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

• DOI: 10.1016/j.ejmech.2018.06.015
• Publication Date: 2018-06-07T07:07:33Z
• Authors: Adileh Ayati; Tayebeh Oghabi Ba...; Setareh Moghimi; Rezvan Esmaeili; Keivan Majidzadeh-A; Maliheh Safavi; Loghman Firoozpour; Saeed Emami; Alireza Foroumadi
• Keywords: Moiety

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.