Design, synthesis and antiproliferative activity evaluation of fluorine-containing chalcone derivatives

BURMAOĞLU S., ANIL D., Gobek A., KILIÇ D., Yetkin D., Duran N., ...Daha Fazla

JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS, cilt.40, sa.8, ss.3525-3550, 2022 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 40 Sayı: 8
  • Basım Tarihi: 2022
  • Doi Numarası: 10.1080/07391102.2020.1848627
  • Dergi Adı: JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, BIOSIS, Chemical Abstracts Core, EMBASE, MEDLINE
  • Sayfa Sayıları: ss.3525-3550
  • Anahtar Kelimeler: Synthesis, Chalcone, MTT, antiproliferative activity, flour effect, BIOLOGICAL EVALUATION, DRUG SOLUBILITY, PREDICTION, ANTICANCER, DOCKING
  • Erzincan Binali Yıldırım Üniversitesi Adresli: Evet

Özet

A series of new chalcones containing fluoro atom at B ring have been designed, synthesized, and evaluated to be antiproliferative activity against a panel of human tumor cell lines. Some of the analogs (8, 9, 12, 45, 46 and 48) displayed powerful antiproliferative effects to certain human tumor cells, but all of them were devoid of any cytotoxicity towards the normal HEK 293. Acridine orange staining data supported that the cytotoxic and antiproliferative effects of the synthesized analogs on tumor cells are mediated through apoptosis. The compounds 12 and 46 manifested concentration-dependent antiproliferative activity in human hepatocellular carcinoma cell lines using an xCELLigence assay. The structures and antiproliferative activity relationship were further supported by in silico molecular docking study of the compounds against tubulin protein which suggests our compounds interference to cell division.