticles (MON) in the absence of a silica source which had remarkably high organic content and high surface areas. Oxamide functions provided biodegradability in the presence of trypsin model proteins. MON displayed exceptionally high payloads of hydrophilic and hydrophobic drugs (up to 84 wt %), and a unique zero premature leakage without the pore capping, unlike mesoporous silica. MON were biocompatible and internalized into cancer cells for drug delivery.

Keywords: biodegradable; bridged silsesquioxanes; drug delivery; enzymes; nanoparticles.

MeSH terms

Drug Delivery Systems
Hydrophobic and Hydrophilic Interactions
Nanoparticles / chemistry*
Organosilicon Compounds / chemistry*
Oxamic Acid / analogs & derivatives*
Oxamic Acid / chemistry
Silicon Dioxide / chemistry*

Substances

Organosilicon Compounds
Silicon Dioxide
Oxamic Acid
oxamide