Highly bioactive novel aryl-, benzyl-, and piperazine-selenoureas: synthesis, structural characterization and in vitro biological evaluation

Ziad Moussa, Ranem Kaddoura, Haythem A. Saadeh, Nael Abutaha, Saleh A. Ahmed

Research output: Contribution to journalArticlepeer-review

Abstract

Selenoureas are widespread as useful elements for constructing important species and biologically active molecules. Finding an efficient and straightforward method to prepare this motif and biologically screen derivatives thereof is crucial. Herein, we demonstrate the effectiveness of using ethanol as a solvent in the preparation of various substituted aryl-, benzyl-, and piperazine-selenoureas from isoselenocyanates and amines. The synthetic method includes mild reaction conditions, large substrate scope, and good isolated yields. Biological evaluation of the prepared products on MDA-MB-231 and MCF-7 cancer cell lines revealed several remarkably active compounds (IC50 < 10 μΜ) with the best one exhibiting IC50 values of 1.8 μΜ and 1.2 μΜ observed against the challenging former triple-negative breast cancer cell line and the latter one, respectively. The chemical structures of all new compounds were fully characterized by multinuclear nuclear magnetic resonance (NMR) spectroscopy and high accuracy mass measurements.

Original languageEnglish
Article numbere10709
JournalHeliyon
Volume8
Issue number9
DOIs
Publication statusPublished - Sep 2022
Externally publishedYes

Keywords

  • Isoselenocyanates
  • MCF-7
  • MDA-MB-231
  • Piperazine
  • Pyrimidine
  • Selenoureas

ASJC Scopus subject areas

  • General

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