title: Protection-group-free semisyntheses of parthenolide and its cyclopropyl analogue.
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.
authors.affiliation: The State Key Laboratory of Medicinal Chemical Biology, Synergetic Innovation Center of Chemical Science and Engineering (Tianjin), College of Pharmacy, and Tianjin Key Laboratory of Molecular Drug Research, Nankai University , Tianjin 300071, People's Republic of China.
authors.forename: Jing
authors.initials: J
authors.lastname: Long
authors.forename: Ya-Hui
authors.initials: YH
authors.lastname: Ding
authors.forename: Pan-Pan
authors.initials: PP
authors.lastname: Wang
authors.forename: Quan
authors.initials: Q
authors.lastname: Zhang
authors.forename: Yue
authors.initials: Y
authors.lastname: Chen
mesh_terms: D017209:Apoptosis; D045744:Cell Line, Tumor; D003521:Cyclopropanes / Q000737:chemistry*; D006801:Humans; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry*; D007783:Lactones
chemical_list: D003521:Cyclopropanes; D012717:Sesquiterpenes; C002669:parthenolide; C002602:costunolide; D007783:Lactones