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. Author manuscript; available in PMC: 2016 Jul 12.
Published in final edited form as: Curr Opin Mol Ther. 2004 Dec;6(6):657–665.
Study Type Result Reference
Synthesis. Kahalalide F was first isolated from the marine mollusk (Elysia rufescens) and then directly from its algal
diet (Bryopsis pennata). In both cases ethanol extracts were fractioned by silica flash column
chromatography and the eluted peptide mixtures were fractioned by repeated HPLC to yield kahalalide F.
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SAR. SAR data of kahalalide A to G revealed that, of all the peptides, only kahalalide F had significant
biological activity that was lost when its ester bond was hydrolyzed and this cyclic compound was
transformed to its linear form kahalalide G.
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Synthesis. Total synthesis of kahalalide F revealed that the stereochemistry of the linear side chain, particularly of
valines 3 and 4, was essential for biological activity.
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