Rapid synthesis and zebrafish evaluation of a phenanthridine-based small molecule library

Lauren R. Donaldson, Stephen Wallace, David Haigh, E Elizabeth Patton, A. N. Hulme

Research output: Contribution to journalArticlepeer-review

Abstract

A Heck cyclisation approach is described for the rapid synthesis of a library of natural product-like small molecules, based on the phenanthridine core. The synthesis of a range of substituted benzylamine building blocks and their incorporation into the library is reported, together with a highly selective cis-dihydroxylation protocol that enables access to the target compounds in an efficient manner. Biological evaluation of the library using zebrafish phenotyping has led to the discovery of compound 20c, a novel inhibitor of early-stage zebrafish embryo development.
Original languageEnglish
Article number10.1039/c0ob00449a
Pages (from-to)2233–2239
Number of pages7
JournalOrganic & Biomolecular chemistry
Volume9
DOIs
Publication statusPublished - 2011

Keywords

  • small molecule library
  • zebrafish
  • Heck reaction

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