3D Hydrazone-Functionalized Covalent Organic Frameworks as pH-Triggered Rotary Switches

Small. 2021 Oct;17(41):e2102630. doi: 10.1002/smll.202102630. Epub 2021 Sep 12.

Abstract

The property expansion of 3D functionalized covalent organic frameworks (COFs) is important for developing their potential applications. Herein, the first case of 3D hydrazone-decorated COFs as pH-triggered molecular switches is reported, and their application in the stimuli-responsive drug delivery system is explored. These functionalized COFs with hydrazone groups on the channel walls are obtained via a multi-component bottom-up synthesis strategy. They exhibit a reversible E/Z isomerization at various pH values, confirmed by UV-vis absorption spectroscopy and proton conduction. Remarkably, after loading cytarabine (Ara-C) as a model drug molecule, these pH-responsive COFs show an excellent and intelligent sustained-release effect with an almost fourfold increase in the Ara-C release at pH = 4.8 than at pH = 7.4, which will effectively improve drug-targeting. Thus, these results open a way toward designing 3D stimuli-responsive functionalized COF materials and promote their potential application as drug carriers in the field of disease treatment.

Keywords: covalent organic frameworks; drug release; functionalization; stimuli-responsive materials.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Drug Carriers
  • Drug Delivery Systems
  • Hydrazones
  • Hydrogen-Ion Concentration
  • Metal-Organic Frameworks*

Substances

  • Drug Carriers
  • Hydrazones
  • Metal-Organic Frameworks