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RESEARCH PRODUCT
Antimalarial activity of abietane ferruginol analogues possessing a phthalimide group.
Michele ConnellyFatima RivasMiguel A. GonzálezJulie Clarksubject
StereochemistryClinical BiochemistryPlasmodium falciparumPharmaceutical SciencePhthalimidesCHO CellsBiochemistryPhthalimidechemistry.chemical_compoundAntimalarialsCricetulusCricetinaeDrug DiscoveryAnimalsHumansCytotoxicityMolecular BiologyAbietaneChemistryPlant ExtractsOrganic ChemistryHep G2 CellsAntimicrobialTerpenoidBioactive compoundFerruginolAbietanesMolecular MedicineDiterpenedescription
The abietane-type diterpenoid (+)-ferruginol, a bioactive compound isolated from New Zealand’s Miro tree (Podocarpus ferruginea), displays relevant pharmacological properties, including antimicrobial, cardioprotective, anti-oxidative, anti-plasmodial, leishmanicidal, anti-ulcerogenic, anti-inflammatory and anticancer. Herein, we demonstrate that ferruginol (1) and some phthalimide containing analogues 2–12 have potential antimalarial activity. The compounds were evaluated against malaria strains 3D7 and K1, and cytotoxicity was measured against a mammalian cell line panel. A promising lead, compound 3, showed potent activity with an EC50 = 86 nM (3D7 strain), 201 nM (K1 strain) and low cytotoxicity in mammalian cells (SI > 290). Some structure–activity relationships have been identified for the antimalarial activity in these abietane analogues.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2014-08-11 | Bioorganicmedicinal chemistry letters |