Organic Letters · 2002 · 24 citations · 22 references
PharmacyBiochemistryMedicinal ChemistryDrug DiscoveryStructural BiologyStructure-activity RelationshipsAntitumor AntibioticsConformational AnalysisMacrocycle SynthesisStructure-function RelationshipsAbsolute Configuration AssignmentAbsolute Configuration DeterminationBiological Activity FeaturesMacrolide AntibioticsStereochemical Analysis By X-ray CrystallographyX-ray Diffraction Analysis
The absolute stereochemistry of FD-891, a novel cytotoxic 18-membered macrolactone antibiotic, was determined by a synthetic approach as well as X-ray diffraction of degradative derivatives. The absolute configuration of FD-891 turned out to be as shown above. The stable conformer of FD-891 was also discussed with respect to biological activity by comparison with the structurally related concanamycin A on the bases of molecular mechanics calculations. [structure: see text]
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