Peer-Reviewed Journal Details
Mandatory Fields
Lo Re, D,Zhou, Y,Nobis, M,Anderson, KI,Murphy, PV
2014
July
Chembiochem
Synthesis of Migrastatin and its Macroketone Analogue and In Vivo FRAP Analysis of the Macroketone on E-Cadherin Dynamics
Published
Altmetric: 2WOS: 8 ()
Optional Fields
antiproliferation cell adhesion cell-migration inhibitors E-cadherin photobleaching CELL-MIGRATION INHIBITORS WADSWORTH-EMMONS REACTION TUMOR-METASTASIS ETHYL (DIARYLPHOSPHONO)ACETATES MOLECULAR-DYNAMICS POTENT INHIBITORS PANCREATIC-CANCER MACROLIDE CORE REAL-TIME GENE
15
1459
1464
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.
10.1002/cbic.201402061
Grant Details
Publication Themes