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Issue 7, 2011
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Rapid synthesis and zebrafish evaluation of a phenanthridine-based small molecule library

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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.

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

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Publication details

The article was received on 19 Jul 2010, accepted on 20 Dec 2010 and first published on 21 Dec 2010


Article type: Paper
DOI: 10.1039/C0OB00449A
Citation: Org. Biomol. Chem., 2011,9, 2233-2239
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    Rapid synthesis and zebrafish evaluation of a phenanthridine-based small molecule library

    L. R. Donaldson, S. Wallace, D. Haigh, E. E. Patton and A. N. Hulme, Org. Biomol. Chem., 2011, 9, 2233
    DOI: 10.1039/C0OB00449A

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