Synthesis of a natural chalcone and its prenyl analogs--evaluation of tumor cell growth-inhibitory activities, and effects on cell cycle and apoptosis.

Marta P Neves, Raquel T Lima, Kanthima Choosang, Panee Pakkong, Maria de São José Nascimento, M Helena Vasconcelos, Madalena Pinto, Artur M S Silva, Honorina Cidade

Centro de Química Medicinal da Universidade do Porto-CEQUIMED-UP, Rua Aníbal Cunha 164, PT-4050-047 Porto.

Chemistry & biodiversity 2012 Jun

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Six prenyl (=3-methylbut-2-en-1-yl) chalcones (=1,3-diphenylprop-2-en-1-ones), 2-7, and one natural non-prenylated chalcone, 1, have been synthesized and evaluated for their in vitro growth-inhibitory activity against three human tumor cell lines. A pronounced dose-dependent growth-inhibitory effect was observed for all prenylated derivatives, except for 7. The chalcone possessing one prenyloxy group at C(2'), i.e., 2, was the most active derivative against the three human tumor cell lines (5.9cells and/or they interfered with cell cycle distribution in the MCF-7 cell line. Copyright © 2012 Verlag Helvetica Chimica Acta AG, Zürich.

Citation

Marta P Neves, Raquel T Lima, Kanthima Choosang, Panee Pakkong, Maria de São José Nascimento, M Helena Vasconcelos, Madalena Pinto, Artur M S Silva, Honorina Cidade. Synthesis of a natural chalcone and its prenyl analogs--evaluation of tumor cell growth-inhibitory activities, and effects on cell cycle and apoptosis. Chemistry & biodiversity. 2012 Jun;9(6):1133-43