Schiff bases of 3-formylchromone as thymidine phosphorylase inhibitors.
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 microM. Their activity was compared with the standard 7-deazaxanthine (IC(50)=39.28+/-0.76 microM). Compound 12 showed an excellent thymidine phosphorylase inhibitory activity with an IC(50) value of 19.77+/-3.25 microM, better than the standard. Compound 4 also showed an excellent inhibitory activity (IC(50)=40.29+/-4.56 microM). 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 (1)H NMR, EI MS, IR, UV and elemental analysis.
Khan
Khalid Mohammed
KM
H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan. hassaan2@super.net.pk
Ambreen
Nida
N
Hussain
Sajjad
S
Perveen
Shahnaz
S
Choudhary
M Iqbal
MI