1268445-72-2Relevant academic research and scientific papers
Replacement of the double bond of antitubulin chalcones with triazoles and tetrazoles: Synthesis and biological evaluation
Mesenzani, Ornella,Massarotti, Alberto,Giustiniano, Mariateresa,Pirali, Tracey,Bevilacqua, Valentina,Caldarelli, Antonio,Canonico, Pierluigi,Sorba, Giovanni,Novellino, Ettore,Genazzani, Armando A.,Tron, Gian Cesare
, p. 764 - 768 (2011/03/18)
In the chalcone scaffold, it is thought that the double bond is an important structural linker but it is likely not essential for the interaction with tubulin. Yet, it may be a potential site of metabolic degradation and interaction with biological nucleophiles. In this letter, we have replaced this olefinic portion of chalcones with two metabolically stable and chemically inert heterocyclic rings, namely triazole or tetrazole. Yet, our biologic data suggest that, unlike in other antitubulinic structures, the olephinic ring might not be merely a structural linker.
A practical synthesis of 5-aroyl-1-aryltetrazoles using an Ugi-like 4-component reaction followed by a biomimetic transamination
Giustiniano, Mariateresa,Pirali, Tracey,Massarotti, Alberto,Biletta, Beatrice,Novellino, Ettore,Campiglia, Pietro,Sorba, Giovanni,Tron, Gian Cesare
, p. 4107 - 4118 (2011/03/17)
Multicomponent reactions (MCRs), followed by subsequent transformations, are fascinating tools for the rapid and effective synthesis of molecular scaffolds with potential pharmacological relevance. We became interested in the preparation of novel 5-aroyl-1-aryltetrazoles as (1) they still represent challenging structures not easily accessible through the methods described in literature, and (2) the -ketotetrazolic framework may be considered as a potential bioisostere of the enonic linker of chalcones. In the present work, a novel, simple, effective and general synthesis for this class of compounds is described. Georg Thieme Verlag Stuttgart - New York.
