Crystal Structure, Synthesis and Biological Activity of Ether and Ester <i>Trans</i>-Ferulic Acid Derivatives
Crystal Structure, Synthesis and Biological Activity of Ether and Ester <i>Trans</i>-Ferulic Acid Derivatives作者机构:Instituto de Química Universidad Nacional Autónoma de México Ciudad de México México Escuela Nacional de Ciencias Biológicas Instituto Politécnico Nacional México City México Departamento de Farmacia División de Ciencias Naturales y Exactas Universidad de Guanajuato Guanajuato México
出 版 物:《International Journal of Organic Chemistry》 (有机化学国际期刊(英文))
年 卷 期:2018年第8卷第4期
页 面:359-377页
主 题:Trans-Ferulic Acid Crystal Structures Antioxidant Activity Antitumor Scavenging Free-Radicals
摘 要:The structures of methoxymethyl (E)-3-(4-hydroxy-3-methoxyphenyl)acrylate, 2;(E)-3-(3-methoxy-4-(methoxymethoxy)phenyl)acrylic acid, 3;methyl (E)- 3-(4-(benzyloxy)-3-methoxyphenyl)acrylate, 4;benzyl (E)-3-(4-(benzyloxy)- 3-methoxyphenyl)acrylate, 6;and (E)-3-(4-(benzyloxy)-3-methoxyphenyl)- acrylic acid, 7;were established by spectroscopic and X-ray diffraction studies. Structure 2 is a new com-pound. Compounds with free phenolic hydroxyls ***. methyl (E)-3-(4-hydroxy-3-methoxyphenyl)acrylate 1, 2 and ben-zyl(E)-3-(4-hydroxy-3-methoxyphenyl)acrylate 5, showed scavenging free- radical and antioxidant activity while moderate scavenging free-radical was observed in compound 3. Moderate inhibition of lipid peroxidation was observed for 7. Compound 5 exerted significant inhibition of cell growth in PC-3, K562 tumor cell lines and 4 exhibited the largest cytotoxic effect upon the K562 cell line.