Faculty of Science, Department of Organic Chemistry, NCCR Chemical Biology, University of Geneva, Geneva, Switzerland.
J Antibiot (Tokyo). 2018 Feb;71(2):248-256. doi: 10.1038/ja.2017.132. Epub 2017 Nov 1.
Deoxyelephantopin is a sesquiterpene lactone that was reported to be as effective in the treatment of mammary tumours and lung metastasis as taxol based on a murine orthotopic cancer model. Its germacrene skeleton harbours three Michael acceptors that can potentially engage a target covalently. Its strained 10-membered ring is densely functionalised and represents an important synthetic challenge. We herein describe our studies towards deoxyelephantopins using a ring-closing metathesis approach and report some unexpected observations.
脱氧土贝母酮是一种倍半萜内酯，据报道，在基于鼠原位癌症模型的治疗中，它与紫杉醇一样有效治疗乳腺癌和肺转移。其倍半萜骨架含有三个迈克尔受体，可能与靶标发生共价结合。其张力 10 元环高度官能化，是一个重要的合成挑战。我们在此使用环 closing metathesis 方法描述了我们对脱氧土贝母酮的研究，并报告了一些意外的观察结果。
