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Facile Synthesis and Antiproliferative Activity of 7H-Benzo[7,8]Chromeno[2,3-D]Pyrimidin-8-Amines Publisher Pubmed



Akrami H1 ; Safavi M2 ; Mirjalili BF1 ; Dehghani Ashkezari M3 ; Dadfar F3 ; Mohaghegh N1 ; Emami S4 ; Salehi F5 ; Nadri H6 ; Ardestani SK5 ; Firoozpour L7 ; Khoobi M8, 9 ; Foroumadi A7, 8
Authors
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Authors Affiliations
  1. 1. Department of Chemistry, College of Science, Yazd University, Yazd, 8915813149, Iran
  2. 2. Department of Biotechnology, Iranian Research Organization for Science and Technology (IROST), Tehran, Iran
  3. 3. Department of Biology, Ashkezar Branch, Islamic Azad University, Ashkezar, Iran
  4. 4. Department of Medicinal Chemistry and Pharmaceutical Sciences Research Center, Faculty of Pharmacy, Mazandaran University of Medical Sciences, Sari, Iran
  5. 5. Institute of Biochemistry and Biophysics, Department of Biochemistry, University of Tehran, Tehran, Iran
  6. 6. Faculty of Pharmacy, Shahid Sadoughi University of Medical Sciences, Yazd, Iran
  7. 7. Drug Design and Development Research Center, Tehran University of Medical Sciences, Tehran, Iran
  8. 8. Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Iran
  9. 9. Department of Pharmaceutical Biomaterials and Medical Biomaterials Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran

Source: European Journal of Medicinal Chemistry Published:2017


Abstract

A series of 7H-benzo[7,8]chromeno[2,3-d]pyrimidin-8-amines 6a-t were synthesized as new potential antiproliferative agents. The in vitro antiproliferative activity evaluation of title compounds using MTT assay revealed that most compounds showed significant activity against tested cancer cell lines (A549, MOLT-4, and HeLa). The 2-fluoro-aniline derivatives 6e and 6l were the most active compounds against A549 and MOLT-4 cells, respectively. The benzylamine analog 6h showed superior activity against HeLa cells. However, compound 6l with IC50values of 5.2–6.9 μM had the best profile of activity against all tested cell lines. The morphological and flow cytometric analyses showed that compound 6l can induce apoptosis in the MOLT-4 cells. © 2016 Elsevier Masson SAS