6533b7d7fe1ef96bd1268549
RESEARCH PRODUCT
Diterpenoids from Tetraclinis articulata that Inhibit Various Human Leukocyte Functions
Fouad MelloukiAlejandro F. BarreroJosé Quilez Del MoralSaid AkaadRut LucasMiguel PayáMohamed Akssirasubject
NeutrophilsStereochemistryMonoterpenePharmaceutical ScienceTetraclinisAnalytical Chemistryboatschemistry.chemical_compoundboats.ship_classDrug DiscoveryLeukocytesArticulataHumansPhenolsNuclear Magnetic Resonance BiomolecularPeroxidasePharmacologyPlants MedicinalMolecular StructurePancreatic ElastasebiologyChemistryOrganic ChemistryCupressaceaeStereoisomerismBiological activitybiology.organism_classificationWoodTerpenoidPlant LeavesMoroccoComplementary and alternative medicineLuminescent MeasurementsMolecular MedicineDiterpenesDiterpeneTwo-dimensional nuclear magnetic resonance spectroscopydescription
Ten new compounds, eight of them pimarane derivatives (1-8), together with a menthane dimer (9) and a totarane diterpenoid (10), were isolated from the leaves and wood of Tetraclinis articulata. The structures of 1-10 were established by using spectroscopic techniques, including 2D NMR spectra. Pimaranes 1-5 were found to possess an unusual cis interannular union of the B and C rings, which, from a biogenetic perspective, could be derived from the hydration of a carbocation at C-8. Compounds 4-6 and a mixture of 7 and 11 modulated different human leukocyte functions at a concentration of 10 microM, mainly the degranulation process measured as myeloperoxidase release and, to a lesser extent, the superoxide production measured by chemiluminescence.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2003-06-01 | Journal of Natural Products |