Synthesis of Migrastatin and its Macroketone Analogue and In Vivo FRAP Analysis of the Macroketone on E‐Cadherin Dynamics |
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| Authors: | Dr. Daniele Lo Re Dr. Ying Zhou Max Nobis Prof. Kurt I. Anderson Prof. Paul V. Murphy |
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| Affiliation: | 1. School of Chemistry, National University of Ireland, Galway, University Road, Galway (Ireland);2. The Beatson Institute for Cancer Research, Garscube Estate, Glasgow G61 1BD (UK) |
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| Abstract: | An efficient and scalable synthesis of a key acyclic intermediate used for the preparation of migrastatin and its macroketone analogue is described; Brown alkoxyallylation is the key step for this synthesis. The macroketone was prepared on 100 mg scale by this route. Treatment of invasive pancreatic cancer cells grown on a cell‐derived matrix or as subcutaneous tumours in nude mice with the macroketone inhibited E‐cadherin dynamics in a manner consistent with increased cell adhesion and reduced invasive potential. |
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| Keywords: | antiproliferation cell adhesion cell‐migration inhibitors E‐cadherin photobleaching |
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