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B-Ring-Aryl Substituted Luotonin A Analogues with a New Binding Mode to the Topoisomerase 1-DNA Complex Show Enhanced Cytotoxic Activity

Figure 2

Preparation of synthetic precursors.

Compounds 1ad are commercially available. Compound 1e was prepared by bromination of 1c, using a literature method. Compounds 1f and 1g were prepared by addition of 3,5-dimethylphenylmagnesium bromide to the corresponding 2-aminobenzonitrile derivative to generate an imine that was hydrolyzed in situ by addition of acid.

Figure 2

doi: https://doi.org/10.1371/journal.pone.0095998.g002