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Discovery of Ircinianin Lactones B and C-Two New Cyclic Sesterterpenes from the Marine Sponge Ircinia wistarii.


ABSTRACT: Two new ircinianin-type sesterterpenoids, ircinianin lactone B and ircinianin lactone C (7 and 8), together with five known entities from the ircinianin compound family (1, 3-6) were isolated from the marine sponge Ircinia wistarii. Ircinianin lactones B and C (7 and 8) represent new ircinianin terpenoids with a modified oxidation pattern. Despite their labile nature, the structures could be established using a combination of spectroscopic data, including HRESIMS and 1D/2D NMR techniques, as well as computational chemistry and quantum-mechanical calculations. In a broad screening approach for biological activity, the class-defining compound ircinianin (1) showed moderate antiprotozoal activity against Plasmodium falciparum (IC50 25.4 μM) and Leishmania donovani (IC50 16.6 μM).

SUBMITTER: Majer T 

PROVIDER: S-EPMC9410537 | biostudies-literature | 2022 Aug

REPOSITORIES: biostudies-literature

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Two new ircinianin-type sesterterpenoids, ircinianin lactone B and ircinianin lactone C (<b>7</b> and <b>8</b>), together with five known entities from the ircinianin compound family (<b>1</b>, <b>3</b>-<b>6</b>) were isolated from the marine sponge <i>Ircinia wistarii</i>. Ircinianin lactones B and C (<b>7</b> and <b>8</b>) represent new ircinianin terpenoids with a modified oxidation pattern. Despite their labile nature, the structures could be established using a combination of spectroscopic  ...[more]

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