Premium
Water‐Soluble Cationic Derivatives of Indirubin, the Active Anticancer Component from Indigo naturalis
Author(s) -
Ginzinger Werner,
Egger Alexander,
Mühlgassner Gerhard,
Arion Vladimir B.,
Jakupec Michael A.,
Galanski Mathea Sophia,
Berger Walter,
Keppler Bernhard K.
Publication year - 2012
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.201200147
Subject(s) - chemistry , indirubin , moiety , oxime , bioavailability , hydrolysis , prodrug , organic chemistry , indigo , combinatorial chemistry , biochemistry , pharmacology , medicine , art , visual arts
To overcome the problem of poor aqueous solubility and bioavailability of indirubin‐3‐oximes, the compounds were modified by attaching a quaternary ammonium group at the oxime moiety. Exploring the prodrug concept, an oxime ester with acetyl‐ l‐ carnitine was prepared, and the rate of its hydrolysis was investigated to assess its suitability for clinical administration. In addition, the cytotoxic potency of new stable oxime ethers with a choline moiety and their influence on the cell cycle were tested in human cancer cell lines.