Current Organic Synthesis

Author(s): Barbara Gawdzik, Alicja Wzorek, Angelika Kamizela, Mariusz Urbaniak, Witold Gladkowski, Magdalena Lis, Bozena Obminska-Mrukowicz and Agata Bialonska

DOI: 10.2174/1570179413666151218201553

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β-Aryl-ς-Hydroxy-γ-Lactones: Synthesis, Structural Analysis and Cytotoxic Activity

Page: [901 - 906] Pages: 6

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Abstract

A series of epoxyesters were lactonized by HClO4 to give corresponding ς-hydroxy-γ-lactones as a mixture of diastereoisomers: trans and cis. The mixtures of products were separated via column chromatography. The lactones synthesized were screened for anticancer activity against D17 and U2-OS cell lines. Only the trans isomer with naphthyl ring was found to exhibit significant activity against both cell lines.

Keywords: Lactones, epoxyesters, aromatic ring, diastereoisomers, hydroxlactonization, antiproliferative activity.

Graphical Abstract