Cytotoxicity of N-(P-chlorophenyl)-7-hydroxycoumarin -3-yl carboxamide and Ethyl 7-hydroxycoumarin-3-yl Ester

Autor: A. S. Tmamm, F. Z. Mohammed, I. M. El-Deen
Rok vydání: 2019
Předmět:
Zdroj: Asian Journal of Biochemistry, Genetics and Molecular Biology. :1-11
ISSN: 2582-3698
DOI: 10.9734/ajbgmb/2019/v2i130052
Popis: Background: Coumarins (2H-1-benzopyran-2-one), an important class of heterocyclic compounds, and its derivatives can be found in many natural or synthetic drug molecules and possess versatile bioactivities making them important molecules for medical practitioners and medicinal chemists. Aims and Objective: Our study aims to evaluate cytotoxicity of new Coumarin derivatives: N-(P-chlorophenyl)-7-hydroxycoumarin-3-yl carboxamide (comp-3) and Ethyl 7-hydroxycoumarin-3-yl ester (comp-2) against four human cell lines such as human breast cancer (MCF-7), human liver cancer (HEPG-2), human colon cancer (HCT) and human prostate cancer cell (PC-3). Methodology: The ethyl-7-hydroxycoumarin-3-ylester (comp-2) was prepared via cyclocon-densation of 2, 4-dihydroxybenzaldhyde with diethylmalonate in the presence of piperidine under fusion followed by Amonolyses with 4-chloro-aniline in the presence of acid medium under fusion produced the N-(4-chlorophenyl)-7-hydroxycoumarin-3-yl carboxamide (comp-3). Result: The synthesized compounds have potent cytotoxicity against different tumor cell lines (MCF-7, HEPG-2, HCT, and PC-3). Discussion: The compound N-(P-chlorophenyl)-7-hydroxycoumarin-3-yl carboxamide (comp-3) is better than Ethyl 7-hydroxycoumarin-3-yl ester (comp-2) because of the nature of the halogen atom (a chlorine or a bromine atom) in the ‘meta’ position of the phenyl ring relative to the ester oxygen atom of 2-oxo-2H-1-benzopyran- 3-carboxylate led to a better anti-tumor effect than that observed in the absence of any substituent.
Databáze: OpenAIRE