Synthesis and Antitumor Invasive Activity of Novel Ionone Alkaloid Derivatives
Hai-Jun Fang, Qian Liu, Chun-Chun Gan, Mei-Na Jin, Nan Qin and Hong-Quan Duan
Affiliation: Research Center of Basic Medical Sciences, Tianjin Medical University, Tianjin 300070, People's Republic of China.
Keywords: Antitumor metastasis, Breast cancer cells, Derivative synthesis, Invasion assay, Ionone alkaloid, (E)-4-(3-[(4-
fluorobenzyl)(methyl)amino]but-1-en-1-yl)-3, 5, 5-trimethylcyclohex-2-en-1-one.
Two series of new ionone alkaloid derivatives were synthesized and evaluated for antitumor invasive activities
in human MDA-MB-231 breast cancer cells. The structures of derivatives were elucidated by 1H, 13C NMR and mass
spectrometric methods. Ionone alkaloid derivatives 1a, 1c, 1d, 4i, 4j and 4k revealed significant inhibitory effects on the
invasion of MDA-MB-231 cells in invasion assay, and compound 4j bearing a 4-fluoro benzene group of ionone alkaloid
exhibited potent anti-invasive activity with an IC50 value of 0.054 µM.
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