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One-pot synthesis, anti-tumor evaluation and structure-activity relationships of novel 25-OCH 3 -PPD derivatives.
MedChemComm 2017 September 2
Based on the fact that 25-OCH3 -PPD, a natural ginsengenin isolated from the leaves of Panax ginseng , is a promising lead compound, novel 25-OCH3 -PPD derivatives were synthesized to find more potent anti-tumor agents by a simple and facile synthetic method. These derivatives were classified into three types and screened for their cytotoxic activities against seven human cancer cell lines. Compared with 25-OCH3 -PPD, compounds a5 , a7 , b5 and b7 exhibited higher anti-tumor activities on all tested cell lines with almost 5-fold to 15-fold increases. In particular, compound a7 showed the greatest cytotoxic activity against α-2 cells (IC50 = 2.4 ± 0.4 μM). The preliminary study on the mechanisms indicated that compound a7 could induce α-2 cell apoptosis. Structure-activity relationships demonstrated that the carbon-carbon double bond at the C-20 position could enhance the antiproliferative activity. In conclusion, the novel derivatives a5 , a7 , b5 and b7 could be further studied as potential candidates for the treatment of cancer. This research provides a theoretical reference for the exploration of new antiproliferative agents.
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