Synthesis of migrastatin and its macroketone analogue and in vivo FRAP analysis of the macroketone on E-cadherin dynamics

Lo Re, D., Zhou, Y., Nobis, M., Anderson, K. I. and Murphy, P. V. (2014) Synthesis of migrastatin and its macroketone analogue and in vivo FRAP analysis of the macroketone on E-cadherin dynamics. ChemBioChem, 15(10), pp. 1459-1464. (doi: 10.1002/cbic.201402061)

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Publisher's URL: http://dx.doi.org/10.1002/cbic.201402061

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.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Anderson, Professor Kurt and Nobis, Mr Max
Authors: Lo Re, D., Zhou, Y., Nobis, M., Anderson, K. I., and Murphy, P. V.
College/School:College of Medical Veterinary and Life Sciences > School of Cancer Sciences
Journal Name:ChemBioChem
Publisher:Wiley
ISSN:1439-4227
ISSN (Online):1439-7633

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