Synthesis and cytotoxic activity of a series of diacetylenic compounds related to falcarindiol |
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Authors: | Setzer W N Gu X Wells E B Setzer M C Moriarity D M |
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Institution: | Department of Chemistry, University of Alabama in Huntsville, 35899, USA. wsetzer@matsci.uah.edu |
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Abstract: | The synthesis of a series of diacetylenic compounds related to the natural product falcarindiol has been carried out. Unsymmetrical diacetylenes were prepared by a modification of the Cadiot-Chodkiewicz coupling reaction, while a Glaser coupling was used to prepare symmetrical diacetylenes. These compounds have been tested for in vitro cytotoxic activity against Hep-G2, and H-4-II-E cell lines. Diacetylenes with additional unsaturation at C-1, 2, appended with hydroxyl groups at C-3 and C-8, or with long hydrophobic chains, exhibited IC50 values in the micromolar range. |
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