• Nadezhda Troshkova
  • Larisa Politanskaya
  • Jiaying Wang
  • Maria Niukalova
  • Natalia Boltneva
  • Elena Rudakova
  • Nadezhda Kovaleva
  • Olga Serebryakova
  • Galina Makhaeva
  • Nikita Valuisky
  • Umida Ibragimova
  • Roman Litvinov
  • Denis Babkov
  • Kubanych Usenov
  • Matvey Chertenkov
  • Mikhail Pokrovsky
  • Sergey Cheresiz
  • Andrey Pokrovsky

A large series of 2-arylchromen-4-ones containing from 1 to 3 fluorine atoms or a trifluoromethyl group in the structure was synthesized by condensation of fluorinated 2-hydroxyacetophenones with benzaldehydes in an alkaline medium and subsequent oxidative cyclization of the resulting 2'-hydroxychalcones by action of I2 in DMSO. The cytotoxicity of the obtained compounds was studied in glioblastoma cell line, SNB19, and in a monkey-derived normal kidney epithelium cell line, Vero. In addition, antiglycation activity of the obtained compounds was evaluated. The inhibitory activity of some fluorinated 2-arylchromen-4-ones against acetylcholinesterase, butyrylcholinesterase and carboxylesterase as well their primary antioxidant activity in ABTS and FRAP tests were investigated. Screening of the synthesized compounds for their inhibitory activity against influenza A virus A/Puerto Rico/8/34 (H1N1) in the MDCK cell culture revealed that fluorinated compounds 32, 31 and 39 showed manifest antiviral effects (with IS = 57, 38 and 25 correspondingly) that makes this series of new biologically attractive fluorinated heterocycles promising for further development and in-depth study.

Original languageEnglish
JournalMolecular Diversity
DOIs
StateE-pub ahead of print - 16 Jul 2024
Externally publishedYes

ID: 129787729