Microwave synthesis,anti-oxidant and anti-tumor activity of some nucleosides derived 2-oxonicotinonitrile

Abstract

A facile and convenient synthesis of novel cyclic and acyclic nucleoside derivatives incorporating 2-oxo-1,2-dihydropyridine-3-carbonitrile moiety has been described. The aglycons 3a,b were coupled with different activated halosugars such as glucosyl, galactosyl, lactosyl bromides and peracetylated ribose, in addition to, acyclic sugar as 4-bromobutylacetate and 2-acetoxyethoxymethyl bromide in basic medium under conventional and microwave irradiation. Deprotection of the synthesized nucleosides was obtained in presence of Et₃N/MeOH and few drops of water. The structures of the synthesized compounds have been deduced from their elemental analyses and spectral data (IR, ¹H NMR, and ¹³C NMR). Some of the synthesized compounds were screened as antioxidant and anticancer agents. Good and moderate anticancer activities against HepG-2, PC-3 and HCT116 were observed in vitro for some compounds.