2472-02-8Relevant academic research and scientific papers
Probing Intramolecular Electron Transfer in Redox Tag Processes
Maeta, Naoya,Kamiya, Hidehiro,Okada, Yohei
supporting information, p. 8519 - 8522 (2019/11/20)
Herein, we show that redox tag-guided intermolecular formal [2 + 2] cycloaddition can be used as a probe to investigate intramolecular single-electron transfer (SET) mechanisms. The efficacy of intramolecular SET can be evaluated in association with concomitant carbon-carbon bond formation and/or cleavage, leading to cycloaddition or cross-metathesis. Experimental and theoretical results suggest that the intramolecular SET is under both thermodynamic and kinetic control and can also occur through bonds, not only through space.
Conformational mimetics of the α-methyl chalcone TUB091 binding tubulin: Design, synthesis and antiproliferative activity
Bueno, Oskía,Tobajas, Gloria,Quesada, Ernesto,Estévez-Gallego, Juan,Noppen, Sam,Camarasa, María-José,Díaz, José-Fernando,Liekens, Sandra,Priego, Eva-María,Pérez-Pérez, María-Jesús
, p. 337 - 348 (2018/02/27)
Based on the conformation of the α-methyl chalcone TUB091 in its complex with tubulin, a series of conformational mimetics have been designed and synthesized where the methyl group of the chalcone has been fused to phenyl ring B resulting in 1,2,3,4-tetrahydronaphthalen-2-yl aryl ketones. Among the synthesized compounds, the 5-amino-6-methoxy derivative, with a similar substitution pattern to that of TUB091, showed antiproliferative activity around 20 nM against tumor and endothelial cells. Tubulin binding experiments confirmed its binding to tubulin at the colchicine site with a Kb of 2.4 × 106 M?1 resulting in the inhibition of the in vitro assembly of purified tubulin. Moreover, based on the recently reported complex of combretastatin A4 (CA4) with tubulin, a comparative analysis of the binding mode of CA4 and the α-methyl chalcone to tubulin has been performed.
