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The structure and chemistry of pebrolide,desacetylpebrolide and 1-deoxypebrolide,sesquiterpene benzoates from penicillium brevicompactum
Authors:N.J. McCorkindale  C.H. Calzadilla  S.A. Hutchinson  D.H. Kitson  G. Ferguson  I.M. Campbell
Affiliation:Joint Mycological Laboratories, Departments of Chemistry and Botany, The University, Glasgow G128QQ, Scotland;Department of Chemistry, University of Guelph, Guelph, Ontario, Canada N1G2W1;Department of Biological Sciences, University of Pittsburgh, GSPH, 130 DeSoto Street, Pittsburgh, PA 15261, U.S.A.
Abstract:The structure of three new drimane sesquiterpenes (1–3) has been established from chemical and spectroscopic evidence and by single crystal X-ray crystallographic analysis of 7. Ring B in the crystal of 7 is in a chair conformation, slightly distorted because of cis fusion to the lactone ring and because three β axial substituents are present. NMR evidence suggests that the preferred conformation in solution is similar.
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