Palladium-catalyzed synthesis of [E]-6-(2-acylvinyl)uracils and [E]-6-(2-acylvinyl)-1-[(2-hydroxyethoxy)methyl]uracils--their antiviral and cytotoxic activities

Bioorganic & Medicinal Chemistry
N G KunduErik De Clercq

Abstract

[E]-6-(2-Acylvinyl)uracils and their corresponding 1-(2-hydroxyethoxy)methyl derivatives were synthesized through palladium-catalyzed reactions which involved an interesting rearrangement. Some of the acylvinyl uracils (3, 4, and 5) and the acyclonucleosides (8 and 10) showed pronounced activity against human T-lymphocyte Molt 4/C8 and CEM cells. However, they were less toxic to murine L1210 and FM3A cells. The compounds did not have any marked antiviral activity.

References

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Citations

Jun 10, 2011·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Abdulghafoor A Al-TurkistaniAli A El-Emam
Jun 23, 2011·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Tatjana Gazivoda KraljevićSilvana Raić-Malić
Mar 15, 2010·Molecular Informatics·Aliuska M HelgueraM Natália D S Cordeiro
Oct 26, 2005·Antiviral Chemistry & Chemotherapy·Svjetlana PrekupecMladen Mintas
Mar 8, 2007·Journal of Medicinal Chemistry·Aliuska Morales HelgueraM Natália D S Cordeiro
Sep 14, 2011·Bioorganic & Medicinal Chemistry Letters·Svjetlana KrištaforSilvana Raić-Malić

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