Converting drugs into gelators: supramolecular hydrogels from N-acetyl-L-cysteine and coinage-metal salts

Org Biomol Chem. 2010 Dec 7;8(23):5455-8. doi: 10.1039/c0ob00311e. Epub 2010 Sep 30.

Abstract

Here we present the concept of metallophilic hydrogels, supramolecular systems in which the gelator species are metal-thiolates that self-assemble through metallophilic attractions. The principle is applied for a small drug, the mucolytic agent N-acetyl-l-cysteine (NAC), which readily forms hydrogels in the presence of Au(iii), Ag(i) and Cu(ii) salts. The resulting transparent hydrogels present pH induced sol/gel transition. Scanning electron microscopy (SEM) measurements reveal a microporous structure in form of flakes for the three of them. The low pH at which these hydrogels are formed (pH < 4) limits their direct use as drug-delivery systems, but still this system constitutes a novel method for easy and fast conversion of small drugs into potent hydrogelators. Future developments will help to fully develop the idea in order to create a new class of supramolecular drug-delivery systems.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylcysteine / chemistry*
  • Copper / chemistry*
  • Gold / chemistry*
  • Hydrogels / chemistry*
  • Hydrogen-Ion Concentration
  • Microscopy, Electron, Scanning
  • Molecular Structure
  • Salts / chemistry
  • Silver / chemistry*

Substances

  • Hydrogels
  • Salts
  • Silver
  • Gold
  • Copper
  • Acetylcysteine