Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1394031 | European Journal of Medicinal Chemistry | 2015 | 10 Pages |
•We describe two synthetic approaches to the alkaloid boehmeriasin A.•Anti-proliferative activity in 5 cell lines indicates activity at the nanomolar range.•Topoisomerases and SIRT2 are identified as biological targets.•Experimental data are supported by docking studies.
Two synthetic approaches to boehmeriasin A are described. A gram scale racemic preparation is accompanied by an efficient preparation of both the pure enantiomers using the conformationally stable 2-piperidin-2-yl acetaldehyde as starting material. The anti-proliferative activity in three cancer cell lines (CEM, HeLa and L1210) and two endothelial cell lines (HMEC-1, BAEC) indicates promising activity at the nanomolar range. Topoisomerases and SIRT2 are identified as biological targets and the experimental data has been supported by docking studies.
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