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Coscinolactams A and B: new nitrogen-containing sesterterpenoids from the marine sponge Coscinoderma mathewsi exerting anti-inflammatory properties

2009; Elsevier BV; Volume: 65; Issue: 15 Linguagem: Inglês

10.1016/j.tet.2009.02.016

1464-5416

Simona De Marino, Carmen Festa, Maria Valeria D’Auria, Marie‐Lise Bourguet‐Kondracki, Sylvain Petek, Cécile Debitus, Rosa Andres Ejarque, María Carmen Terencio, Miguel Payá, Angela Zampella,

Bioactive Compounds and Antitumor Agents

Investigation of the marine sponge Coscinoderma mathewsi led to the isolation of two novel nitrogen-containing cheilanthane sesterterpenoids, coscinolactams A and B, together with known suvanine. The structures were elucidated by extensive spectroscopic measurements including NOE experiments to deduce the stereochemistry. The natural compounds, as well as a semisynthetic derivative, showed moderate anti-inflammatory activity measured as their capability to inhibit PGE2 and NO production. The suvanine aldehyde derivative 4 inhibited inducible nitric oxide protein expression with an IC50 value of 7.3 μM.