Gossypol-cross-linked boronic acid-modified hydrogels : a functional matrix for the controlled release of an anticancer drug

Anticancer drug gossypol cross-links phenylboronic acid-modified acrylamide copolymer chains to form a hydrogel matrix. The hydrogel is dissociated in an acidic environment (pH 4.5), and its dissociation is enhanced in the presence of lactic acid (an α-hydroxy carboxylic acid) as compared to formic...

Ausführliche Beschreibung

Bibliographische Detailangaben
Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1992. - 31(2015), 7 vom: 24. Feb., Seite 2237-42
1. Verfasser: Heleg-Shabtai, Vered (VerfasserIn)
Weitere Verfasser: Aizen, Ruth, Orbach, Ron, Aleman-Garcia, Miguel Angel, Willner, Itamar
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2015
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Journal Article Research Support, Non-U.S. Gov't Antineoplastic Agents Boronic Acids Delayed-Action Preparations Formates Hydrogels formic acid 0YIW783RG1 Lactic Acid mehr... 33X04XA5AT Gossypol KAV15B369O
Beschreibung
Zusammenfassung:Anticancer drug gossypol cross-links phenylboronic acid-modified acrylamide copolymer chains to form a hydrogel matrix. The hydrogel is dissociated in an acidic environment (pH 4.5), and its dissociation is enhanced in the presence of lactic acid (an α-hydroxy carboxylic acid) as compared to formic acid. The enhanced dissociation of the hydrogel by lactic acid is attributed to the effective separation of the boronate ester bridging groups through the formation of a stabilized complex between the boronic acid substituent and the lactic acid. Because lactic acid exists in cancer cells in elevated amounts and the cancer cells' environment is acidic, the cross-linked hydrogel represents a stimuli-responsive matrix for the controlled release of gossypol. The functionality is demonstrated and characterized by rheology and other spectroscopic means
Beschreibung:Date Completed 01.03.2016
Date Revised 25.11.2016
published: Print-Electronic
Citation Status MEDLINE
ISSN:1520-5827
DOI:10.1021/la504959d