608533-22-8Relevant academic research and scientific papers
Synthesis of new combretastatin A-4 analogues and study of their anti-inflammatory activity
Davydova,Sorokina,Tolstikova,Mamatyuk,Fadeev,Vasilevsky
, p. 70 - 76 (2015/02/05)
A new approach to the synthesis of natural combretastatin A-4 analogues based on the interaction of α-acetylenic ketones with secondary amines (diethyl amine, pyrrolidine, piperidine, morpholine) was proposed. Previously unknown analogues of combretastati
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
scheme or table, 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.
The concise synthesis of chalcone, indanone and indenone analogues of combretastatin A4
Kerr, Daniel J.,Hamel, Ernest,Jung, M. Katherine,Flynn, Bernard L.
, p. 3290 - 3298 (2008/02/07)
A series of aryl- and aroyl-substituted chalcone analogues of the tubulin binding agent combretastatin A4 (1) were prepared, using a recently introduced one-pot palladium-mediated hydrostannylation-coupling reaction sequence. These chalcones were converte
Iodine-Induced Reaction Cascades for the Rapid Construction of Variously Substituted Benzothiophenes
Hessian, Karl O.,Flynn, Bernard L.
, p. 4377 - 4380 (2007/10/03)
(Equation presented) Readily accessible propynols with a 2-thioxyphenyl substituent selectively undergo 5-exo-iodocyclization followed by tandem rearrangement and elimination or substitution processes to give selective access to either 2-acyl- or 2-(1-iod
