Chemical Papers

, Volume 71, Issue 8, pp 1463–1469 | Cite as

Synthesis and anticancer activity of new azo compounds containing extended π-conjugated systems

  • Esmail Rezaei-Seresht
  • Erfan Mireskandari
  • Mitra Kheirabadi
  • Hamid Cheshomi
  • Hasan Rezaei-Seresht
  • Leila Sadat Aldaghi
Original Paper
First Online:
Received:
Accepted:
  • 127 Downloads

Abstract

A series of novel azo compounds with extended π-conjugated systems were prepared by azo coupling reaction compounds trans-2-(4′-aminostyryl)-thiophene, 1-(4-aminophenyl)-4-phenyl-1,3-butadiene and 4-amino-4′-methoxystilbene with some phenols. The compounds were evaluated for their cytotoxicity against breast cancer adenocarcinoma (MCF-7), cervix adenocarcinoma (HeLa) and human embryonic kidney (HEK 293) cell lines using the MTT assay. The results showed all derivatives had more toxic effects than tamoxifen. Of all the compounds tested, the azo product obtained from coupling trans-2-(4′-Aminostyryl)-thiophene with 2-naphthol (compound 5b) exhibited the potent in vitro antiproliferative activity with IC50 27 ± 1 and 18 ± 0 µg/mL against MCF-7 and HeLa cell lines, respectively, while it was devoid of any cytotoxicity against normal HEK 293 cells even at 200 µg/mL.

Keywords

Breast cancer MCF-7 Anticancer activity Synthesis Azo compounds 
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Copyright information

© Institute of Chemistry, Slovak Academy of Sciences 2017

Authors and Affiliations

  • Esmail Rezaei-Seresht
    • 1
  • Erfan Mireskandari
    • 1
  • Mitra Kheirabadi
    • 2
  • Hamid Cheshomi
    • 3
  • Hasan Rezaei-Seresht
    • 4
  • Leila Sadat Aldaghi
    • 3
  1. 1.Department of Chemistry, School of SciencesHakim Sabzevari UniversitySabzevarIran
  2. 2.Department of Biology, School of SciencesHakim Sabzevari UniversitySabzevarIran
  3. 3.Cellular and Molecular Research CenterSabzevar University of Medical SciencesSabzevarIran
  4. 4.Traditional and Complementary Medicine Research CenterSabzevar University of Medical SciencesSabzevarIran

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