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

被引:41
作者
Casuso, Pablo [1 ]
Carrasco, Pedro [1 ]
Loinaz, Iraida [1 ]
Grande, Hans J. [1 ]
Odriozola, Ibon [1 ]
机构
[1] CIDETEC, Ctr Electrochem Technol, New Mat Dept, Donostia San Sebastian 20009, Spain
关键词
GOLD; HEPATOTOXICITY;
D O I
10.1039/c0ob00311e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:5455 / 5458
页数:4
相关论文
共 24 条
[11]  
Neri S, 2000, PANMINERVA MED, V42, P187
[12]   Coinage metal-glutathione thiolates as a new class of supramolecular hydrogelators [J].
Odriozola, Ibon ;
Ormategui, Nerea ;
Loinaz, Iraida ;
Pomposo, Jose A. ;
Grande, Hans J. .
MACROMOLECULAR SYMPOSIA, 2008, 266 :96-100
[13]   Gold-glutathione supramolecular hydrogels [J].
Odriozola, Ibon ;
Loinaz, Iraida ;
Pomposo, Jose A. ;
Grande, Hans J. .
JOURNAL OF MATERIALS CHEMISTRY, 2007, 17 (46) :4843-4845
[14]   Metal- and Anion-Binding Supramolecular Gels [J].
Piepenbrock, Marc-Oliver M. ;
Lloyd, Gareth O. ;
Clarke, Nigel ;
Steed, Jonathan W. .
CHEMICAL REVIEWS, 2010, 110 (04) :1960-2004
[15]   Theoretical chemistry of gold [J].
Pyykkö, P .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (34) :4412-4456
[16]   Supramolecular gels: Functions and uses [J].
Sangeetha, NM ;
Maitra, U .
CHEMICAL SOCIETY REVIEWS, 2005, 34 (10) :821-836
[17]   A briefing on aurophilicity [J].
Schmidbaur, Hubert ;
Schier, Annette .
CHEMICAL SOCIETY REVIEWS, 2008, 37 (09) :1931-1951
[18]   Gold-based therapeutic agents [J].
Shaw, CF .
CHEMICAL REVIEWS, 1999, 99 (09) :2589-2600
[19]   Highly selective iodide-responsive gel-sol state transition in supramolecular hydrogels [J].
Shen, Jiang-Shan ;
Li, Dong-Hua ;
Cai, Qing-Guo ;
Jiang, Yun-Bao .
JOURNAL OF MATERIALS CHEMISTRY, 2009, 19 (34) :6219-6224
[20]   3:1 Site-Differentiated [4Fe-4S] Cluster Immobilized on a Self-Assembled Monolayer [J].
van der Geer, Erwin P. L. ;
van den Brom, Coenraad R. ;
Arfaoui, Imad ;
Houssiau, Laurent ;
Rudolf, Petra ;
van Koten, Gerard ;
Gebbink, Robertus J. M. Klein ;
Hessen, Bart .
JOURNAL OF PHYSICAL CHEMISTRY C, 2008, 112 (44) :17225-17230