67756-04-1Relevant articles and documents
Design and synthesis of Mannich base-type derivatives containing imidazole and benzimidazole as lead compounds for drug discovery in Chagas Disease
Beltran-Hortelano, Iván,Atherton, Richard L.,Rubio-Hernández, Mercedes,Sanz-Serrano, Julen,Alcolea, Verónica,Kelly, John M.,Pérez-Silanes, Silvia,Olmo, Francisco
, (2021/07/14)
The protozoan parasite Trypanosoma cruzi is the causative agent of Chagas disease, the most important parasitic infection in Latin America. The only treatments currently available are nitro-derivative drugs that are characterised by high toxicity and limited efficacy. Therefore, there is an urgent need for more effective, less toxic therapeutic agents. We have previously identified the potential for Mannich base derivatives as novel inhibitors of this parasite. To further explore this family of compounds, we synthesised a panel of 69 new analogues, based on multi-parametric structure-activity relationships, which allowed optimization of both anti-parasitic activity, physicochemical parameters and ADME properties. Additionally, we optimized our in vitro screening approaches against all three developmental forms of the parasite, allowing us to discard the least effective and trypanostatic derivatives at an early stage. We ultimately identified derivative 3c, which demonstrated excellent trypanocidal properties, and a synergistic mode of action against trypomastigotes in combination with the reference drug benznidazole. Both its druggability and low-cost production make this derivative a promising candidate for the preclinical, in vivo assays of the Chagas disease drug-discovery pipeline.
Scope of the suzuki-miyaura cross-coupling reaction of potassium trifluoroboratoketohomoenolates
Molander, Gary A.,Jean-Gerard, Ludivine
supporting information; experimental part, p. 1297 - 1303 (2009/06/28)
Potassium trifluoroboratoketohomoenolates were prepared in good yields from either the corresponding α,β-unsaturated compounds or methyl ketones. These organoboron reagents were effectively cross-coupled with various aryl and heteroaryl chlorides.
A new synthesis of flavonoids via Heck reaction
Bianco, Armandodoriano,Cavarischia, Claudia,Farina, Angela,Guiso, Marcella,Marra, Carolina
, p. 9107 - 9110 (2007/10/03)
Several naturally occuring flavonoids have been synthesised following a new proposed method based on the use of the Heck reaction. The key step involves the coupling of an aryl vinyl ketone with an aryl iodide. This procedure affords the flavonoid moiety in a single step.
