title: Molecular modeling, NOESY NMR, and the structure of nicandrenone isolated from Nicandra physalodes (Solanaceae).
abstract: The configuration and conformation of nicandrenone, isolated from Nicandra physalodes, are described using molecular modeling and NMR NOESY techniques. Amsterdam Density Functional (ADF) software was used, and the structures were those reduced to minimum energy molecular models, utilizing B3LYP executions and Density Functional Theory (DFT). The first spectral proof that this withanolide has a 22-R configuration is also provided. This method may be adaptable to other natural products.
authors.affiliation: Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 S. Wood St., Chicago, Illinois 60612, USA.
authors.forename: Patrick F
authors.initials: PF
authors.lastname: Jonas
authors.forename: Geoffrey A
authors.initials: GA
authors.lastname: Cordell
mesh_terms: D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D018515:Plant Leaves; D019657:Solanaceae / Q000737:chemistry*; D054358:Withanolides / Q000737:chemistry*
chemical_list: D054358:Withanolides; C543280:nicandrenone