6533b86ffe1ef96bd12cd27b

RESEARCH PRODUCT

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

Cécile DebitusMiguel PayáMarie-lise Bourguet-kondrackiMaría Carmen TerencioMaria Valeria D'auriaAngela ZampellaRosa María Hernández AndrésSylvain PetekSimona De MarinoCarmen Festa

subject

EXTRACTIONmedicine.drug_classStereochemistrySesterterpenoidsBiochemistryAldehydeAnti-inflammatorySesterterpenesNitric oxidechemistry.chemical_compoundAnti-inflammatory activityEPONGESpongeDrug DiscoverymedicineOrganic chemistryIC50ACTIVITE ANTIINFLAMMATOIREchemistry.chemical_classificationTESTACTIVITE BIOLOGIQUEbiologyOrganic ChemistryINVERTEBRE AQUATIQUEbiology.organism_classificationTerpenoidSpongechemistrySUBSTANCE NATURELLEDerivative (chemistry)

description

Abstract 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.

yearjournalcountryeditionlanguage
2009-04-01
10.1016/j.tet.2009.02.016http://hdl.handle.net/11588/351008