Publication | Open Access
Ivorenolide A, an Unprecedented Immunosuppressive Macrolide from Khaya ivorensis: Structural Elucidation and Bioinspired Total Synthesis
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Citations
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References
2012
Year
Bioorganic ChemistryImmunologyOrganic ChemistryUnprecedented Immunosuppressive MacrolideChemical BiologyPharmaceutical ChemistryMedicinal ChemistryKhaya IvorensisCompound 1Bioinspired Total SynthesisBiochemistryTotal SynthesisPharmacologyAsymmetric CatalysisNatural Product SynthesisEnantioselective SynthesisBiomolecular EngineeringNatural SciencesMedicineDrug Discovery
Ivorenolide A (1), a novel 18-membered macrolide featuring conjugated acetylenic bonds and five chiral centers, was isolated from Khaya ivorensis. The structure of 1 was fully determined by spectroscopic analysis, single-crystal X-ray diffraction, and bioinspired total synthesis. Both compound 1 and its synthetic enantiomer 2 showed potent and selective immunosuppressive activity.
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