PUBLICATION

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

Authors
Donaldson, L.R., Wallace, S., Haigh, D., Patton, E.E., and Hulme, A.N.
ID
ZDB-PUB-110214-11
Date
2011
Source
Organic & biomolecular chemistry   9(7): 2233-9 (Journal)
Registered Authors
Patton, E. Elizabeth
Keywords
none
MeSH Terms
  • Animals
  • Cyclization
  • Gene Expression Regulation, Developmental/drug effects
  • Molecular Structure
  • Phenanthridines/chemical synthesis*
  • Phenanthridines/pharmacology
  • Small Molecule Libraries/chemical synthesis*
  • Small Molecule Libraries/pharmacology
  • Time Factors
  • Zebrafish*/embryology
PubMed
21298172 Full text @ Org. Biomol. Chem.
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.
Genes / Markers
Figures
Expression
Phenotype
Mutations / Transgenics
Human Disease / Model
Sequence Targeting Reagents
Fish
Antibodies
Orthology
Engineered Foreign Genes
Mapping