Protection-Group-Free Semisyntheses of Parthenolide and Its Cyclopropyl Analogue
The Journal of Organic Chemistry2013Vol. 78(20), pp. 10512–10518
Citations Over TimeTop 20% of 2013 papers
Abstract
Parthenolide showed extensive bioactivities including selective eradication of AML stem cells. Herein we report protection-free semisyntheses of parthenolide and its cyclopropyl analogue (compound 10) from the abundant natural product costunolide with an overall yield of 55 and 60%, respectively. Compound 10 was more stable than parthenolide, and it maintained comparable activities against AML cell lines and AML stem cells. Therefore, compound 10 might be a superior small molecule than parthenolide as a tool for investigation of cancer stem cell biology.
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