Synthesis and Characterization of Some New Coumarin Derivatives as Probable Breast Anticancer MCF-7 Drugs
نویسندگان
چکیده
This study aimed to synthesize quinolinone derivatives and investigate their cytotoxic activity. The compound 1-azacoumarin-3-carboxylic acid (2-oxo-1H-quinoline-3-carboxylic acid) was obtained via the cyclocondensation of 2-hydroxybenzaldehyde with diethyl malonate in base catalyst give ethyl coumarin-3-carboxylate, followed by ammonolysis ester (ethyl coumarin-3-carboxylate) ammonia presence anhydrous potassium carbonate. Treatment 2-oxo-1H-quinoline-3-carboxylic acetic anhydride, cinnamaldehyde, cinnamic methyl 5-phenyl-2-cyano-2,4-pentadienoate under different conditions led formation 1 (substituted) aza coumarin-3-carboxylic acids (1-N-(acetyl)-azacoumarin-3-carboxylic acid, 1-N-(2-Formyl-1-phenyl) vinyl-azacoumarin-3-carboxylic acids, 1-N-[2-(Hydroxy) carbonyl-1-(Phenyl) vinyl]-azacoumarin-3-carboxylic 1-N-(4-Cyano-5-methoxy-5-oxo-1-Phenylpenta-1,3-diene-1-y)-azacoumarin-3-carboxylic 284 acid), respectively. structures synthesized 1-(substituted) azacoumarin-3-carboxylic were confirmed based on spectroscopic methods (IR NMR), along elemental analyses. Interestingly 6 demonstrated probable impacts as an anti-cancer drug against MCF-7 cell line. mechanism action assessed using a flow cytometric assay. outcomes revealed that could arrest cycle at G2/M phase pre-G1 apoptosis.
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ژورنال
عنوان ژورنال: Crystals
سال: 2021
ISSN: ['2073-4352']
DOI: https://doi.org/10.3390/cryst11050565