Synthesis, biological evaluation and molecular docking studies of

Abstract

In this study, a series of B-ring fluoro substituted bis-chalcone derivatives were synthesized by Claisen-Schmidt condensation reactions and evaluated for their ability to inhibit xanthine oxidase (XO) and growth inhibitory activity against MCF-7 and Caco-2 human cancer cell lines, in vitro. According to the results obtained, the bis-chalcone with fluoro group at the 2 (4b) or 2,5-position (4g) of B-ring were found to be potent inhibitors of the enzyme with IC50 values in the low micromolar range. The effects of these compounds were about 7 fold higher than allopurinol. The binding modes of the bis-chalcone derivatives in the active site of xanthine oxidase were explained using molecular docking calculations. Also, compound 4g and 4h showed in vitro growth inhibitory activity against a panel of two human cancer cell lines 1.9 and 6.8 mu M of IC50 values, respectively.

C1 [Burmaoglu, Serdar] Erzincan Binali Yildirim Univ, Tercan Vocat High Sch, TR-24800 Erzincan, Turkey.

[Burmaoglu, Serdar; Ozcan, Seyda] Ataturk Univ, Fac Sci, Dept Chem, TR-25240 Erzurum, Turkey.

[Balcioglu, Sevgi; Noma, Samir Abbas Ali; Ates, Burhan] Inonu Univ, Fac Sci & Arts, Dept Chem, TR-44280 Malatya, Turkey.

[Gencel, Melis; Essiz, Sebnem] Kadir Has Univ, Bioinformat & Genet Dept, Fac Engn & Nat Sci, TR-34083 Istanbul, Turkey.

[Algul, Oztekin] Mersin Univ, Fac Pharm, Dept Pharmaceut Chem, TR-33169 Mersin, Turkey.