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Synthesis and Biological Evaluation of New Coumarins Bearing 2,4-Diaminothiazole-5-Carbonyl Moiety Publisher Pubmed



Ayati A1 ; Oghabi Bakhshaiesh T2 ; Moghimi S1 ; Esmaeili R2 ; Majidzadeha K2 ; Safavi M3 ; Firoozpour L1 ; Emami S4 ; Foroumadi A1, 5
Authors
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Authors Affiliations
  1. 1. The Institute of Pharmaceutical Sciences (TIPS), Tehran University of Medical Sciences, Tehran, Iran
  2. 2. Genetics Department, Breast Cancer Research Center, Motamed Cancer Institute, ACECR, Tehran, Iran
  3. 3. Department of Biotechnology, Iranian Research Organization for Science and Technology, P. O. Box 3353-5111, Tehran, Iran
  4. 4. Department of Medicinal Chemistry and Pharmaceutical Sciences Research Center, Faculty of Pharmacy, Mazandaran University of Medical Sciences, Sari, Iran
  5. 5. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran

Source: European Journal of Medicinal Chemistry Published:2018


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. © 2018 Elsevier Masson SAS