Uses of 3-(2-Bromoacetyl)-2H-chromen-2-one in the Synthesis of Heterocyclic Compounds Incorporating Coumarin: Synthesis, Characterization and Cytotoxicity

Molecules

Rafat M. Mohareb²  Nadia Y. MegallyAbdo¹ 

[1] Chemistry Department, Faculty of Education, Alexandria University, Alexandria 21526, Egypt; E-Mail:;Chemistry Department, Faculty of Science, Cairo University, Giza 12613, Egypt

关键词: coumarin;    pyran;    pyridine;    thiazole;    pyrazole;    cytotoxicity;   

DOI  :  10.3390/molecules200611535

来源: mdpi

【 摘 要 】

In this work, 3-bromoacetylcoumarin was used as the key starting material for the synthesis of pyran, pyridine, thiophene, thiazole and pyrazole derivatives through its reaction with different reagents. The structures of the newly synthesized compounds were confirmed on the basis of their spectral data and elemental analyses. All of the synthesized compounds were screened for their in vitro anticancer activity against six human cancer cell lines, namely: human gastric cancer (NUGC), human colon cancer (DLD1), human liver cancer (HA22T and HEPG2), nasopharyngeal carcinoma (HONE1), human breast cancer (MCF) and normal fibroblast cells (WI38). The IC₅₀ values (the sample concentration that produces 50% reduction in cell growth) in nanomolars (nM)) showed most of the compounds exhibited significant cytotoxic effect. Among these derivatives, compound 6d showed almost equipotent cytotoxic activity against NUGC (IC₅₀ = 29 nM) compared to the standard CHS 828 (IC₅₀ = 25 nM).

【 授权许可】

CC BY   
© 2015 by the authors; licensee MDPI, Basel, Switzerland.