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Title: Daphcalycine, a novel heptacycle fused ring system alkaloid from Daphniphyllum calycinum. Author: Jossang A, El Bitar H, Pham VC, Sévenet T. Journal: J Org Chem; 2003 Jan 24; 68(2):300-4. PubMed ID: 12530852. Abstract: A novel Daphniphyllum alkaloid, daphcalycine (1), was isolated together with known daphnicyclidin D (2) from the stem bark of Daphniphyllum calycinum. The highly condensed polycyclic structure, established by spectral analysis, possessed an unusual framework: a central quinuclidine like tricycle produced by fusion of a piperidine, a tetrahydropyran, and an oxazine ring in turn condensed to surrounding three penta-, one hexa-, and one hepta-membered rings. The relative configuration of 11 carbon stereocenters of 1 was elucidated on the basis of NOESY.[Abstract] [Full Text] [Related] [New Search]