New Theonellapeptolides from Indonesian Marine Sponge Theonella swinhoei as Anti-Austerity Agents

Abstract

We reported three new members of the theonellapeptolide family from theonellapeptolide II series, namely theonellapeptolides IIb (<b>1</b>), IIa (<b>2</b>), IIc (<b>3</b>), and three known members-IId (<b>4</b>), IIe (<b>5</b>), and Id (<b>6</b>)-from Kodingarengan marine sponge <i>Theonella swinhoei</i> collected in Makassar, Indonesia. The structures of tridecadepsipeptides <b>1</b>-<b>3</b>, including the absolute configurations of their amino acids, were determined by the integrated NMR and tandem MS analyses followed by Marfey's analysis. To the best of our knowledge, <b>1</b> and <b>2</b> are the first theonellapeptolide-type compounds to have a valine residue with _D configuration at residue position 6. The isolated theonellapeptolide-type compounds <b>1</b>-<b>6</b> showed selective cytotoxic activity against human pancreatic MIA PaCa-2 cancer cells in a nutrient-deprived medium. Among them, the most potent preferential cytotoxicity was observed in new theonellapeptolide IIc (<b>3</b>) and known IId (<b>4</b>), IIe (<b>5</b>), and Id (<b>6</b>).

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