6533b832fe1ef96bd129a450

RESEARCH PRODUCT

A New Cacospongionolide Inhibitor of Human Secretory Phospholipase A2 from the Tyrrhenian Sponge Fasciospongia cavernosa and Absolute Configuration of Cacospongionolides

Antonio CrispinoRachid BenrezzoukSalvatore De RosaM. Carmen TerencioC. IodiceM.luisa FerrándizMiguel PayáAlfonso De GiulioAnd Maria J. Alcaraz

subject

Magnetic Resonance SpectroscopySpectrophotometry InfraredMolecular ConformationPharmaceutical ScienceMass SpectrometryPhospholipases AAnalytical ChemistryCyprinodontiformesManoalidechemistry.chemical_compoundPhospholipase A2Synovial FluidDrug DiscoveryAnimalsHumansBioassayEnzyme InhibitorsFuransPancreasPyransPharmacologybiologyVenomsOrganic ChemistryAbsolute configurationBiological activitybiology.organism_classificationPoriferaPhospholipases A2SpongeComplementary and alternative medicinechemistryBiochemistryEnzyme inhibitorbiology.proteinMolecular MedicineSpectrophotometry UltravioletDrug Screening Assays AntitumorArtemia salina

description

A new inhibitor of human secretory phospholipase A2 (PLA2), cacospongionolide E (4a), has been isolated from the Tyrrhenian sponge Fasciospongia cavernosa. The structure was proposed on the basis of spectroscopic data and by chemical transformations. The absolute configuration of cacospongionolides 2a-4a was established using the modified Mosher's method. Cacospongionolide E was the most potent inhibitor toward human synovial PLA2, showing higher potency than the reference compound manoalide and exerting no signs of toxicity on human neutrophils. It showed high activity in the Artemia salina bioassay and moderate toxicity in the fish (Gambusia affinis) lethality assay.

yearjournalcountryeditionlanguage
1998-07-25Journal of Natural Products
https://doi.org/10.1021/np980122t