Relative and absolute configuration of aloperine

Acta Crystallogr C. 1997 Oct 15:53 ( Pt 10):1510-2. doi: 10.1107/s0108270197009244.

Abstract

The relative and absolute configuration of the title compound, (6R,7R,9R,11S)-16,17-didehydro-9-de-2-piperidinylormosanine, C15H24N2, has been elucidated. Two X-ray structures, one of the free base of the alkaloid and the second of its dihydrochloride monohydrate salt, C15H26N2(2+).2Cl-.H2O, have been determined to unequivocally establish the stereochemistry of aloperine, the parent member of a rare family of lupinine alkaloids.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Alkaloids / chemistry*
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry*
  • Crystallography, X-Ray
  • Molecular Structure
  • Piperidines*
  • Quinolizidines
  • Stereoisomerism

Substances

  • Alkaloids
  • Anti-Inflammatory Agents, Non-Steroidal
  • Piperidines
  • Quinolizidines
  • aloperine