Acta Chimica Slovenica (Jan 2016)

Study on the synthesis, characterization and bioactivities of 3-methyl-9′-fluorenespiro-5-hydantoin

  • Petja Emilova Marinova,
  • Marin Marinov,
  • Maria Kazakova,
  • Yana Feodorova,
  • Alexander Slavchev,
  • Denica Blazheva,
  • Danail Georgiev,
  • Plamen Penchev,
  • Victoria Sarafian,
  • Neyko Stoyanov

DOI
https://doi.org/10.17344/acsi.2015.1591
Journal volume & issue
Vol. 63, no. 1
pp. 26 – 32

Abstract

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This work describes a method for synthesis, as well as in vitro antiproliferative and antibacterial investigation of 3-methyl-9′-fluorenespiro-5-hydantoin. The structure of the substituted fluorenylspirohydantoin derivative was verified by UV-Vis, FT-IR, Raman, 1H-NMR and 13C-NMR spectroscopy, and by using a combination of 2D NMR experiments, which included 1H-1H COSY, HMQC and HMBC sequences. The geometry of the compound was optimized by the B3LYP density functional with 6-31G(d) basis set and the 1H and 13C NMR spectra were predicted with the HF/6-31G(d) calculations at the optimized geometry. The anticancer activity of the 3-methyl-9′-fluorenespiro-5-hydantoin was determined in suspension cell lines originating from tumors in humans (WERI-Rb-1). The cytotoxic effect was evaluated by WST-assay (Roche Applied Science). The antimicrobial effect of the compound against Gram-negative, Gram-positive bacteria and the yeast Candida albicans was investigated.

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