2. Academic Validation
  3. Synthesis and biological evaluation of new coumarins bearing 2,4-diaminothiazole-5-carbonyl moiety

Synthesis and biological evaluation of new coumarins bearing 2,4-diaminothiazole-5-carbonyl moiety

  • Eur J Med Chem. 2018 Jul 15:155:483-491. doi: 10.1016/j.ejmech.2018.06.015.
Adileh Ayati 1,  Tayebeh Oghabi Bakhshaiesh 2,  Setareh Moghimi 1,  Rezvan Esmaeili 2,  Keivan Majidzadeh-A 2,  Maliheh Safavi 3,  Loghman Firoozpour 1,  Saeed Emami 4,  Alireza Foroumadi 5
Affiliations

Affiliations

  • 1 The Institute of Pharmaceutical Sciences (TIPS), Tehran University of Medical Sciences, Tehran, Iran.
  • 2 Genetics Department, Breast Cancer Research Center, Motamed Cancer Institute, ACECR, Tehran, Iran.
  • 3 Department of Biotechnology, Iranian Research Organization for Science and Technology, P. O. Box 3353-5111, Tehran, Iran.
  • 4 Department of Medicinal Chemistry and Pharmaceutical Sciences Research Center, Faculty of Pharmacy, Mazandaran University of Medical Sciences, Sari, Iran. Electronic address: semami@mazums.ac.ir.
  • 5 The Institute of Pharmaceutical Sciences (TIPS), Tehran University of Medical Sciences, Tehran, Iran; Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran. Electronic address: aforoumadi@tums.ac.ir.
PMID: 29908441 DOI: 10.1016/j.ejmech.2018.06.015
Abstract

A series of new coumarin-containing compounds 3a-l and 4a-c was designed and synthesized based on the chalcone-type 4-amino-5-cinnamoylthiazole scaffold 2, and screened for their in vitro Anticancer and antioxidant activities. Representatively, the 2-thiomorpholinothiazole derivative 3k with IC50 values of 7.5-16.9 μg/ml demonstrated good cytotoxic effects against tested cell lines MCF-7, HepG2 and SW480. Further investigation by flow cytometric analysis confirmed that this compound induces apoptotic cell death in MCF-7 cells and cause G1-phase arrest in the cell cycle. Moreover, most of compounds had intrinsic potential for radical scavenging activity and ferric-reducing power as investigated by DPPH and FRAP assays.

Keywords

Anticancer; Antioxidant; Coumarin; Cytotoxic activity; Thiazole.

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