Synthesis and anticancer activity of thiourea derivatives bearing a benzodioxole moiety with EGFR inhibitory activity, apoptosis assay and molecular docking study

  • Eur J Med Chem. 2020 Jul 15;198:112363. doi: 10.1016/j.ejmech.2020.112363.
Samir Y Abbas  1 ,  Reem A K Al-Harbi  2 ,  Marwa A M Sh El-Sharief  3
Affiliations
  • 1. Organometallic and Organometalloid Chemistry Department, National Research Centre, Cairo, Egypt. Electronic address: [email protected].
  • 2. Department of Chemistry, Faculty of Science, Taibah University, Almadinah Almunawarrah, Saudi Arabia.
  • 3. Applied Organic Chemistry Department, National Research Centre, Cairo, Egypt; Faculty of Science and Arts, Mohail Asser, King Khalid University, Saudi Arabia.
PMID: 32361329 DOI: 10.1016/j.ejmech.2020.112363
Abstract

New thiourea derivatives bearing a benzodioxole moiety were synthesized via the reaction of 5-isothiocyanatobenzodioxole with amino compounds such as aromatic amines, sulfa drugs, heterocyclic amines, hydrazines and hydrazides. The Anticancer activity of the synthesized thiourea derivatives was examined against HCT116, HepG2 and MCF-7 Cancer cell lines. Most of thiourea derivatives revealed significant cytotoxic effect, in some cases greater than the doxorubicin. As example, IC50 values of N1,N3-disubstituted-thiosemicarbazone 7 were 1.11, 1.74 and 7.0 μM for HCT116, HepG2 and MCF7, respectively; IC50 values of doxorubicin were 8.29, 7.46 and 4.56 μM, respectively. The Anticancer mechanisms were studied via EGFR inhibition and Apoptosis assessments, as well as molecular docking.

Keywords
Anticancer activity; Benzo[d][1,3]; Benzodioxole; Cytotoxic; Dioxol-5-yl; Thiourea.
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