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The University of Southampton

Research project: Harrowven: Total Syntheses of (–)-Colombiasin A and (–)-Elisapterosin B

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Our unified total syntheses of the complex marine natural products (–)-elisapterosin B and (–)-colombiasin A has received much acclaim.

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Key features are the reagent-free sequence to transform vinylcyclobutenone A into colombiasin A tert- butyl ether C and the tandem cycloaddition-deprotection sequence to transform quinone B into (–)-elisapterosin B.

Colombiasin A and elisapterosin B were discovered by Rodriguez et al. in the gorgonian octacoral Pseudopterogorgia elisabethae and their structures reported in 2000. The latter exhibits strong antiplasmodial activity against Plasmodium falciparum, the parasite responsible for the most severe forms of malaria.

Related research groups

Organic Chemistry: Synthesis, Catalysis and Flow
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