Synthesis and cytotoxic activity of a series of diacetylenic compounds related to falcarindiol.
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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Department of Chemistry, University of Alabama in Huntsville, 35899, USA. wsetzer@matsci.uah.edu
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D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D053280:Diynes; D004354:Drug Screening Assays, Antitumor; D005233:Fatty Alcohols / Q000138:chemical synthesis* / Q000494:pharmacology; D006801:Humans; D010946:Plants, Medicinal / Q000737:chemistry; D014407:Tumor Cells, Cultured
D000970:Antineoplastic Agents; D053280:Diynes; D005233:Fatty Alcohols; C034379:falcarindiol