The aim of the present study is to synthesize new benzoxazine and aminomethyl derivatives of eugenol, and to examine the cytotoxicity of the derivatives on MCF-7 cells. 6-Alyl-3-(4-methoxybenzyl-8-methoxy-3,4-dihydro-2H-benzo[e]1,3 oxazine was prepared by Mannich Reaction between eugenol, formaldehyde, and 4-methoxybenzylamine in methanol. 4-Allyl-2-methoxy-6-(4-methoxybenzyl)aminomethylphenol was prepared by hydrolysis of the benzoxazine with hydrochloric acid in 1-propanol followed by treatment with ammonia. The obtained compounds were subjected to cytotoxicity study using MTT assay and calculate the percent of cell viability. As the results, 6-allyl-3-(4-methoxybenzyl-8-methoxy-3,4-dihydro-2H-benzo[e]1,3 oxazine was obtained in 94% yield, while 4-allyl-2-methoxy-6-(4-methoxybenzyl)aminomethylphenol was obtained in 87% yield. The obtained LC50 values of the tested compounds on MCF-7 cancer cell line are respectively 22.5±0.20 and 24.6±0.92 μg/ml.
|Number of pages||5|
|Journal||International Journal of Pharmaceutical and Clinical Research|
|Publication status||Published - 2016|