Synthesis and characterization of quinoline-based thiosemicarbazones and correlation of cellular iron-binding efficacy to anti-tumor efficacy

Bioorganic & Medicinal Chemistry Letters
2012.0

Abstract

Iron chelators have emerged as a potential anti-cancer treatment strategy. In this study, a series of novel thiosemicarbazone iron chelators containing a quinoline scaffold were synthesized and characterized. A number of analogs show markedly greater anti-cancer activity than the 'gold-standard' iron chelator, desferrioxamine. The anti-proliferative activity and iron chelation efficacy of several of these ligands (especially compound 1b), indicates that further investigation of this class of thiosemicarbazones is worthwhile.

Knowledge Graph

Similar Paper

Synthesis and characterization of quinoline-based thiosemicarbazones and correlation of cellular iron-binding efficacy to anti-tumor efficacy
Bioorganic & Medicinal Chemistry Letters 2012.0
Synthesis and biological evaluation of substituted 2-benzoylpyridine thiosemicarbazones: Novel structure–activity relationships underpinning their anti-proliferative and chelation efficacy
Bioorganic & Medicinal Chemistry Letters 2013.0
2-Acetylpyridine Thiosemicarbazones are Potent Iron Chelators and Antiproliferative Agents: Redox Activity, Iron Complexation and Characterization of their Antitumor Activity
Journal of Medicinal Chemistry 2009.0
Design, Synthesis, and Characterization of Novel Iron Chelators:  Structure−Activity Relationships of the 2-Benzoylpyridine Thiosemicarbazone Series and Their 3-Nitrobenzoyl Analogues as Potent Antitumor Agents
Journal of Medicinal Chemistry 2007.0
Thiosemicarbazones from the Old to New: Iron Chelators That Are More Than Just Ribonucleotide Reductase Inhibitors
Journal of Medicinal Chemistry 2009.0
Design, Synthesis, and Characterization of New Iron Chelators with Anti-Proliferative Activity:  Structure−Activity Relationships of Novel Thiohydrazone Analogues
Journal of Medicinal Chemistry 2007.0
Synthesis and biological properties of iron chelators based on a bis-2-(2-hydroxy-phenyl)-thiazole-4-carboxamide or -thiocarboxamide (BHPTC) scaffold
Bioorganic & Medicinal Chemistry 2010.0
Anticancer activity of the thiosemicarbazones that are based on di-2-pyridine ketone and quinoline moiety
European Journal of Medicinal Chemistry 2019.0
Dipyridyl Thiosemicarbazone Chelators with Potent and Selective Antitumor Activity Form Iron Complexes with Redox Activity
Journal of Medicinal Chemistry 2006.0
An efficient one-pot cyclization of quinoline thiosemicarbazones to quinolines derivatized with 1,3,4-thiadiazole as anticancer and anti-tubercular agents
Medicinal Chemistry Research 2012.0