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.
Citation
Donaldson, L.R., Wallace, S., Haigh, D., Patton, E.E., and Hulme, A.N. (2011) Rapid synthesis and zebrafish evaluation of a phenanthridine-based small molecule library. Organic & biomolecular chemistry. 9(7):2233-9.
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
Expression
Phenotype
Mutations / Transgenics
Human Disease / Model
Sequence Targeting Reagents
Fish
Orthology
Engineered Foreign Genes
Mapping