Synthesis, characterization and biological evaluation of purine nucleoside analogues

Abstract We present a convenient route for the synthesis of C6-amino-C5′- N -cyclopropyl carboxamido-C2-alkynylated purine nucleoside analogues 11a – g via Sonogashira coupling reaction. The nine step synthesis is easy to perform, employing commercially available reagents. Compound 9 is used as key intermediate for the synthesis of analogues 11a – g . Synthetic intermediates and final products are appropriately characterized by IR, 1 H NMR, 13 C NMR and Mass. The modified nucleoside analogues 11a – g is evaluated for in vitro anticancer activity against MDA-MB-231 and Caco-2 cell lines. Screening data reveals that compounds 11b and 11e displayed potent IC 50 value of 7.9, 6.8 µg/mL respectively against MDA-MB-231 and of 7.5, 8.3 µg/mL respectively against Caco-2 than the standard drug doxorubicin, thus establishing the potential anti-cancer properties of these newer derivatives.