Synthesis and cytotoxicity of novel indirubin-5-carboxamides

Bioorganic & Medicinal Chemistry
2010.0

Abstract

Indirubins have been reported to act as potent inhibitors of protein kinases relevant to tumorigenesis and of tumor cell growth, but their development to antitumor drugs suffer from their poor water solubility. We synthesized a novel class of indirubin derivatives, indirubin-5-carboxamides, carrying amide substituents with basic centers. Quaternization or protonation of these alkylamino substituents provided indirubins with significantly improved solubility without loss of bioactivity.

Knowledge Graph

Similar Paper

Synthesis and cytotoxicity of novel indirubin-5-carboxamides
Bioorganic & Medicinal Chemistry 2010.0
Synthesis and Antiproliferative Activity of 7-Azaindirubin-3′-oxime, a 7-Aza Isostere of the Natural Indirubin Pharmacophore
Journal of Natural Products 2009.0
Cytotoxic properties of the alkaloid rutaecarpine and its oligocyclic derivatives and chemical modifications to enhance water-solubility
Bioorganic & Medicinal Chemistry Letters 2017.0
Design and evaluation of 3-aminopyrazolopyridinone kinase inhibitors inspired by the natural product indirubin
Bioorganic & Medicinal Chemistry 2011.0
Identification of a Water-Soluble Indirubin Derivative as Potent Inhibitor of Insulin-like Growth Factor 1 Receptor through Structural Modification of the Parent Natural Molecule
Journal of Medicinal Chemistry 2017.0
5,5′-Substituted Indirubin-3′-oxime Derivatives as Potent Cyclin-Dependent Kinase Inhibitors with Anticancer Activity
Journal of Medicinal Chemistry 2010.0
Anticancer potential of indirubins in medicinal chemistry: Biological activity, structural modification, and structure-activity relationship
European Journal of Medicinal Chemistry 2021.0
Synthesis and biological evaluation of indolylglyoxylamide bisphosphonates, antimitotic microtubule-targeting derivatives of indibulin with improved aqueous solubility
Bioorganic & Medicinal Chemistry Letters 2020.0
3‘-Substituted 7-Halogenoindirubins, a New Class of Cell Death Inducing Agents
Journal of Medicinal Chemistry 2006.0
Synthesis and antitumor activity of a new class of water soluble camptothecin derivatives
Bioorganic & Medicinal Chemistry Letters 1996.0