%0 Journal Article
%T Synthesis and Biological Evaluation of Apigenin Derivatives as Antibacterial and Antiproliferative Agents
%A Rui Liu
%A Hongchi Zhang
%A Maosen Yuan
%A Jiao Zhou
%A Qin Tu
%A Jian-Jun Liu
%A Jinyi Wang
%J Molecules
%D 2013
%I MDPI AG
%R 10.3390/molecules180911496
%X Two series of apigenin [5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one] derivatives, 3a¨C 3j and 4a¨C 4j, were synthesized. The apigenin and alkyl amines moieties of these compounds were separated by C 2 or C 3 spacers, respectively. The chemical structures of the apigenin derivatives were confirmed using 1H-NMR, 13C-NMR, and electrospray ionization mass spectroscopy. The in vitro antibacterial and antiproliferative activities of all synthesized compounds were determined. Among the tested compounds, 4a¨C 4j displayed significant antibacterial activity against the tested strains ( Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Pseudomonas aeruginosa). Additionally, 4i showed the best inhibitory activity with minimum inhibitory concentrations of 1.95, 3.91, 3.91, and 3.91 ¦Ìg/mL against S. aureus, B. subtilis, E. coli, and P. aeruginosa, respectively. The antiproliferative activity of the apigenin derivatives was evaluated by an MTT [3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide] assay. We determined that 4a¨C 4j displayed better growth inhibition activity against four human cancer cell lines, namely, human lung (A549), human cervical (HeLa), human hepatocellular liver (HepG2), and human breast (MCF-7) cancer cells, than the parent apigenin. Compound 4j was found to be the most active antiproliferative compound against the selected cancer cells. Structure-activity relationships were also discussed based on the obtained experimental data.
%K synthesis
%K biological evaluation
%K apigenin derivatives
%K antibacterial activity
%K antiproliferative activity
%K MTT assay
%U http://www.mdpi.com/1420-3049/18/9/11496