Abstract

3-Formylchromone ( 1), 3-methyl-7-hydroxychromone ( 2) and Schiff bases of 3-formylchromone 3– 19 have been synthesized and their anti-thymidine phosphorylase inhibitory activity was evaluated. Compounds 1– 19 showed a varying degree of thymidine phosphorylase inhibition with IC 50 values 19.77 ± 3.25 to 480.21 ± 2.34 μM. Their activity was compared with the standard 7-deazaxanthine (IC 50 = 39.28 ± 0.76 μM). Compound 12 showed an excellent thymidine phosphorylase inhibitory activity with an IC 50 value of 19.77 ± 3.25 μM, better than the standard. Compound 4 also showed an excellent inhibitory activity (IC 50 = 40.29 ± 4.56 μM). The parent 3-formylchromone ( 1) and 3-methyl-7-hydroxychromone ( 2) were found to be inactive. The structures of the compounds were elucidated by using spectroscopic techniques, including 1H NMR, EI MS, IR, UV and elemental analysis.

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