Synthesis, biological evaluation and molecular docking studies of bis-chalcone derivatives as xanthine oxidase inhibitors and anticancer agents

Burmaoğlu, Serdar; Ozcan, Seyda; Balcioglu, Sevgi; Gencel, Melis; Noma, Samir Abbas Ali; Essiz, Sebnem; ATEŞ, BURHAN; Algul, Oztekin

doi:10.1016/j.bioorg.2019.103149

Makale Tam Makale Uluslararası 2019

Synthesis, biological evaluation and molecular docking studies of bis-chalcone derivatives as xanthine oxidase inhibitors and anticancer agents

Serdar Burmaoğlu, Seyda Ozcan, Sevgi Balcioglu, Melis Gencel, Samir Abbas Ali Noma, Sebnem Essiz, BURHAN ATEŞ, Oztekin Algul

Bioorganic Chemistry Cilt 91 · 01.10.2019

DOI ile aç

Özet

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.

Anahtar kelimeler

DESIGN INHIBITION FORM cytotoxicity BINDING Synthesis Fluorine CLAISEN-SCHMIDT CONDENSATION Bis-chalcone

Sürdürülebilir Kalkınma Amaçları

SKA 3: Sağlıklı Bireyler

Atıf için künye

Burmaoğlu, S., Ozcan, S., Balcioglu, S., Gencel, M., Noma, S. A. A., Essiz, S., ATEŞ, B., & Algul, O. (2019). Synthesis, biological evaluation and molecular docking studies of bis-chalcone derivatives as xanthine oxidase inhibitors and anticancer agents. Bioorganic Chemistry, 91. https://doi.org/10.1016/j.bioorg.2019.103149

BibTeX

@article{burmaoglu2019-79090,
  author = {Burmaoğlu, Serdar and Ozcan, Seyda and Balcioglu, Sevgi and Gencel, Melis and Noma, Samir Abbas Ali and Essiz, Sebnem and ATEŞ, BURHAN and Algul, Oztekin},
  title = {Synthesis, biological evaluation and molecular docking studies of bis-chalcone derivatives as xanthine oxidase inhibitors and anticancer agents},
  journal = {Bioorganic Chemistry},
  year = {2019},
  volume = {91},
  issn = {0045-2068},
  doi = {10.1016/j.bioorg.2019.103149},
  url = {https://akademik.atauni.edu.tr/yayinlar/79090-synthesis-biological-evaluation-and-molecular-docking-studies-of-bis-chalcone}
}