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.
Current Organic Synthesis
Title:β-Aryl-ς-Hydroxy-γ-Lactones: Synthesis, Structural Analysis and Cytotoxic Activity
Volume: 13 Issue: 6
Author(s): Barbara Gawdzik, Alicja Wzorek, Angelika Kamizela, Mariusz Urbaniak, Witold Gladkowski, Magdalena Lis, Bozena Obminska-Mrukowicz and Agata Bialonska
Affiliation:
Keywords: Lactones, epoxyesters, aromatic ring, diastereoisomers, hydroxlactonization, antiproliferative activity.
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.
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Gawdzik Barbara, Wzorek Alicja, Kamizela Angelika, Urbaniak Mariusz, Gladkowski Witold, Lis Magdalena, Obminska-Mrukowicz Bozena and Bialonska Agata, β-Aryl-ς-Hydroxy-γ-Lactones: Synthesis, Structural Analysis and Cytotoxic Activity, Current Organic Synthesis 2016; 13 (6) . https://dx.doi.org/10.2174/1570179413666151218201553
DOI https://dx.doi.org/10.2174/1570179413666151218201553 |
Print ISSN 1570-1794 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6271 |
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