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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 (1), IIa (2), IIc (3), and three known members-IId (4), IIe (5), and Id (6)-from Kodingarengan marine sponge Theonella swinhoei collected in Makassar, Indonesia. The structures of tridecadepsipeptides 1-3, 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, 1 and 2 are the first theonellapeptolide-type compounds to have a valine residue with D configuration at residue position 6. The isolated theonellapeptolide-type compounds 1-6 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 (3) and known IId (4), IIe (5), and Id (6).

SUBMITTER: Haedar JR 

PROVIDER: S-EPMC9697519 | biostudies-literature | 2022 Oct

REPOSITORIES: biostudies-literature

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New Theonellapeptolides from Indonesian Marine Sponge <i>Theonella swinhoei</i> as Anti-Austerity Agents.

Haedar Jabal Rahmat JR   Uria Agustinus Robert AR   Lallo Subehan S   Dibwe Dya Fita DF   Wakimoto Toshiyuki T  

Marine drugs 20221025 11

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  ...[more]

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