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Literature DB >> 19329330

Schiff bases of 3-formylchromone as thymidine phosphorylase inhibitors.

Khalid Mohammed Khan¹, Nida Ambreen, Sajjad Hussain, Shahnaz Perveen, M Iqbal Choudhary.

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 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.

Entities: Chemical

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Year: 2009 PMID： 19329330 DOI： 10.1016/j.bmc.2009.03.020

Source DB: PubMed Journal: Bioorg Med Chem ISSN： 0968-0896 Impact factor: 3.641

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Cited

22 in total

1. 3-Formylchromone interacts with cysteine 38 in p65 protein and with cysteine 179 in IκBα kinase, leading to down-regulation of nuclear factor-κB (NF-κB)-regulated gene products and sensitization of tumor cells.

Authors: Vivek R Yadav; Sahdeo Prasad; Subash C Gupta; Bokyung Sung; Sharangdhar S Phatak; Shuxing Zhang; Bharat B Aggarwal
Journal: J Biol Chem Date: 2011-11-07 Impact factor: 5.157

Schiff bases of 3-formylchromone as thymidine phosphorylase inhibitors.

1. 3-Formylchromone interacts with cysteine 38 in p65 protein and with cysteine 179 in IκBα kinase, leading to down-regulation of nuclear factor-κB (NF-κB)-regulated gene products and sensitization of tumor cells.

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