Synthesis of Migrastatin and its Macroketone Analogue and In Vivo FRAP Analysis of the Macroketone on E‐Cadherin Dynamics. Issue 10 (11th June 2014)

• Record Type: Journal Article
• Authors: Lo Re, Daniele; Zhou, Ying; Nobis, Max; Anderson, Kurt I.; Murphy, Paul V.
• Is Part Of: Chembiochem. Volume 15:Issue 10(2014)
• Page Start: 1459
• Page End: 1464
• Publication Date: 2014-06-11
• Subjects: Biochemistry -- Periodicals; Molecular biology -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1002/cbic.201402061
• Languages: English
• ISSNs: 1439-4227

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>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.</p> </abstract>