Use of Pd-catalyzed Suzuki-Miyaura coupling reaction in the rapid synthesis of 5-aryl-6-(phosphonomethoxy)uracils and evaluation of their inhibitory potency on human thymidine phosphorylase

0347416 - ÚOCHB 2011 FR eng C - Conference Paper (international conference)
Pomeisl, Karel - Votruba, Ivan - Horská, Květoslava - Holý, Antonín - Pohl, Radek
Use of Pd-catalyzed Suzuki-Miyaura coupling reaction in the rapid synthesis of 5-aryl-6-(phosphonomethoxy)uracils and evaluation of their inhibitory potency on human thymidine phosphorylase.
International Roundtable on Nucleosides, Nucleotides and Nucleic Acids. IRT 2010. Lyon: University of Lyon, 2010, s. 86-87.
[International Roundtable on Nucleosides, Nucleotides and Nucleic Acids. IRT 2010. Lyon (FR), 29.08.2010-03.09.2010]
R&D Projects: GA MŠMT 1M0508
Institutional research plan: CEZ:AV0Z40550506
Keywords : ANPs * human thymidine phosphorylase
Subject RIV: CC - Organic Chemistry
http://irt2010.univ-lyon1.fr

A number of new 5-aryl substituted pyrimidine acyclic nucleoside phosphonates were synthesized and tested for their ability to inhibit human TP. Their rapid synthesis using Pd-catalyzed Suzuki-Miyaura coupling reactions of various arylboronic acids with 5-bromo-4-(phosphonomethoxy)-2,6-dibutoxypyrimidine was succesfully applied. For a series of 5-aryl-6-phosphonomethoxyuracils, an increased multisubstrate inhibitory effect was determined. This effect is supported by the results found for 4-fluorophenyl and 3-nitrophenyl substituents.
Permanent Link: http://hdl.handle.net/11104/0188198